boston to maine road trip

New England Wanderlust

Fall , Maine , Massachusetts , Spring , Summer  ·  September 21, 2022

10 Best Stops To Make When Driving From Boston To Portland, Maine (2024)

Driving From Boson to Portland, Maine is one of the best road trips to take in New England because there’s so much you can see in a very short amount of time. If you’re coming from outside of New England, you’ll definitely want to spend a day or two in Boston before taking this road trip, but if you already live in Boston, the payoff along this is really rewarding.

This post is all about the best places to stop on when driving Boston to Portland, Maine, and in each destination, I’ll share all the best sites to see, restaurant recommendations, and the best places to stay overnight. I even have an itinerary for a day trip from Boston to Portland for those who are really short on time! With that, let’s get into it.

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How Long Is The Drive From Boston To Portland, Maine?

This drive can take anywhere from 1 hour and 45 minutes to 2 hours and 15 minutes without any stops, and it all depends on traffic. There’s usually traffic getting in and out of Boston on weekdays, but on weekends, it shouldn’t be quite as bad. I suggest using Google Maps to type in the exact day and time you plan to leave to get a better idea, especially if you’re short on time (taking a day trip, for example).

While most of these suggestions are directly on the way while driving from Boston to Portland, Maine, it will add some extra time, so you’ll want to factor that into your driving time. Once you decide on which stops you want to make (hopefully all of them!), you can then get a better idea of how long your drive will be in total.

Is The Drive From Boston To Portland, Maine Scenic?

It’s very scenic! On this drive, you’ll pass through charming small towns in Massachusetts, visit the best coastal town in New Hampshire, and then begin your drive up the coast of Maine, stopping in some amazing seaside destinations with lots of character and fun things to do.

How Many Days Do You Need When Driving From Boston To Portland, ME?

Anywhere from a day to a week, and it really just depends on how much time you have to dedicate to the trip. This is a really great weekend or long weekend road trip to take, as you’ll have time to stop at most of the destinations on the way there or back. But, I personally suggest about 4-5 days if you have an interest in seeing as much as possible on the drive, and also want a day or two to explore Portland.

For ideas on a day trip from Boston to Portland, keep reading later in the post to see my suggested itinerary!

Overview Of The Drive From Boston To Portland, Maine

There are 10 towns I suggest you stop in while driving Boston to Portland, Maine. They’re all very easy to spend a few hours in before moving on, and depending on how much time you have, you can either do half of them on your way to Portland, and the other half on your way back, or eliminate any that you’ve done before, or don’t have any interest in. Each of these towns is also pretty much on the direct route from Boston to Portland, with minimal diverging off course.

I’ll do a more detailed breakdown of each destination and the best things to do later on, but for now, here’s a breakdown of all the stops you’ll making, including how far they are from one another:

• Salem, MA (30-45 minutes from Boston, depending on traffic)
• Rockport, MA (optional stop because it’s a bit out of the way, 30-40 minutes from Salem)
• Newburyport, MA (40 minutes from Salem, or 45 minutes from Rockport)
• Portsmouth, NH (30 minutes from Newburyport)
• Kittery, ME (10-15 minutes from Portsmouth)
• York, ME (15 minutes from Kittery)
• Ogunquit, ME (15 mins from York)
• Kennebunkport, ME (30 minutes from Ogunquit)
• Old Orchard Beach, ME (30 minutes from Kennebunkport)
• Cape Elizabeth/Portland Head Lighthouse (30-40 minutes from Old Orchard Beach)
• Portland City Center/Old Port (15-20 minutes from Cape Elizabeth/lighthouses)

Best Things To See When Driving From Boston To Portland, Maine

Okay, so now that you know the general route, here’s a detailed breakdown of all the towns you’ll pass through, why they’re worth stopping in, and the best things to do in each one.

1. Salem, MA

Salem is known for its history with the Salem Witch Trials, an of course, all things Halloween, but it’s honestly a really great little place to explore year-round. There’s a lot more to discover besides all the witch history (although, that’s also very fun and interesting).

If passing through while driving Boston to Portland, Maine, I suggest seeing these things in Salem:

• Visit the Salem Witch Memorial.
• Lunch at the Lobster Shanty (go for the lobster martini!).
• Get a grounds ticket to explore The House of Seven Gables (meander through the nearby side streets in the neighborhood for cool historic homes, too).
• Walk by the Witch House (especially if you visit in the fall).

Psst! I have some helpful guides including planning the perfect Salem, MA day trip , and the best time to visit Salem if you need more information 😉

2. Optional Stop: Rockport, MA

I labeled Rockport as optional because to get there, you’ll have to veer a bit off-course from your drive to Portland. But, I think it’s worth it if you have the time, and have never been before. This detour will add just over an hour of driving time (plus any time you spend in Rockport).

Rockport is one of the most unique towns in New England, and because it sits right along the water, it’s incredibly scenic. If you’re a fan of the movie The Proposal , you may also recognize some of the filming locations in Rockport! A few other movies have been filmed here, too.

If passing through while driving Boston to Portland, Maine, I suggest seeing these things in Rockport:

• Explore the unique shops and art galleries along Bearskin Neck
• Head over to Motif 1, the most painted building in the country (just off Bearskin Neck).
• Grab an ice cream from The Ice Cream Store, the cutest little New England ice cream shack.
• Walk down to the end of Bearskin Neck to cross the breakwater jetty.
• If you’re in need of lunch during your visit, Roy Moore Lobster Co. has an awesome lobster roll.

Click here to read my guide on all the best things to do in Rockport!

Bonus Suggestion: Drive The Whole Massachusetts North Shore

If you have extra time, you could take your time getting out of Massachusetts, and spend the day driving along the entire North Shore region. I highly suggest this because this is a really beautiful area, and you’ll see some amazing coastal New England towns , but I would only do this if you’re able to spend at least 3 days for the entire road trip, as this will take up an entire day.

Two of the main towns along the North Shore, Salem and Rockport, are suggested above. But if you’re able to add on this part of the drive, you’ll want to explore these towns in this order, starting in Boston:

• Manchester By The Sea

I have some posts all about this region of Massachusetts to help you get some ideas on what to do in these towns:

Click here to read about the best things to do in Cape Ann (a part of the North Shore)!

Click here to read about the best things to do in Marblehead!

3. Newburyport, MA

Newburyport is a really beautiful and picturesque town along the northern coast of Massachusetts that I feel is very underrated. If you make this stop while driving Boston to Portland, Maine, you don’t need to spend a lot of time here, but getting out in Newburyport to stretch your legs, explore the charming Market Square and waterfront park is absolutely worth it.

Here’s what I suggest seeing when stopping in Newburyport for a few hours:

• Explore the charming brick-lined streets of downtown, and visit the cute shops.
• Walk along the waterfront path to admire the views.
• If you’d rather visit something more outdoorsy, head to Plum Island and walk on the shoreline of Plum Island Beach.
• On Plum Island, you can also visit the Parker River National Wildlife Refuge , and I recommend the Hellcat Boardwalk Trail (which is very easy, scenic and relaxing, and not as scary as it sounds).
• Pop into Plum Island Soap Co.

Click here to read my full guide to visiting Newburyport!

4. Portsmouth, NH

Portsmouth is one of my favorite towns in New Hampshire, and one of the best coastal destinations in the state. This is another great little area that you can easily see in just a few hours, and is also the perfect place to grab a bite to eat, or pick up a snack for your drive from Boston to Portland.

In Portsmouth, you’ll find lots of charming streets, a great little downtown with truly awesome shops, a wonderful bakery (which I’ll list below), and really incredible restaurants.

Here’s what I suggest seeing when stopping in Portsmouth when driving Boston to Portland, Maine:

• Get some treats from Elephantine Bakery (they also do online ordering if you’re short on time!). I especially love their croissants and s’mores brownies.
• Walk through downtown to visit the shops ( Sault New England and Jane Gee are two really nice ones).
• Swing by Portsmouth Brewery for a glass of beer.

Click here to read all about the best New England gifts and things you can buy! Many of them can be purchased on this drive.

5. Kittery, ME

Kittery is a fun, quick stop to make, but it’s also one of the ones I would suggest you skip if you’re short on time. Kittery has a couple of scenic areas that make for a nice moment to get our of the car, stretch your legs and snap a photo, but I think most of the other stops mentioned on this list are more worth your time.

I’m definitely not saying that Kittery isn’t worth a stop because it definitely is (or it wouldn’t be on this list!), but if you’re looking to cut out a few stops, I think places like Ogunquit, Portsmouth, Rockport, etc. will provide more fun in exchange for your time. Hopefully that makes sense!

That said, there are some really cool things to visit in Kittery, and here’s my list of places to check out:

• See the Badger Island buoy shack.
• Grab a lobster roll at Bob’s Clam Hut.
• Visit the famous When Pigs Fly Company Store .
• Do a little shopping at the outlets.

6. York, ME & Cape Neddick

York and Cape Neddick are great areas to stop in when driving Boston to Portland, Maine, and offer a nice mix between walking around town to do some shopping and dining, or getting out into nature. In this area, you’ll have options from hiking mountains, visiting beaches, exploring the shops, grabbing a bite to eat and seeing one of the best lighthouses in Maine.

Here’s my list of things to check out in York and Cape Neddick during your drive:

• Visit the Stonewall Kitchen flagship store.
• Hike the Mount Agamenticus trail for spectacular mountain views (especially amazing in the fall!).
• Walk along one of the beaches in York (Long Sands Beach is my personal favorite).
• Take in the views at the Bald Head Cliff.
• Visit Cape Neddick to see Nubble Lighthouse.

Looking to do on a lighthouse road trip through Maine? Click here to read about my itinerary for the best Maine lighthouse driving tour!

7. Ogunquit, ME

Ogunquit is such a fun little coastal town in southern Maine, and it’s one of the destinations I recommend the most if you’re looking for a great mix of beach time and small town charm. I also think it’s one of the best beach towns in New England . It has such a fun downtown area with great shops and restaurants, and the beach in Ogunquit is really stunning.

This is an awesome destination to stop in when driving Boston to Portland, Maine, especially if you’re hoping to hear the sound of the craving waves.

Here’s what I suggest you do in Ogunquit when stopping during your road trip:

• Walk Marginal Way from town in Ogunquit, which ends in Perkins Cove, a small little village in Ogunquit. This pedestrian path along the coastline just over a mile each way, so plan your time accordingly. If you do one thing during your time in Ogunquit, I would say this is it.
• Explore the shops in town (Goods Ogunquit is especially fun to visit).
• Walk along the shores of Ogunquit Beach, which has 3 miles of pristine sand.
• Grab a lobster roll at the Lobster House (right by the beach), and hopefully you can get a table outside.

Click here to read more about the best things to do in Ogunquit!

8. Kennebunkport, ME

I can never decide if I prefer Ogunquit or Kennebunkport, but what I can tell you is, they’re both definitely worth visiting when driving Boston to Portland, Maine. Kennebunkport is a charming little coastal town in southern Maine that has some great shops, amazing restaurants, awesome things to see and some nice beaches to explore. It definitely has its own vibe that is really fun to experience.

Here’s what I suggest you do in Kennebunkport when stopping during your road trip:

• Walk around Dock Square to visit the shops.
• Grab some seafood at the Clam Shack or a lobster roll and chowder at Allison’s .
• Get a drink at Batson River Brewing & Distillery (this is one of my favorite places in New England for a cocktail!).
• Take a drive to Cape Porpoise for nice views of the water (visit the Farm + Table store while there for unique and fun home decor, candles, etc).
• Visit one of the beaches (Gooch’s and Mother’s beaches are my favorites in Kennebunkport).

9. Old Orchard Beach, ME

One of the most iconic sites in southern Maine is the pier at Old Orchard Beach, and this is a cool place to stop when driving from Boston to Portland, Maine because you’ll kind of feel like you’ve stepped back in time.

When I visited, I almost felt as if I was transported to an old-timey state fair, in a good way, of course. You’ll find an old-fashioned pier with vendors selling fried dough, drinks and other street foods. Close to the beach, you’ll find a small amusement park and mini golf places, too.

Here’s what I suggest you do in Old Orchard when stopping during your road trip:

• The best thing to see is Old Orchard Pier right at the beach. Definitely walk around the actual pier, and plan to get a few fun fair foods, for sure! Also, walk along the beach to see it from a distance, and walk under it for some cool photo opportunities.
• If you’re feeling like taking some amusement park few rides, head over to Palace Playland.
• Feel like a kid again at Pirate’s Cove Adventure Mini Golf.

Tip : Expect to pay for parking while visiting Old Orchard, and the closer to the beach you are, the more it will be. On average, parking costs about $20 for the day (many lots didn’t offer by-the-hour parking when I visited). So, if you only want to see the pier and don’t want to pay to park for the whole day, this may be a good stop to skip.

10. Cape Elizabeth, ME

Cape Elizabeth is a town that’s actually part of Portland, but it’s south of the main city, and you’ll get to this part before driving into downtown Portland.

This is where the 3 Portland lighthouses are, and I highly suggest planning time to see all of them. They’re actually very close to one another, which makes it easy to see them all within a couple of hours at most. You can either visit them all before getting into Portland, or depending on your schedule, plan to take a quick drive out to see them during your stay in Portland (if you’re staying overnight).

Since you’re driving from the south, I suggest making these stops in this order in Cape Elizabeth:

• Portland Head Light. This is one of the most iconic sites in Maine, and also the most popular New England lighthouse . You’ll find amazing views here, and if you can only see one lighthouse, this is the one to see.
• If arriving in the morning, I highly recommend stopping at Scratch Bakery before visiting the other two lighthouses. They have awesome bagels, and really delicious baked goods. They also do online ordering, so you can order ahead and pick-up when you arrive to save time.
• If you have time, head over to Willard Beach next. This is a small beach, but what makes it worth the stop is the cute little beach cottages all the way to your right. Walk across the beach to get to them, enjoy the views from there. If you happen to arrive at high tide, you’ll need to access the beach cottages via Deake Street, though.
• Spring Point Ledge Lighthouse is next, and this is a fun one because you can walk across the entire breakwater and get right up to the cute little lighthouse.
• Bug Light is last, and is located in a small, but really nice, little park. This is one of the most unique lighthouses in New England, as it’s very ornate in its design. It also makes for fun photos.
• After these stops, you can drive off to downtown Portland!

Editor’s Note : The beach shacks overlooking Willard Beach were destroyed by a storm in January 2024, and are no longer there. However, rthe community already has plans to rebuild them. I’m closing monitoring this, and will. update as soon as I have more information, but it will likely take at least a year, but likely longer.

Things To Do Once You Arrive In Portland, Maine

Portland is a cool city to explore, and is packed with history, charming streets and tons and tons of amazing restaurants (this is actually one of the best cities in the Northeast for foodies!). Here are some highlights to check out once you arrive in Portland:

• Old Port district.
• Tour the breweries.
• Walk along the Eastern Promenade.
• Take the ferry to Peaks Island.
• Explore the Portland Observatory.
• Obviously, eat all the delicious food. Click here for an awesome food tour of Portland!

Click here to read all about the best day trips to take from Portland, Maine!

Want to keep driving up the coast of Maine? Click here to read about the best stops to make when driving from Portland to Acadia National Park!

Best Places To Stay During The Drive

If you have time to break up your drive and really enjoy all these fun places to visit, these are the towns I would recommend you stay the night in based on options for things to do, and great restaurants:

Rockport is a really awesome place to spend the night because it has a really cool little shopping district, wonderful restaurants and is overall, a really unique destination. My favorite place to stay is the Addison Choate hotel, which is only a 10-minute walk to Bearskin Neck, and offers really beautiful rooms to stay in.

Click here to book your stay at the Addison Choate in Rockport!

If you’re looking for a luxury stay while driving Boston to Portland, Maine, Cliff House in Cape Neddick is the perfect place for you. It’s just about half-way between Boston and Portland, and has all the amazing, luxury amenities you’d expect like gorgeously appointed rooms with ocean views, incredible on-site restaurants, a spa and every square inch of their property offering dramatic coastline views.

Click here to book your stay at Cliff House in Cape Neddick!

Ogunquit is one of my favorite coastal towns in Maine, and makes for a great stop to stay the night or two. There are lots of shops and restaurants to choose from, as well as Ogunquit Beach to enjoy. If you’re looking for a nice place to stay by the beach, I really love Terrace By The Sea , which provides ocean views from their front porch (where you can sit and enjoy a glass of wine at sunset!), and is a very short walk to town, or to the ocean.

Click here to book your stay at the Terrace By The Sea in Ogunquit!

Kennebunkport is another of my favorite towns for an overnight stay, and one of the best places to book a room is the Cottages at Cabot Cove . This hotel is a grouping of individual cottages that are uniquely decorated, and you’ll get to pick which one you want to stay in when you make your reservation. Each morning, a cooler with breakfast goodies is hung on your door, and you also can use the hotel’s canoes to explore the cove. I have a hard time not staying here when I visit Kennebunkport.

Click here to book your stay at the Cottages at Cabot Cove in Kennebunkport!

What Is Halfway Between Boston and Portland, Maine?

As mentioned above, York and Cape Neddick are about halfway between Boston and Portland, Maine. Portsmouth, NH and Kittery are also about halfway between the two cities.

Can You Take A Day Trip To Portland, Maine From Boston?

You sure can! The drive will likely average about 2 hours one-way on a weekend without any stops, and if you carefully choose and plan which stops you want to make on your way to and from Portland, and are strategic with your time, you can definitely do it as a day trip. You could also just drive straight to Portland and spend all your time there.

Best Day Trip Itinerary For Boston To Portland, Maine

For a Boston to Portland, Maine day trip, I suggest trying to take this day trip in the summer when the days are longer, which will afford you more time to see as much as possible. But really, spring and fall are also a great time to take this trip (especially early spring when the days are also longer). Winter is the only time of year a day trip from Boston to Portland, Maine might be tough, since the days are so short.

Suggested Itinerary For A Day Trip From Boston:

Morning : Begin early, and drive to Ogunquit (about 1 hour and 20 minutes from Boston, depending on traffic). I suggest Ogunquit because chances are, if you live or are coming from Boston, you’ve already experienced nearby places like Salem and Newburyport. Ogunquit is further away, and likely not a place you’ve visited as often (or at all).

Late Morning : Leave Ogunquit and drive to Cape Elizabeth to see Portland’s lighthouses (Portland Head Light, Bug Light and Spring Point Ledge Light). If you only have time for one lighthouse, Portland Head Light is the one to see.

Afternoon : Drive into Portland, park your car for the day, and grab lunch. Spend the rest of your afternoon exploring Old Port, and if you have time, take the ferry to Peaks Island (best in the summer when days are longest).

Early Evening: Decide if you want to stay in Portland for dinner, or drive to Kennebunkport to explore that town for a bit, and grab dinner. If you stay in Portland, I would also suggest doing a beer tasting at one of Portland’s breweries, and maybe walking the Eastern Promenade around sunset. If you decide to head to Kennebunkport, the drive is only about 30-40 minutes from Portland.

Evening : Make your way back to Boston.

Best Time Of Year To Drive From Boston To Portland, Maine

Late spring and early-mid summer (so, June, July and August) are the best times to drive from Boston to Portland, Maine, simply because the weather is typically the nicest, and the days are the longest. Summer in Maine , especially along the coast, is just like anywhere in New England by the water – it comes alive. All the seafood shacks and ice cream places are open, and there’s a lively buzz in the air.

Fall is also a great time to take this drive because of the foliage and the pleasant weather. Just keep in mind that Maine tends to be a very seasonal state, as in many seafood shacks, as well as some restaurants and shops, will begin to close after Labor Day (most stay open through Columbus Day weekend, and some stay open year-round). But I’ve done this drive in early spring, summer and late fall and loved it just as much each time.

Boston in the fall is also lovely, so for a fall trip, it’s a great starting point.

Is There A Train From Boston To Portland, Maine?

Yes, the Amtrak Downeaster train provides service between Boston and Portland, Maine. The train ride typically takes about 2 hours and 30 minutes.

Is There A Bus From Boston To Portland, Maine?

Yes, the Greyhound Bus offers service between Boston and Portland, Maine. The bus ride takes about 2 hours and 30 minutes, and drops you off at the Park And Ride at Marginal Way in downtown Portland. From there, you can walk or Uber to your hotel or your next stop.

More of my road trips you may enjoy:

• My Unforgettable Boston To Bar Harbor, Maine Road Trip Itinerary
• 7 Day New England Road Trip Itinerary
• My PERFECT New England Fall Road Trip Itinerary
• Best Stops To Make Driving Boston To Stowe, VT

You may also enjoy reading:

• Incredible New England Resorts & Spas
• Best Boston Hotels Near The Aquarium
• Best Day Trips In New England
• Things To Do In New England For Your Bucket List
• The Best Acadia National Park Itinerary
• Best Boston Food Tours
• Best Breweries In Portland, Maine
• Summer In New England: Places To Go & Things To Do!
• Fun Places For Blueberry Picking In Maine
• Maine In October: Best Towns For Foliage & Things To Do!
• Maine In November: What To Expect & Things To Do

That’s A Wrap On Driving From Boston To Portland, Maine

Now that you know how to plan the perfect road trip driving Boston to Portland, Maine, I hope you’ve begun to plan your own adventure! This is a great route to get acquainted with some of the best of coastal New England, and since it’s such an easy drive from Boston, it’s perfect for tailoring to your own schedule. Happy driving!

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15 Stops on a Boston to Bar Harbor Maine Coast Road Trip Itinerary

Lobsters and lighthouses. Charming towns and rocky coasts. The best way to discover the beauty and uniqueness of Vacationland is with a Boston to Bar Harbor road trip along the Maine Coast. I’ve driven this way many times and each time I discover something new. After so many trips to Maine, I put together this one to two-week Maine coast road trip itinerary from Beantown all the way up to Acadia.

If you are traveling from Boston to Bar Harbor, you will want to take at least a week to explore the Maine coast. Of course, you can drive straight through in under five hours, but there is so much to see on the Maine coast.

This Maine coast road trip includes some of my favorite places to go in Maine in the summer , with stops in:

• The Maine beaches region
• Maine’s midcoast including Boothbay Harbor, Rockland, and Camden
• Acadia National Park

After spending a few days around Bar Harbor, you can then take a fast way back home or continue Downeast off the beaten path to the New Brunswick border.

Where to Stop on Coastal Maine Road Trip

Note: This post may contain affiliate links. If you click a link and make a purchase, I may receive a small commission. All opinions are my own.

Day 1-2: Maine Beaches

The first region you will encounter on your Maine coast road trip will be the Maine Beaches. Of course, if you have even more time, you can always add in stops in Salem , Gloucester , Newburyport, or Portsmouth on your way up to Maine.

With a one-week itinerary, plan on spending at least two nights exploring this region. You can always break up two to three nights between two destinations to really get a sense of the differences between the various towns.

Your first stop in Maine is just across the border in Kittery. Kittery is known for its extensive shopping outlets, some of which you may not find in every outlet mall. But I don’t come to Maine to shop, at least not at brand-name outlets.

My first stop is usually at Bob’s Clam Hut , just north of the Kittery outlets on Route 1. While Bob’s is a popular tourist stop, they actually have some of the best lobster rolls and fried clams around. The lines are long for a reason. And yes, the lines are loonnngg. Don’t be surprised to find the parking lot full and the wait for food an hour long in high season.

On my recent trip, I decided to skip Bob’s and try something new so I went where the locals hang out and tried the quieter Chauncey Creek Lobster Pier. You can watch the lobster boats coming in while eating fresh seafood right on Chauncey Creek. But I’ll be honest with you, I still prefer Bob’s.

For a scenic stop, you can also check out Fort McClary, a historic fort in Kittery Point where you can walk along the battlements and get a view of two lighthouses in the distance. There are picnic grounds here for a scenic lunch.

Fort Foster is another great spot for spending a day outdoors, with excellent views of the entrance to Portsmouth Harbor and Whaleback Light, Portsmouth Harbor Light, and Fort Constitution. But you do need to a pay $20 per car parking fee.

Your next stop in the Maine Beaches, about 15 minutes up the coast, should be York Harbor and the York Beaches. Foodies will want to make a pitstop at the Stonewall Kitchen factory store on Route 1 in York. Here you will find all the delicious Stonewall Kitchen sauces, dressings, and other food products, as well as cooking classes and the culinary school, and a cafe.

York Harbor is a quaint oceanfront area with a few rocky beaches that are connected by the York Cliff Walk. If you are looking to stay overnight in this area, the York Harbor Inn is perfectly located right across from the town park and the entrance to the Cliff Walk . The Stage Neck Inn is another great choice.

The York Beaches, both Long Sands and Short Sands Beach are great for surfing, but the accommodations around the beaches are primarily seaside motels. This is also where you will find a majority of the gift shops, restaurants, and souvenir shops. Nearby you have family attractions like York’s Wild Kingdom, mini golf, and more. If you are looking for a quaint downtown and nice sand beaches, head a little further north to Ogunquit.

Cape Neddick

Before you get to Ogunquit, be sure to stop in Cape Neddick, just five minutes further, at the Nubble Lighthouse . Located on an island just off the coast, this is one of the most photographed lighthouses in Maine. If you are hungry, you can get some fresh lobster at Fox’s Lobster House right next door (bring cash!) or Dunne’s Ice Cream down the street.

From here, follow Shore Road 15 minutes north into Ogunquit. If you are looking to stay in this area and are ready for a splurge, overnight at the luxurious Cliff House Maine .

Ogunquit is very popular with travelers and many of the hotels and motels are not located right on the beach. So if the beach is your priority and you want to stay overnight, be sure to check and see if your accommodations are truly beachfront. The town itself is quaint and upscale, but also touristy. You will find a mix of fine dining options along with your typical tourist clam shacks and seafood restaurants. Ogunquit makes a nice place for a day trip.

We like to stop into Perkins Cove , the small shopping and dining area on the harbor. I’ve eaten at Barnacle Billy’s in Perkins Cove and it was fine, but there are probably better options in the area. In Perkins Cove, you can take in the view of the incoming fishing boats from the Footbridge, or take a 1.25-mile stroll along Marginal Way, past stately inns and rocky beaches.

Kennebunkport

If you haven’t stopped yet, you will want to bed down for your first night in the popular town of Kennebunkport , just another 25 minutes further north. There are many options near downtown Dock Square, but I would recommend a stay at The Inn at English Meadows . This lovely mid-18000’s Greek Revival-style inn is located in Kennebunk’s Lower Village, just a half-mile walk to downtown Dock Square. Perfect for romantic getaways , this bed and breakfast has been tastefully renovated to offer historic charm with modern luxuries such as Frette fine linens, toiletries by Malin+Goetz, and comfortable Vera Wang beds.

There are some accommodations that can fit a family, but families may prefer a resort such as Nonantum Resort , just south of town and on the water, even if not on the beach.

In town, you can enjoy shopping and dining at the many restaurants such as Federal Jack’s, Allison’s, Mabel’s, or the famous Clam Shack. We also like to head out of town to Cape Porpoise Chowder House , which is popular with locals and tourists alike. Just be warned that parking is hard to find so you may need to walk a bit. I’d highly recommend a scenic drive around Cape Arundel, although it will cause some serious house envy!

If you are looking for beach time, Gooch’s Beach is wide and long and great for families, but street parking is limited so get there early. You can also try nearby Goose Rocks Beach or Colony Beach.

Old Orchard Beach

Thirty minutes north of Kennebunkport is another popular beach town. Families love Old Orchard Beach not only because it has a gorgeous, flat, wide beach, but kids also love the rides at Palace Playland and the arcade games at the pier. This section of the Maine beaches feels almost out of place given the rest of the Maine coast, almost as if someone plucked it off the Jersey shore and plopped it in Maine.

My daughter also loves going to Funtown Splashtown , an amusement park/water park, nearby. But if the boardwalk vibe isn’t your jam, you might want to skip over Old Orchard Beach and try Scarborough Beach State Park instead.

Day 3-4: Portland

I would recommend spending one to two nights in the Portland and Casco Bay region, 25 minutes north of Old Orchard Beach. On your way into town, be sure to stop at Portlandhead Light in Cape Elizabeth. It is a great place to scramble on the rocks, walk along the coast, and enjoy those lighthouse views.

We love staying in the Old Port area at the Press Hotel , AC Hotel Portland , Courtyard Marriott, Hilton Garden Inn, or Cambria Old Port. Downtown Portland is a foodie city, with many great restaurants to try. You can also take a tour on the Beer Bus or stop at one of the many breweries nearby. My favorite one to tour and visit is Allagash Brewing Company. For some great lobster with a view, go to Luke’s Lobster on the wharf.

You can hop on a ferry boat and explore some of the islands in Casco Bay, or sign up for a lobster boat tour, where you can learn all about lobstering and help pull up the traps. Best of all, you can eat what you catch! If you don’t want to stay in town, you can also enjoy a car-free couple of nights at the Inn at Diamond Cove on Great Diamond Island.

Read more: weekend in Portland Maine

Freeport (day trip from Portland)

From Portland, you can also take a day trip to Freeport, about 20 minutes north of Portland. Famous for being the headquarters of L.L. Bean , it has become a shopping mecca. In addition to the large company store and L.L. Bean outlet, many other designer outlets and outdoor outfitters have set up shop in town.

You can also stop in for a tasting at Maine Beer Company and sample some of their IPAs. If you are looking for a great lobster roll nearby, head down to the water at Harraseeket Lunch and Lobster Company .

Day 5-6: Maine’s Mid Coast

After your time in Portland, it is time to move on to Maine’s midcoast. This area has miles of coastline, hundreds of islands, and countless charming coves to explore. Picture an open hand pointed down with outstretched fingers and you can imagine the many peninsulas that jut out into Casco Bay and the Atlantic Ocean.

It is good to base yourself in this region for at least two to three nights, broken up between two or more destinations. Although many vacationers might decide to spend a week on Orrs Island and be quite content.

Your mid-coast exploration can start off in the town of Brunswick, a 30-minute drive from Portland, with a walk across the Androscoggin Swinging Bridge . This pedestrian bridge connects Topsham and Brunswick, offering beautiful views of the Androscoggin River. After, take a stroll through downtown Brunswick, home to Bowdoin College.

Harriet Beecher Stowe, the author of Uncle Tom’s Cabin and member of the Underground Railroad, lived and worked in town and her house is now a designated National Historic Landmark. If you need a good lobster roll in this area, head to Cameron’s Lobster House.

From Brunswick, head south on Route 123 to the tip of the peninsula for lunch at Erica’s Seafood . This little hidden gem offers seafood fresh off the boat that you can enjoy at picnic tables overlooking the harbor. From there, turn towards Route 24, which leads down through Sebascodegan Island to the town of Harpswell, Orr’s Island, and Bailey’s Island.

You will get to the end of the line when the road reaches the ocean at Land’s End gift shop. Backtrack a little to the Giant’s Stairs Trail . You can park at the All Saints by-the-Sea Episcopal Chapel and walk along the path that runs parallel to the rocks that make up the Giant’s Stairs. When I went, I was hoping for something more like Giant’s Causeway in Northern Ireland. The rock formations aren’t that unique but it is still a cool view and fun place to explore.

If you have more time in the area, you can spend a day at Reid State Park or Popham Beach, or visit the Maine Maritime Museum in Bath. You may also want to line up for a lobster roll at Red’s Eats in Wiscassett, just don’t make my mistake, be sure to get there before they close! Give yourself about an hour to get from Giant’s Stairs to Boothbay Harbor.

Boothbay Harbor

Boothbay Harbor was one of the first places I visited in Maine, over twenty years ago! I was happy to see that it has only gotten better since my last visit, although the good old Tugboat Inn is still there! This time I stayed at the lovely Harborage Inn , which was located right on the water and just a short walk into the center of town.

In town, there are so many cute shops, from Maine Sea Bags to Sherman’s Books, along with other gift shops, galleries, and boutiques. You will also have your choice of restaurants including Mine Oyster, Kaler’s Lobster, Boathouse Bistro, Ports of Italy, and Shannon’s Unshelled.

For lunch, I would recommend eating fresh seafood outside at Boothbay Lobster Wharf . It is across the bay from town but you can easily walk across the pedestrian bridge connecting the two sides of town.

A very popular thing to do in Boothbay Harbor is to take a whale-watching tour. However, since I’ve been whale watching many times, on this trip I opted for a puffin cruise with Cap’n Fish out to a wildlife preserve on Eastern Egg Rock instead. This 2.5-hour cruise passes by lighthouses on the way, with opportunities to see dolphins or even whales.

The boat is large so it can only get so close to the island, however, the puffins often raft up in the water along the shore so you are bound to see plenty of puffins. Just bring along some good binoculars or a super zoom lens because puffins are small and you won’t get to see their cute, colorful beaks without a little assistance.

Read more: things to do in Boothbay Harbor, Maine

Damariscotta

From Boothbay Harbor, it is only 15 minutes over to Glidden Point Oyster Farm on the Damariscotta River. I was hoping to take a oysters and wine-tasting cruise with Damariscotta River Cruises , but unfortunately, they weren’t running on the day I was in town. So an oyster farm tour seemed like the next best thing!

Eighty percent of Maine’s oysters are farmed in the Damariscotta River! My tour at Glidden Point Oyster Farm explained why the river was the perfect spot for oysters and its history that goes back thousands of years to pre-Colonial times. After learning about the farming process, I stepped up to the window to order some oysters to taste on their outdoor patio. I even learned to shuck an oyster! And I was thrilled to learn that Glidden Point ships nationwide.

If you have more time to stay in the area or prefer a quieter town versus Boothbay Harbor, Damariscotta has a very cute but small downtown. Stop into the Sherman’s Maine Coast Book Shop and Sheepscot River Pottery. You can also visit the Whaleback Shell Midden State Historic Site.

You can stay at the Newcastle Inn and have dinner at King Eider’s Pub or Newcastle Publick House. Locals love Shuck Station Raw Bar and if you want to head a little out of town for some beer tasting, stop into Oxbow Brewing Company at their rural farmhouse brewery.

Pemaquid Point Lighthouse

From Damariscotta, it is a 20-minute drive down to the Pemaquid Point Lighthouse , which can be a great spot for sunset. Of course, when I went it clouded up so I didn’t stick around that long, but that’s ok because I was able to get to my next stop in Rockland a little early.

From Bristol, it is an hour’s drive to Rockland. I took Route 32 through Bremen and it worked out perfectly when I came across a park with fields of beautiful purple and pink lupines stretching down to the water. If you have time, also stop at the Marshall Point Lighthouse (you may have seen this in Forest Gump.)

Rockland is the Art Capital of Maine, a bustling town with art museums, galleries, shops, and restaurants on a working waterfront. It is also a port for Maine Windjammer ships and even small-ship cruises, so it attracts its share of day trippers as well.

It is certainly a larger and more touristy town than many of the others along the Maine coast, but I loved it and returned recently to spend some time before my Maine Windjammer Cruise on the Schooner Heritage.

Make time to visit either the Farnsworth Art Museum , which celebrates Maine’s role in American art, or the Contemporary Arts Museum downtown. If it is open, you can also stop into the Project Puffin Visitor Center to learn about all things puffin. It is a fun town to explore, check out the many murals and public art, and shop at the many boutiques (my favorite was Barefoot in Denim !)

There are so many great spots to eat in town. I had an amazing dinner at Primo, a farm-to-table Italian restaurant just a short drive from downtown. I’d also recommend Rock City Coffee and Rock Harbor Brewing.

If you have time, just south of town follow signs for the breakwater. It is about a mile walk out along the breakwater to the lighthouse at the end, but it is a fun outing on a nice day. Another day trip option is to take a ferry to Vinalhaven, which is known for its beautiful scenery, rocky coast, and granite quarries.

The best place to stay in Rockland is 250 Main Hotel . This modern, art-forward hotel has a rooftop deck overlooking the waterfront and spacious rooms.

Read more: things to do in Rockland , Maine

A 15-minute drive from Rockland, Camden is another popular town on Maine’s midcoast. There are excellent views of the Camden harbor front from the Camden Public Library, and the lawn is a great spot to enjoy a picnic or relax and soak up the view.

Downtown there are many shops and restaurants, such as The Waterfront Restaurant, Peter Otts, and Fresh and Go. If you would rather stay in Camden instead of Rockland, the Lord Camden Inn is right in the center of everything, while the Camden Maine Stay Inn will be a bit quieter and laid back.

Outside of downtown, you can enjoy scenic views from the top of Mt. Battie in Camden Hills State Park. Also, try hiking along Maiden’s Cliff or the Megunticook Ocean Lookout Trail. Unfortunately, during my visit the fog rolled in and I could barely see to drive through that area, let alone take in a scenic view.

Before you get to Bar Harbor on Mount Desert Island, you may also want to stop at the Penobscot Narrows Bridge & Observatory or visit Fort Knox State Park. That was my plan too but with the fog, it wasn’t worth it.

Day 7-8: Bar Harbor

Camden to Bar Harbor is about an hour and forty-minute drive, although you may want to stop in Ellsworth before arriving on Mount Desert Island, for a beer tasting at Fogtown Brewing Company. Instead of staying in the town of Bar Harbor, I chose to stay at Terramor Outdoor Resort about 15 minutes from Acadia National Park and Bar Harbor.

If glamping isn’t your thing, you may want to opt for the luxurious Claremont Hotel in Southwest Harbor or the charming Salt Cottages overlooking Hulls Cove. Of course if you are going all the way to Bar Harbor, you will want to spend some time downtown and walking along the Shore Path along Frenchman’s Bay. From town you can also take a whale watching cruise. Bar Harbor is also a fun town for shopping and restaurants.

If you are visiting Acadia National Park in the summer, be prepared for crowds and make reservations if you want to drive to the top of Cadillac Mountain for sunrise. (You could try this Acadia National Park sunrise hike instead!) To avoid crowds, also check out these things to do near Acadia .

A Maine coast road trip should be on everyone’s bucket list. It is hard to get tired of seeing fishing boats bobbing in a harbor, lighthouses standing tall over rocky coasts, and eating endless amounts of lobster and seafood. Hopefully, this itinerary makes it easier to plan your trip!

Read More Maine Articles

• Best places to go in Maine in the summer
• Things to do in Portland in the winter
• 7 Must-Try Outdoor Adventures in the Maine Highlands
• Maine Highlands Road Trip
• Maine Road Trip Itinerary

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Tamara Gruber is the Founder and Publisher of We3Travel. A former marketing executive and travel advisor, Tamara is an award-winning travel writer and recognized expert in family travel. Tamara is a member of SATW and the Adventure Travel Trade Association, and serves on the Board of the Family Travel Association. She is also the publisher of YourTimetoFly.com and the co-host of the Vacation Mavens travel podcast.

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Publish Date: March 23, 2024

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Road Trip from Boston to Maine

Maine is known for its beautiful coastline and rugged inland scenery dominated by rivers, lakes and mountains. It's a great place to enjoy the great outdoors and is home to some of the country's oldest towns, where you'll find historic squares and quaint redbrick homes on the seaports looking out across the Atlantic.

The 960-mile road trip from Boston to Maine and back takes about 22 hours to drive. On the coast you'll pass York, Portland, Bar Harbor and Acadia National Park; then head inland to Bangor, Moosehead Lake, Greenville, Kennebec Valley and Bigelow Preserve.

This is a trip full of big, beautiful views, magical scenery and charming towns - the perfect ingredients for an unforgettable road trip. So, continue reading on the learn about the best route, our recommended stop and the best time to set off on this scenic adventure.

How far is Maine from Boston, and how long will the road trip take?

Boston and Maine are near neighbours, and you can make the 70-mile drive from Boston to York, Maine in just over an hour.

Once you've arrived in Maine, you'll have longer distances to cover, but fortunately, there's so much to see and do in the Pine Tree State that you'll find something to break up even the longest of stretches on your trip.

We'd recommend following our suggested round trip route below, which hugs the coast northeastwards as far as Acadia National Park then swings inland through Bangor to explore Baxter State Park, the Kennebec Valley and Maine Highlands.

This sets you up for a 775-mile circuit around the state which takes around 19 hours of driving, plus a little extra if you're making any extra side trips off our main route.

Add in a couple of hours for the drive back from Sebago Lake to Boston, and you're looking at a total of 22 hours 30 minutes for the complete, 960-mile road trip.

To help you with your route planning, we've provided more detailed driving distances further down the page.

You could drive the loop around Maine in just a couple of days if all you want is some great photographs and a lobster roll or two. But with so much to see, and hundreds of half or full-day hikes to choose from, we'd recommend taking at least a week.

Best road trip route from Boston to Maine

If you follow the interstate north from Boston, one of the first places you'll pass in Maine is York. Made up of four distinct towns – you might hear it called ‘the Yorks' – it's the perfect place to begin your tour around Maine.

With some of the best Maine Beaches right here, offering long stretches of sand, beautiful bays and stunning ocean views, where better to exit the interstate and begin to explore?

From here, you'll follow the Atlantic coast right the way to Acadia National Park, close to the Canadian border. This is a rugged and beautiful stretch of coast, so take your time exploring the inlets and islands that stretch out to the south of the highway.

Heading inland from Bar Harbor you'll soon find yourself driving through Maine's beautiful interior, where rivers, lakes, forests and mountains create a beautiful backdrop to any trip.

After passing Bangor and Medway you can enjoy views of Mount Katahdin, Maine's highest peak, and endless opportunities to enjoy outdoor pursuits, before the road starts to swing south again through the Maine Highlands and Kennebec Valley, passing Kokadjo and massive Moosehead Lake.

The circuit ends at Sebago Lake, one of the state's most popular destinations, and from here it's just a couple of hours back down the interstate to return to Boston.

Whether you're flying into Boston or you simply don't have your own transport in the city, renting a car for your road trip is something you'll want to take care of ASAP.

For an easy-to-compare view of rental options for your road trip from Boston to Maine, take a look at our partner site, RentalCars.com .

Road trip route from Boston to Maine: a round trip of the state

Follow Route 1 out of Boston then join the interstate heading north. Seeing as it's only a short drive up to Maine, you might like to detour towards the coast to visit Salem, Gloucester or Rockport along the way.

Otherwise, simply follow Interstate 95 (I-95) North all the way across Massachusetts and New Hampshire until you reach Portsmouth, where the Piscataqua River Bridge takes you into Maine.

Road Trip Route from Boston to Maine

Part 1: drive from york to ellsworth - a road trip through greater portland, mid-coast and downeast.

Once you've crossed over from New Hampshire to Maine, make your way north eastwards, keeping the coast on your right-hand side. You can either use the interstate here or hop onto the highway if you want to explore at a more leisurely pace.

You'll pass York and Kennebunkport before arriving in Portland, from where you'll take Route 1 to skirt around beautiful Casco Bay.

The highway then takes you on through Wiscasset and Thomaston. You might like to explore the miles and miles of rivers, inlets and rugged coast that sits to the south of the highway here, including Harpswell, Popham Beach, Georgetown Island and Boothbay Harbor.

Carrying on along Route 1 around Penobscot Bay, turn right when you reach Ellsworth and follow the road toward Trenton, where you'll cross the Mt Desert Narrows. Spend some time exploring Acadia National Park and Bar Harbor before returning along the route back to Ellsworth.

If you have a little extra time, detour east along Highway 1 here towards Schoodic Head, where the National Scenic Byway offers more fantastic views. Otherwise, simply continue up the highway from Ellsworth as far as Bangor.

Part 2: drive from Bangor to Greenville - a road trip through the Maine Highlands

From here, rejoin the interstate and follow it north as it runs parallel to the Penobscot River up to Medway. Then turn off the interstate and head towards Millinocket.

At East Millinocket you can take a detour up to North Penobscot to pick up the Katahdin Woods & Waters Scenic Byway, or continue on past Millinocket and join Golden Road on the narrow strip of land that separates Millinocket Lake and Ambajejus Lake.

Golden Road skirts the edge of Baxter State Park, where you'll find Mt Katahdin and dozens of amazing trails. Continue along Golden Road as it starts to swing back south again. When you reach Caribou Lake, which will be on your right, take the left fork and head towards Kokadjo and Greenville.

Here, you can spend some time exploring Moose Lake Scenic Byway, the Maine Highlands and the northern part of the Kennebec Valley, before continuing south through Abbot and Kingsbury Plantation to reach Bingham.

Part 3: drive from Kennebec River back to Casco Bay - a road trip through the River Valley and Lakes & Mountains

Follow the highway south the short distance to Solon, then turn onto Route 201A to cross the Kennebec River before taking Cross Town Road as far as Embden. Here, take Wentworth Road onto ME-16, continuing straight ahead onto Long Falls Dam Road where ME-16 swings round to the west.

With Gilman Pond to your left, continue on Long Falls Dam Road until you reach the southern tip of Flagstaff Lake. Here, you can park up to explore the trails of Bigelow Preserve or continue further along East Flagstaff Road to enjoy views out across the lake.

When you're ready to move on, return back along Long Falls Dam Road, turning right to briefly follow ME-16 west before taking a left onto the road to New Portland.

Next, head south past Farmington, Livermore Falls, Mechanic Falls and Casco, before continuing south onto Frye Island to enjoy some time on the shores of Sebago Lake.

From here, return to the highway, following Route 302 south as far as Riverton, where you'll rejoin I-95 to begin your drive back to Boston.

Best places to stop between Boston and Maine

Maine offers a fabulous blend of activity and relaxation, and there are some fabulous hotel stops along the route which let you combine the two seamlessly.

Watch the sunrise over the Atlantic in Bar Harbor

Around 8 hours and 30 minutes out of Boston, Acadia National Park is one of the must-see stops along this route and spending a night or two in nearby Bar Harbor gives plenty of time to enjoy the national park.

Ascend Cadillac Mountain, the first place in the US to see the sun each day (for 6 months of the year), or head to Thunder Hole where waves break impressively into a natural inlet. It's also a great place to see Maine's stunning fall foliage on display.

As well as being a gateway to Acadia National Park, there are great food and drink options in the town of Bar Harbor itself, and beautiful views out over the ocean. If you're lucky you might be able to see whales feeding in the bay here in summer.

One of the top hotels in town is Queen Anne's Revenge , a beautiful location known for its fantastically welcoming team, and for the immaculate design that runs through every room. You can really immerse yourself in the coastal vibe here.

The town was once a summer getaway for wealthy city dwellers, who helped to shape the streets into what you'll see today - take a walk through West Street Historic District to get a feel for the legacy they left behind.

Immerse yourself in nature in Greenville

On the northern stretch of the route, with around 8 hours of driving between here and Boston, Greenville is the perfect place to base yourself for a few days to explore parts of the Maine Highlands and Moosehead Lake.

Moosehead Lake is the biggest in Maine, surrounded by exquisite countryside views, and it offers some unique recreational activities. While you're here you should definitely take a moose-watching tour, where you'll try and track down these gentle giants in the wild.

You can take a steamboat cruise on Moosehead Lake to enjoy the views from a different angle, or enjoy boating, kayaking and fishing. Or head a little further afield to explore the Kennebec Valley, where you can go white water rafting or hike up to Moxie Falls.

If you're looking for a luxury retreat as you near the end of your road trip, the kind with sweeping lake views, immaculate design, unbeatable service and an excellent restaurant, then look no further than the Lodge at Moosehead Lake. A stay here really is an experience in itself.

With a luxury price point and a minimum stay requirement, this won't suit every traveler's road trip plans, in which case there are other options in the area.

As an alternative, we'd suggest Leisure Life, Greenville , which is spacious, and easy to get to from the highway. You can enjoy amazing views right out of the hotel and relax after a long day of hiking and driving in the hotel's bar or by the pool table.

Check out the coastal vibe in Portland

Portland is known for its cobblestone streets, red brick townhouses, Victorian mansions and thriving arts scene, so although you might have passed through Portland at the start of your trip, it's also a great place to spend a final night or two before returning to Boston.

Head to the Portland Museum of Art to catch a really varied and thought-provoking selection of exhibitions, ranging from contemporary pieces to works by some of art history's biggest names.

Then head to Portland Observatory. This ocean-facing signal tower is a reminder of Portland's maritime past, and all through summer you can take a guided tour to learn more about the city's ocean-going heritage.

Finally, before you hit the road, make your way to Old Port to enjoy the view out across the water one last time while you watch fishing crews haul in their catch of lobster.

Centrally located Portland Harbor Hotel stylishly combines modern design with hints of coastal chic , and it's a beautiful place to stay while you're in town.

There are some great cafes, bars and restaurants in the immediate vicinity, and most of Portland's main attractions are within walking distance.

Things to see on a road trip from Boston to Maine

You'll be spoilt for choice as you make your way around Maine - whether your preference is to spend time in the city, on the coast or exploring the great outdoors, there's something for everyone on this trip.

We've picked out some of the highlights, but one of the real pleasures of this route is the chance to stop off and explore the small towns, coastal scenery and big views that you happen upon as you drive.

Things to see on the way to Maine

• Salem, MA - Known for the infamous 17th century witch trials, this waterfront town has a number of witch-related museums and tours. You can also visit the Peabody Essex Museum, explore Salem Maritime National Historic Site, or head to the historic House of Seven Gables.
• Portsmouth, NH - The oldest settlement in New Hampshire is still a working port with plenty of history on display. Tour the historic houses, Strawberry Banke living history museum, or Seacoast African American Cultural Museum for different perspectives on the coast's history.

Things to see around Maine

• York - Head to York Beach for saltwater taffy and classic seaside fun, with Fun-O-Rama arcade, quirky cafes and live music, all looking out over Maine's beautiful sandy beaches and bays.
• Ogunquit - The town's name means ‘beautiful place by the sea' so enjoy a coastal walk or a stroll along one of America's best beaches. Ogunquit Museum of American Art is set in beautiful gardens by the sea (summer opening only).
• Broad Cove Reserve - Follow one of the walking trails here to enjoy more sea views from the sandy beach.
• Popham Beach State Park - Where the Kennebec River meets the sea you can swim, surf or stroll along the shifting sands at this popular state park. At low tide it's possible to walk out to nearby Fox Island, but keep an eye that the tide doesn't cut off the causeway before you return.
• Bath - Just outside the ‘city of ships' you'll find Maine Maritime Museum, or enjoy a fabulous seafood meal in one of the redbrick downtown restaurants.
• Reid State Park - Seabirds come here to nest in the dunes, rocks and sweeping sandy beaches which are also a fabulous place for humans to enjoy the coastline or hike up the headline for views across the park and islands.
• Augusta - Visit the Maine State Museum or the Old Fort Living History Museum to find out about the past of Maine's capital city. Then follow the River Rail Trail along the Kennebec River to enjoy beautiful views across the valley.
• Kennebec Valley - If you have time to take a fabulous scenic detour, head north from Augusta through Skowhegan, taking your time to explore the lower reaches of the stunning Kennebec Valley.
• St George Peninsula - Turn south from Thomaston to explore more of the region's rugged coastline, try some local wine, or visit the quirky Owls Head Transportation Museum.
• Rockland - Best known as the home of the Maine Lobster Festival, Rockland is also a meeting point for the arts, with Center for Maine Contemporary Art and the North Atlantic Blues Festival.
• Belfast - With its independent galleries, live music and Arts Walks, historic Belfast can be a buzzing place to stop if you're passing through in summer.
• Penobscot Narrows - Where the road crosses the Penobscot River, a massive observatory tower offers unbeatable views along the river and out to sea.
• Bar Harbor and Acadia National Park - This rugged and wild national park offers fabulous views out to sea, and is a haven for wildlife. It's one of the most-visited national parks in the country.
• Bangor - Stephen King is one of Bangor's most famous residents, and fans can take a tour of places that have inspired his work. Maine Forest and Logging Museum give a great insight into one of the state's most significant industries. And Cole Land Transportation Museum is a great place for fans of motor vehicles.
• Baxter State Park - To start exploring the Maine Highlands, head up to North Penobscot or Mount Katahdin for hikes to suit different abilities, as well as kayaking, fishing and climbing.
• Kokadjo - You'll find more moose per square mile in the area around Kokadjo than anywhere else in Maine – head to this tiny town's Trading Post for directions.
• Greenville - Follow the scenic byway along Moosehead Lake, where you can also hike or take a boat cruise.
• Bingham - Explore the northern part of the beautiful Kennebec Valley with a detour up Route 201 towards The Forks and Moxie Falls, Maine's highest waterfall. There's also great white water rafting on the river here.
• Bigelow Preserve - Faced with the proposed development of a huge ski resort here in the 1970s, Bigelow Preserve was established to protect this undeveloped area, where you can follow the northern part of the Appalachian Trail.
• Sebago Lake - This large lake is a popular destination for boating, kayaking, swimming and hiking and fishing – it's more than 300 feet deep which creates ideal conditions for trout.

Best time to go on a road trip from Boston to Maine

It's possible to visit Maine all year round, but depending on when you travel you'll have a very different experience. You'll encounter snowfall and freezing temperatures through the winter compared to temperatures in the 80s in summer!

With summer temperatures like these, you have the perfect set-up for hiking and outdoor activities, and although the ocean never gets very warm (60 degrees Fahrenheit), you'll still see people braving the chill.

You can also join in with the celebrations at Maine's many summer events, which include Old Port Festival in Portland in June, and Maine Lobster Festival in Rockland in August.

Don't expect to have the place all to yourself if you visit in summer though - Acadia National Park is one of the most-visited in the US, and popular towns and cities can get pretty crowded in August.

Also, keep in mind that conditions can change quickly along the coastal stretch of this route. There's a chance of big thunderstorms through summer, and it rains often (though usually not heavily).

Jumping forward a few months, there's no avoiding the fact that Maine is very cold in winter. Temperatures on the coast can reach the high 30s Fahrenheit at times, but inland you should expect temperatures below freezing, and as low as 10 degrees Fahrenheit, from December to January.

However, all that snow means that Maine is all set up for winter sports. With downhill skiing in the mountains, Nordic skiing through the forests, snowmobile trails and ice fishing, Maine can be a fabulous winter destination. However, some businesses do shut up for the winter, so it pays to be flexible.

Roads are kept as clear as possible, but always drive with the freezing conditions in mind, and apply extra caution if you're used to driving in more temperate parts of the world.

Spring takes a while to warm up and can be extremely unpredictable. Melting snow can bring slushy, muddy puddles, and temperatures in March are still usually below 40 degrees. By May though, you should see warm days (up to 65 degrees) and relatively low rainfall. If you're hiking, pack bug spray, as the rising temperatures bring out bugs that, although harmless, aren't likely to enhance your day on the trail.

If you do travel in spring, check out Kenduskeag Stream Canoe Race which takes place in Bangor in April - people travel from all over the country to join in this huge event. You can also enjoy the Fiddlehead Foodie Fest in Portland, a celebration of some of Maine's culinary delights.

Fall can be spectacular, particularly in the Maine Highlands, but be aware that October sees more rainfall than any other time of year. Daytime temperatures are pleasant, from the mid-70s in September down to around 60 in October, but evenings will start to feel cold.

It is a good idea to pack a warm sweater if you're planning on visiting Harvest on the Harbor in Portland.

September also might just be the ideal time to visit – with reduced crowds, warm days, and low humidity. By November, the foliage has fallen, the weather has turned, but the snow hasn't arrived yet, so we'd suggest this is definitely a time to avoid making the trip.

Driving times and distances between Boston and Maine

To help you with your planning, we've included more details about the driving times for the places we recommend trying to fit into your route:

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Boston to Maine: 5-Day New England Fall Road Trip Itinerary

This post contains affiliate links which means that I will make a small commission if you purchase a product after clicking on any of them, at no extra cost to you.

Fall is my absolute favorite time of the year! We don’t get to experience much of the lovely fall weather in Tampa , so it always feels like the perfect time to make a trip up north. New England is one of the best (and most popular) places to road trip in the fall!

There are so many activities available during this season! Go leaf peeping in New England or do an apple cider tour in Vermont. This fall road trip will take you from Boston to Portland Maine, making stops along the way that showcase some of these unique cities and towns!

We did our New road trip at the end of October and missed peak foliage. Nonetheless, we were still able to enjoy the colors of nature. Peak foliage varies year to year so use this foliage tracker to help you plan your fall road trip.

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Quick links for your New England road trip

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New England fall road trip itinerary

Day 1: drive from boston to maine with a pitstop in salem, massachusetts.

In order to avoid traveling from a different city or state the day our flight left from Boston, we decided it would be best to just head right to Maine and enjoy Boston on our final day. It’s just a short 2-hour drive from Boston to Maine, but first I suggest making a pitstop in Salem which is just 40 minutes outside of the city.

Salem’s historic reputation for witchcraft comes from the Salem witch trials of 1692, in which 20 people were tried and executed. Today, Salem is a tourist destination known for its Halloween celebrations, as well as its many attractions.

The city is also home to a number of historic sites, including the House of the Seven Gables, which was built in 1668. It’s one of New England’s most famous landmarks, and it’s also where Nathaniel Hawthorne set his novel “The House of the Seven Gables.”

We only had a few hours in Salem for our road trip, but fell so in love with this charming, spooky city! This may have been one of my favorite stops on our New England fall road trip.

Things to do in Salem, Massachusetts

• Take some pics at the Hocus Pocus filming locations . I mean it is a classic ! Most of the locations are pretty easy to get to, so I’d try to squeeze in a couple while you’re here. Here’s a list of where you can find all the spots.
• Visit The Witch House (The Jonathon Corwin House). It was home to Judge Jonathan Corwin (1640–1718) and is the only structure still standing in Salem with direct ties to the Salem witch trials of 1692. It’s open 7 days/week from 10 AM – 5 PM. Meaning if you have a mid-afternoon flight, this may be the first thing you want to do. Admission is $9 for adults.

• Check out the fun shops— just strolling around the downtown area is beyond pleasant. They have some super neat shops, including plenty of places to get a reading (you know I couldn’t resist!).
• Grab a bite and drink at The Roof . You’ll love this rooftop bar. We were even lucky enough to enjoy it under an eerie full moon! They have tacos, burritos, and bowls served alongside fun cocktails and shooters (or beer if you wish).
• We didn’t have the time, but if all of this hocus-pocus stuff intrigues you and you have some time to spare you can check out the Salem Witch Museum to learn more (adult admission is $16.50, and it’s open daily from 10 AM – 5 or 7 PM depending on the time of year). There are also some really interesting walking tours like the Voodoo, Vampires, and Ghosts Walking Tour or the Salem Night Walking Tour .

Once you’re done enjoying your time in Salem, head to your hotel in Portland. It’s just a little over an hour’s drive! We stayed at the Holiday Inn Portland – By the Bay .

🏨 Book your stay in Portland

With a great location in Portland, and just a short drive from Salem, Holiday Inn Portland By the Bay is the perfect place to stay in Portland!

Day 2: Portland, Maine

I’ve heard plenty of great things about Portland, and it lived up to the hype! I would love to go back to experience it during the summer months.

Portland is a diversified coastline area that welcomes guests with a variety of unique Maine experiences. You have access to it all—shopping, sailing, beaches, amazing restaurants, and more. This metropolis with a small-town feel is a cultural hotspot and a nature lovers’ paradise. It is home to craft breweries, ocean cruises, and a renowned culinary and cultural scene.

For the most part, we just took ourselves on a self-guided foodie tour and enjoyed strolling around this charming coastal city.

Things to do in Portland Maine

• Grab a cup of joe from  Bard Coffee . We were able to walk here from our hotel, and the weather was an absolute dream. The coffee was delicious! The inside wasn’t open at the time due to COVID restrictions, but it worked out because we snagged our coffee and strolled down the cobblestone streets to the next spot.

• Just a hop skip and a jump away from Bard Coffee is The Holy Donut (they have 3 locations, we went to the one on Commercial Street). This beloved local family-owned spot sells potato donuts with unique variations such as pomegranate, honey lavender, blueberry lemon, and several more! (It’s so funny to me that donuts seem to be just as much of a craze in Portland, Oregon as they are in Portland, Maine.)

• Visit Maine’s oldest lighthouse, the Portland Head Light at Fort Williams Park . With more than 90 acres of open space for enjoyment, there are options for picnics, kite flying, arboretum tours, cliffside loop walks, and exploring the rocky coastline. If you come hungry there are four food vendors (including Cousins Maine Lobster) selling lobster rolls, sandwiches, hot dogs, and gelato. The sights here were extraordinary. This ended up being my favorite thing we did in Portland!

• Grab some chowder and a lobster roll from Luke’s Lobster . You’ll love enjoying these Maine classics with stunning waterfront views. If you’re really hungry you can even order a whole steamed lobster!

• Check out some breweries and distilleries. We visited Oxbow Blending & Bottling  which offers a wide variety of draft and bottle beer from Oxbow and other guest breweries, as well as a unique collection of wine and Amaro. Next door is Hardshore Distilling where you can find some of the greatest and smoothest gin! I was shook at how good it was just to sip on, but they also can make you some fun cocktails with it if you’re not a sipper.
• Grab some frites from Duckfat which is conveniently located right outside of Oxbow Blending & Bottling. They offer a small menu that includes Belgian-style Frites that are hand-punched and twice-fried in duck fat.

Day 3: New Hampshire | Conway, Lincoln, and White Mountain National Forest

The drive from Portland to the White Mountain Forest is just a little over 2 hours. Driving through New Hampshire was an adventure on its own, we were in awe at the colors! Anything that piqued our interest we would just pull off and enjoy.

Because we had such limited time on this trip we did try to cram in as much as we could, however, I know this is only a glimpse into the many amazing fall activities to do in New Hampshire.

Things to do in New Hampshire

• Drive the Kancamagus Highway , a 34.5-mile road trip through New Hampshire’s White Mountain Forest ! The views are stunning; it’s worth taking your time here just to enjoy them. In addition to this scenic road trip route being amazing by itself, there are several points along this route where you can stop off at scenic overlooks with great photo ops.

• Lower Falls is one of the more popular scenic stops along the Kancamagus Highway. There is parking, a picnic area, and restrooms located here. During warmer months people can be found taking a dip in the watering hole.
• Just a few minutes drive separates you from the Albany Covered Bridge . The stream flowing beneath it and fall foilage surrounding it make it another amazing stop on the Kancamagus Highway.

• Eat dinner at The Common Man in Lincoln. We overstuffed ourselves, but it was worth every bite. Their Nantucket pie which includes shrimp, scallops, haddock, and Maine lobster meat baked with lobster cream sauce and seasoned Ritz crumbs gave me life.

We didn’t have time for hikes, but there are so many great ones in the area I definitely hope to have time for our next trip! Here are some popular ones along Kancamagus Highway you may want to check out:

• Diana’s Baths (1.3 miles)
• Flume Gorge (2.2-mile loop)
• Smugglers Notch State Park (several trails to choose from here)

We stayed overnight in Lincoln at the Holiday Inn Express & Suites Lincoln East – White Mountains . Holiday Inn Expresses are usually a little more affordable and always include breakfast which I love. It’s a great way to save a couple of bucks during your New England road trip.

Related read: This southeast USA road trip itinerary , Utah road trip itinerary , and Arizona road trip itinerary are three other great fall road trip options!

Day 4: Vermont | Stowe, Waterbury, and Burlington

Stowe, Waterbury, and Burlington are all great places to visit in Vermont in the fall! Stowe is a little less than 2 hours from Lincoln and has lush forests and rolling hills. A quick 20-minute drive from Stowe gets you to Waterbury which has charm, history, and beautiful valleys.

Just another 30 minutes outside of Waterbury you’ll find yourself on the eastern shoreline of Lake Champlain in Burlington, where Ben & Jerry’s originated.

Things to do in Vermont

• Drive around and admire the beauty of Stowe . Check out the Percy Farm Corn Maze . Don’t be intimidated when they make you exchange phone numbers in case you get lost. It was definitely one of the more challenging corn mazes I’ve ever done, but we made it out in a half an hour!

• Sip on cider slushies and hard cider at Cold Hollow Cider Mill in Waterbury . And of course, you can’t leave without snagging some cider donuts!

• Visit one of Vermont’s cutest gems, Burlington . Church Street Marketplace is an adorable award-winning pedestrian mall home to over 100 shops and restaurants, as well as year-round events, entertainment, and more! We enjoyed lunch at Leunig’s Bistro (the beef bourguignon was phenomenal) and drinks at Foam Brewers , Fiddlehead Brewing Company , and Shelburne Vineyard before heading to our hotel for the night.

Sometimes I reflect on how much we did in one day and it’s kind of wild. We covered three cities and didn’t feel rushed. Makes me second guess complaining there’s not enough time in the day when I can’t get 3 tasks done. We did only get just a taste of them (literally and figuratively), but I feel like what we did and saw were some of the best things to do in Vermont .

We ended up stopping at Molly’s Restaurant in Hanover and staying at Holiday Inn Express & Suites Manchester-Airport . It was 2 1/2 hours away from Burlington and less than an hour away from Boston (where we were heading the following morning).

Day 5: Boston

The final stop on our epic New England fall road trip! Boston is a pretty big city, with plenty to eat, see, and do and flooding with history. I’ve visited twice and don’t even feel like I’ve seen half of what this city has to offer yet! I’ve compiled a few of my favorite things to do in Boston, as well as some things that are still on my list!

Things to do in Boston

• Check out Beacon Hill— This is one of Boston’s most picturesque neighborhoods. The streets are lined with Federal-style and Victorian brick row houses lit by antique lanterns. Acorn Street is located here and it’s one of the most photographed streets in the city. Why you ask? It’s a charming original cobblestone street— something you don’t come across too often nowadays.
• Fenway Park— Go for a game, or just to snap a pic in front of this iconic spot. It’s the oldest of all current major league ballparks!
• Boston Public Library — The Boston Public Library is located in Copley Square, and let me tell ya it’s a stunner. If you’re like me and love a good library, it’s up there for one of the most beautiful and historic I’ve ever been to.

• Do a whale watching tour— If you are visiting Boston during whale watching season (April-October) then a whale watching tour is a must! Enjoy spotting humpback and fin whales, along with Atlantic white-sided dolphins from your high-speed catamaran.
• Freedom Trail — One of Boston’s most iconic things to do! Follow 2.5-mile Freedom Trail that leads to 16 nationally significant historic sites including Paul Revere House (the oldest remaining structure in downtown Boston), Boston Common (America’s oldest public park), Old State House (the oldest surviving public building in Boston), the Old North Church (if you have time, tour the crypt!) and several other historical locations. If you want to get the most out of your experience, they offer affordable guided tours !
• Prudential Center — Enjoy shopping and eating at this gorgeous enclosed shopping center. I especially recommend checking out Eataly! Copley Place is another stunning shopping center located right next door.
• Visit Cambridge— Wander Harvards’ campus, eat and play trivia at The Asgard, or check out one of their fun speakeasies A4cade (located in a grilled cheese shop and full of games) or Brick and Mortar (we actually really struggled to find this one!).

If you want to explore the city in a unique way check out Boston Duck Boat Sightseeing City Tour . You get to tour the city in a renovated World War II amphibious vehicle. The tour begins on the streets and then is taken to the Charles River for a view of the city by boat.

🚌 Hop-On Hop-Off Trolley Tour

If you want a tour that allows you to get off and enjoy some of the stops while also receiving historical info and fun facts check out this 14-stop tour is for you.

Where to eat and drink in Boston

Here are some of my favorite bars and restaurants we got to experience in Boston!

• VERSUS — a super fun arcade bar!

• Citrus and Salt — a Baja-inspired restaurant with Mexican eats and fun, creative cocktails.

• Terra at Eataly—delight yourself with amazing Italian food and craft cocktails in this stunning eatery.

• Legal Sea Foods — best (ok, and only) whole lobster I’ve ever had! It was so unbelievably good, one of the best parts of it is the shrimp & scallop stuffing it was filled with. Also, let’s take a moment to admire all of the lobster in the lobster bisque. They have several locations throughout Boston.

• Trident Booksellers & Cafe —This place is so cozy and especially nice on one of Boston’s dreary days. Come here for good coffee and a good breakfast, and leave with a new book!

We didn’t get to check it out, but the Samual Adams Brewery is located in Boston too!

Are you ready to experience this epic Boston to Maine New England fall road trip?!

If you are looking for a road trip to do in the fall, New England is one of the best. From Boston to Portland, Maine and each stop in between has so much to offer. From beautiful views of rivers, falls, and mountains to great food and fun activities. I hope this post has given you some ideas for your epic fall road trip!

Destiny Snyder is a passionate travel blogger and content creator based in the Tampa Bay area. Originally from a small town near Toledo, Ohio, Destiny's love for exploring new places began when she moved to Florida in 2017. She enjoys uncovering hidden gems, sharing insider tips on the best things to do, places to eat, and coffee shops to visit in every destination. With her blog Guided by Destiny and niche sites Sunkissed in Tampa and Sunkissed in St. Pete, Destiny aims to make trip planning stress-free and fun for her readers.

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If I follow this itinerary what states am I staying in what nights ? Thank you .

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Boston Road Trip – Epic Maine Coastal Drive To Acadia National Park

By: Author Sunset Travellers

Posted on Last updated: July 22, 2019

Categories Road Trips , Travel , United States

Welcome to our ultimate 8 day Boston road trip guide on the Maine Coast including Acadia National Park.

We’ve recently completed an 8-day Boston road trip up to Acadia National Park.

We had an absolutely incredible time and wanted to share as many tips about this road trip as we could! 

There is so much to see on the way that you probably would need a month or two to explore every bit of the coast, therefore planning this trip was not easy.

We tend to do very little research when travelling to a new destination and ask locals once we get there.

However, this Boston road trip felt different and we felt like we should plan our trip ahead of time.

So let’s get into the details and tips for our incredible Boston road trip!

Our overall experiences during the road trip.

• We travelled from the 17th to the 25th of June and got all different weather conditions.
• From 30 degrees celsius and no cloud in the sky to 12 degrees and pouring rain all day long.
• The coastal weather, although bit unpredictable, allowed us to discover different sights and gain different perspectives on the area.

If you are planning to travel this time of the year, make sure to pack a rain jacket and extra layers of clothing.

Here are a few things you should know before travelling from Boston to Acadia National Park.

Weather and best time to travel the coast of maine to acadia national park.

• The best time to visit Acadia National Park is by far outside of the high season (July and August).
• March, April and May can be very wet.
• June, September and October are the best times to travel the coast of Maine, as you can enjoy your sightseeing with warm weather and fewer crowds.
• When travelling the coast of Maine, keep in mind there is plenty of mosquitos and black flies.

We were fortunate as there were no black flies during our trip, but make sure to have a mosquito/bug repellant at all times with you.

The second you stop on a hike, bugs can quickly become unbearable.

You might also want to consider purchasing bug sprays ahead of time. We visited three shops before grabbing the last two repellants on the shelf.

What to wear on Boston road trip

If you are planning to travel the coast of Maine this time of the year, make sure to pack comfortable, light clothing, one or two jumpers and a rain jacket.

• Quality shoes or hiking boots are also a must if you want to explore the area.
• Always travel with some extra water, suncream, sunnies, hat and a good map.
• We found workout clothes to be the best suited for the trip, you might, however, want to consider some long pants and long-sleeved tops.

Car rental and fuel costs on coastal Maine road trip

We booked our car rental through Thrifty.

• Total cost for an SUV came to USD 1200, including comprehensive insurance.

The fuel bill came to USD 115 for the entire trip, it was an eco SUV apparently. 

We took the coastal route at all times; therefore we also avoided tolls which can quickly add up to a hefty bill.

You can opt-in for a toll package with your car rental provider but it worked out as USD15 extra per day so decided against it. 

Although we made sure to select “avoid tolls” on Google maps, we were still billed USD 71 for tolls. 

We also stocked up on some of our best travel snacks for the road to avoid unnecessary stops. 

We also had some awesome tunes to play from our road trip playlist. 

Where to stay on Boston road trip

We stayed in Inn’s, Airbnb’s and B&B’s averaging USD 120-150 per night.

We will include more details on the accommodation as we go along our Boston road trip route.

Airbnb is by far our favourite way to book a place to stay.

You actually get to stay in local areas, away from busy hotels and explore the surroundings like a local.

If you are new to Airbnb , make sure to read our guide to booking your first Airbnb and get a $76 discount towards your first stay .

Now onto our Boston, coastal Maine and Acadia National Park road trip itinerary!

Boston to newburyport road trip – 1-night stay in newburyport.

Newburyport is a small charming coastal town, located on the waterfront.

It takes approximately 45 minutes to get to Newburyport from Boston Airport.

As we had a late flight, we only arrived in Newburyport at 7 pm. We booked our first accommodation via Airbnb at Market Street Inn .

The place is very well located within short walking distance to the town centre and the waterfront.

The first night we had a seafood dinner at Michael’s Harborside restaurant .

The lobster haddock and Michael’s seafood pasta toss were delicious.

We didn’t realise how big the portions are going to be so probably could have avoided eating bread before the food arrived.

The next day we went to explore Plum Island and the Park River National Wildlife Refugee .

Make sure to add this stop in as Plum island is an incredible site. It is only about 10 minutes drive from the centre of Newbury port 

The Plum island took its name from the beach plums that grow wild along the dunes.

The area is very calm and perfect for enjoying a walk, cycle or run.

To visit the Wildlife Refuge, you will need to pay USD 5 entry fee (valid for 24 hours) per car. 

• It takes about 30 minutes to drive from the entrance to the end at Sandy Point .

Here you can enjoy peaceful nature at its best, with several walking trails and bird-watching platforms, you can easily spend a few hours here taking in the scenery.

After you are done exploring, head for breakfast at the Tennery Historic Marketplace .

• Here you will find several quality restaurants and many unique craft shops.

We took our time here and did a bit of shopping.

If you wish to grab a bite to eat before you hit the road again, we highly recommend Black Cow Tap & Grill .

We got to enjoy an evening meal on the way back to Boston the last day, and their food was fantastic.

Newburyport to Portland road trip

The drive from Newburyport to Portland is spectacular!

Take the 1A route that will take you along the coast through the beach town of Hampton and continue to 1B through New Castle and Portsmouth.

Portsmouth has several restaurants to choose from if you get hungry.

We were looking forward to Surf Portsmouth restaurant. Unfortunately , they were closed when we got there (they are only open from 4 pm on that Tuesday).

We opted in for the River House restaurant instead. Although the portions were generous, they lacked a lot of flavours, and they don’t have any healthier options available on the menu.

When here, however, keep an eye on the Memorial Bridge .

The World War I Memorial Bridge is a vertical-lift bridge that carries U.S. Route 1 across the Piscataqua River between Portsmouth, New Hampshire, and Badger’s Island in Kittery, Maine, United States.

It is an impressive sight to see when they lift the bridge for massive cargo ships to pass.

When you are ready to hit the road again, continue on Route 1 and go over the Memorial Bridge, then turn right onto 103 towards Kittery.

Pass the Cuts Island where you can stop and stretch your legs.

The Cutts Island loop trail is less than 3km long perfect for all skill levels.

If you decide to skip the trail, continue on 1A to Cape Neddick and the Nubble Lighthouse .

From here we decided to go back on the road and head towards Portland as it was already 4 pm and we still had a good 1-2 hours of driving ahead of us.

If you, however, want to stretch your journey and explore some attractions along the way, here are few places you should check out.

• Rachel Carlson National Wildlife Refuge – established in 1966 in cooperation with the State of Maine to protect valuable salt marshes and estuaries for migratory birds.
• Kennebunkport – This small coastal town, beloved by sea captains who once built their mansions here, has a lot to offer. From exploring the city, kayaking, sailing, whale watching or fishing to enjoying some of the summer events held here. You can easily add this town to your itinerary without regret.
• Old Orchard Beach – The famous Old Orchard Beach Pier, located right in the centre of the beach the pier was first built in 1898 and once marched over half of km out into the bay. The 11 km beach attracts all ages during the summer offering a range of activities to suit all.
• Scarborough Beach State Park – Open from 9 am to 8 pm during the season, the state park can be visited for a fee. Scarborough Beach offers some of the best swimming in the area during the summer months. Take your swimming gear and enjoy the day at the beach.

Portland to Camden road trip – 2 nights in Portland

Welcome to the part of your road trip where Lobster rolls become a way of life. 

Steve ordering Wasabi flavoured lobster rolls! INCREDIBLE!

When you get to Portland, you quickly realise that the town is much bigger than what you saw on your way here.

We booked an Airbnb for the two nights located about 20 minutes walk outside the historic downtown.

Although the place was beautiful, it lacked a lot; therefore we decided not to include it in our post.

Instead, we recommend booking something centrally located if you want to explore downtown.

Here are some of the best places to eat in Portland, Maine

As you can imagine, the area has plenty of restaurants to choose from, and we could not miss some of the best seafood in town.

• Eventide Oyster Co – This place is a must if you are after fresh seafood and oysters. We went for dinner here the first evening, and the place was packed. Expect to wait 20-40 minutes for a table if you haven’t booked in advance.
• Fore Street Restaurant – Your farm to table experience. The food is delicious and a must-visit when in Portland. Keep in mind to book your table well in advance.
• Central Provisions – This restaurant specialises in small plates, craft cocktails and craft beer and wine. We had to give it a try, and the place did not disappoint
• Blyth & Burrows – Our favourite place to relax after a day of sightseeing. Serving great cocktails and delicious food. The cheeseboard is a must-try!
• The Portland Hunt & Alpine Club – This place was recommended to us by one of the locals. Although we went there only for a cocktail, the food looked fantastic.
• The Holy Donut – You can’t say you’ve been to Portland without trying the doughnut! They melt in your mouth. Our favourite? Must be the Maine blueberry.

Things to do in Portland Maine

A lobster roll with a view!

There is a countless amount of places to see here.

Our main goal was to explore some of the areas famous lighthouses and of course, try a few lobster rolls.

We achieved the second goal more often than the first one due to the weather. In fact, some days Steve suggested that maybe he would turn into a lobster soon haha.

When we have first researched the area, we were surprised by the amount of grey looking photos, now we see why.

We had non stop rain for two days straight! But as it is on the Atlantic coast their tend to be more overcast days than clear days.

Hopefully, on your Boston road trip, you will be luckier than us! Let us know in the comments if you were. 

The first day, after we woke up in our Airbnb, we were forced to change our plans and stay indoors, the next day before we left for Camden, we managed to see one of the most famous lighthouses, the Portland Head Lighthouse .

The Fort William Park, where the lighthouse stands, offers several walking trails with views over the rugged coastline.

Portland restaurants famous for its lobster rolls always compete over who’s lobster roll is the best.

We got to try several of them and found two best lobster rolls in Portland:

• The Lobster Shack At Two Lights – super fresh and soft lobster
• Bite Into Maine – this place has two locations, one by the Portland Head Lighthouse and the second one in Scarborough. We tried both and seriously the wasabi lobster roll is hands down the best lobster roll we ever had.

Here are a few must-visit places in Portland we planned to see , but due to the weather, the plans have changed. 

• Eastern Promenade and the East End Beach
• Bug Light Park
• Go on a cruise and catch some lobster with Lucky Catch Cruise
• Visit the Two Lights State Park
• Relax at Crescent Beach State Park
• Take a brewery tour
• Explore nearby islands

Portland to Camden road trip – 2 nights in Lincolnville

Halfway up the Mt. Betti hike early morning. Highly recommended!

After Portland, we headed straight to Camden on route 1 for our two-night stay at Victorian By The Sea Bed & Breakfast .

We stopped quite a lot on the way even though it was only just under two-hour drive, and it took us over 3 hours to get to our accommodation.

If you get hungry, make sure to add a stop at the Red’s Eats and grab their famous lobster roll.

This route will take you through many charming towns and countless opportunities to wander off and explore the surroundings.

Just on the way to Camden, you will find Portland with a famous fine dining Italian restaurant, the Promo Restaurant .

Camden and nearby towns offer a variety of dining options.

Some of the restaurants near Camden and Belfast we enjoyed :

• Whale’s Tooth Pub & Restaurant
• Young’s Lobster Pound

There is a countless amount of restaurant options here, so choose wisely as many places may not deliver the quality you are looking for.

Things to do in Camden Maine area:

• Cellardoor Winery – If you are a wine enthusiast like we, you can’t miss the Cellardoor Winery in Lincolnville.

The winery offers fantastic views over the region, while you get to taste some quality regional wine.

It’s hard to believe that grapes can survive Maine’s climate.

Aurora was our favourite wine we got to taste here.

The Cellardoor Winery is a perfect place for an afternoon picnic with friends and family or a romantic day away for two.

• Back and Forth ferry – The Back and Forth is a traditional wooden lobster boat offering a short and delightful trip around the bay.

You get to see Belfast from the water and learn more about the history of the area as well as lobster fishing.

• Camden Hills State Park – The park offers some of the best views of the area, and you can purchase a daily pass to the park at USD 6 per person.

Although most viewpoints are easy to get to via car, you can also choose to hike.

We decided to hike to Mt. Bettie early morning and got rewarded with stunning views of Camden and nearby islands.

• Rockport and Rockport Harbour – Here you can easily spend a few hours exploring the area.

It is a perfect place to stay active and explore the area by foot or bike. The Beauchamp Point offers panoramic views of the area.

• St. George Peninsula – If you have more time, head to St. George and explore museums, taste Maine wine at the Breakwater Vineyards or hop on a cruise in a search for puffins.

Camden to Acadia National Park road trip – 2 nights at The Birches Acadian Bed & Breakfast 

From Camden, we continued on Route 1 to Southwest Harbour where we’ve booked our accommodation.

It takes about 1 hour 30 min to reach the National Park, and you immediately notice how the landscape changes and how much greener it gets.

The closer you get to Acadia National Park, the more you feel like you are emerging in nature.

We got the best three days weatherwise and managed to do a lot of hiking, even in such a short time.

The good news about the park is that the peaks are not as high, and you can easily do 2 to 3 hikes in one day.

The first day we recommend exploring the area by car and doing small hikes to get to know the place.

Everything is within a short drive. Therefore, you can easily get to some fantastic viewpoints within minutes.

On day one in Acadia National Park, we did the following:

Wonderland trail – nice easy walk with a rewarding view at the end of the trail.

Bass Harbor Lighthouse – effortless walk down the steps; you will have to go over the rocks to get a good view of the lighthouse. Lovely place to chill for a while and enjoy the views.

Ship Harbor Trail – another very easy trail that offers some fantastic views along the way.

Bar Harbor – This town has everything, from an endless amount of bars, restaurants, shops and more. It is a great place to walk around but might be too busy if you are looking for a relaxing and quiet break.

Day two – best things to do in Acadia National Park:

The lovely Bass Harbor Lighthouse

The second day we did two different hikes, with a lunch break at Beal’s Lobster Pier.

The first hike to the Mansell Mnt . took us about two hours up and down.

It does get a bit tricky in one or two parts going down, but overall, it was a fantastic hike with fantastic views.

The best part was that there were not too many people, so we got to enjoy nature.

The second hike we started at the Brown Mount Gatehouse carpark.

We took the carriage road passing the stone bridges and headed up to Bald Peak .

The second you get to the top, 360-degree views reward you. We couldn’t get enough how the coast does not end.

Day three – best things to do in Acadia National Park :

Before we headed on the road back to Boston, we went up to the Cadillac Mountain .

At 466 meters, the mountain is the highest peak in the park and can be easily accessible via car.

We strongly recommend getting here very early at sunrise or late at sunset to enjoy nature at its best.

It gets jam-packed up here, and you can be stuck waiting for a car space for a long time during the season months, therefore plan ahead of time.

Best places to eat in Acadia National Park:

Our personal best three places we went to are the following.

Seafood Ketch – a quality restaurant with a great view, serving delicious seafood. Best lobster we ever had!

Beal’s Lobster Pier – The food is prepared fresh on the spot.

Charlotte’s Legendary Lobster Pound – Fantastic lobster rolls.

Final notes on our Boston road trip to Acadia National Park

No matter how many days you have, Acadia National Park is a must-visit.

Although our eight days felt a bit short, and we would love to add a week to our itinerary, we are thrilled to explore this part of the world.

Sure we only scratched the surface as there is so much more to see, but that is not the point, the most important thing is to enjoy every second of your trip.

We strongly recommend planning your days ahead of time to get the most out of your trip.

Please comment below with any questions or tips you might have for Boston road trip. 

If you enjoyed this post be sure to check out some of our other road trips here.

Thanks for reading be sure to share! 🙂

Thanks for stopping by,

Sabina and Steve

Boston to Portland, Maine: The Ultimate Guide to Road Trip Routes and Scenic Stops (2024)

The route from Boston, Massachusetts to Portland, Maine is not a long one- but there are a lot of great places to stop along the way, so it makes a great East Coast road trip. Of course, you can also drive this scenic route in reverse!

Boston is a vibrant city that offers a perfect blend of history, culture, and family-friendly attractions. Families can explore the Freedom Trail, where they’ll encounter iconic sites like the Paul Revere House and the Old North Church as well as world-class museums.

In Portland, Maine, families can immerse themselves in the charming coastal atmosphere. They can visit the Portland Head Light, one of the oldest lighthouses in the country, and explore the Old Port district with its quaint shops and delicious seafood restaurants.

We love road trips- we’ve done a long cross-country route , explored the American Northwest by car, and even driven down into Baja . Although we lived in Boston for many years, we haven’t driven this stretch in a while, so reached out to Laura Mendenhall, a passionate traveler from O Family, Where Art Thou? , to share her experience on this road trip from Boston to Portland, Maine.

Laura spent an incredible three months exploring charming cities along the east coast with her family of 5 in an RV. In this post, they’ll share a bit about their journey from Boston to Portland, Maine including the best routes from Boston to Portland by car, bus, and train, as well as some family-friendly places to stop along the way, and fun things to do while you are there.

This article may contain affiliate links, which means we may earn a small commission if a reader clicks through and makes a purchase.   As an Amazon Associate, we earn from qualifying purchases at no additional cost to you. All our recommendations are our own and are in no way influenced by any advertiser or commercial initiative.

At the bottom of this post,  download a free License Plate Road Trip Game   to play on your next drive!

Lodging: Booking.com Flight Deals: Skyscanner Rental Cars: Discover Cars Airport Transfers: Welcome Pickups

Digital SIM Cards: Airalo eSIM Travel Insurance: SafetyWing

Table of Contents

How far is Boston from Portland, Maine?

Did you know that Boston, Massachusetts is just a short 2-hour drive away from the beautiful city of Portland, Maine? The distance separating these two cities is approximately 109 miles. Whether you opt for a car, bus, or train, embarking on this road trip is truly worthwhile!

Picture yourself cruising along the scenic Interstate 95 North, soaking in the stunning New England landscapes and passing through charming towns. Trust me, the journey is as enjoyable as the destination. So hop in your car, roll down the windows, and let’s embark on this adventure together.

Boston to Portland, Maine: Best Road Trip Routes

You can get from Boston to Portland via car, bus, or even train! Here are the best routes between Boston and Portland, what you’ll see, and even how much they cost.

Are you ready for a road trip? Make sure you have all the road trip supplies , healthy road trip snacks , and car-friendly activities for the kids . Newbie? Not to worry! We’ve got road trip tips for beginners .

Boston to Portland Maine By Car

Direct route: i-95.

The I-95 route from Boston to Portland, Maine is the most direct and popular choice, covering around 110 miles of scenic landscapes. As you travel north, you’ll pass through charming towns, picturesque countryside, and eventually cross the border into Maine.

Make sure to take a break in Portsmouth, New Hampshire, known for its historic appeal. Once in Portland, you’ll discover a lively food scene and a captivating waterfront, making the I-95 route an efficient and enjoyable way to reach your destination.

The Scenic Drive: US-1

If you’re looking for a leisurely and scenic drive from Boston to Portland, Maine, the US-1 route is your perfect choice!

This picturesque coastal road stretches for about 111 miles, taking you through charming seaside towns, breathtaking ocean views, and iconic New England landscapes. Prepare to be captivated by the quaint coastal villages, lighthouses dotting the shoreline, and delicious seafood restaurants along the way.

As you wind your way through this scenic route, you’ll have plenty of opportunities to make memorable stops and explore the beauty of the New England coast. So buckle up, roll down the windows, and get ready for a delightful adventure along the enchanting US-1 from Boston to Portland!

Top Pick: Rent a Car from Discover Cars Discover Cars is our go-to resource for renting cars for road trips. Their pricing is easy to understand, and there are no last-minute surprises. Book Now

Boston to portland maine by bus.

Don’t feel like driving? Taking a bus is another great option and way cheaper than I had expected! To take a bus from Boston to Portland, Maine, you have several options available. Here are some details to help you plan your trip.

Buses traveling from Boston to Portland, Maine typically follow a direct route without scheduled pit stops for town tours. However, there may be brief rest stops along the way for passengers to stretch their legs and use restroom facilities. If you want to explore specific towns, it’s advisable to consider alternative transportation or plan separate trips to those destinations.

How Much Does a Bus from Boston to Portland, Maine Cost?

Approximate ticket prices range from $15 to $35 for a one-way route. The cost of taking a bus from Boston to Portland, Maine varies depending on the bus company, time of travel, and whether you book in advance. It’s recommended to check the respective bus company websites for the most accurate and up-to-date fares, and booking in advance can often secure better prices and availability.

Greyhound offers multiple daily departures from Boston to Portland. Buses typically depart from Boston’s South Station and arrive at Portland’s Transportation Center. The journey takes approximately 2.5 to 3 hours, depending on traffic and specific route variations. Check the Greyhound website for the most up-to-date schedules and ticket prices.

Concord Coach Lines

Concord Coach Lines also operates regular bus services between Boston and Portland. Buses usually depart from Boston’s South Station and arrive at Portland’s Transportation Center. The travel time is similar to Greyhound, around 2.5 to 3 hours. It’s advisable to Visit the Concord Coach Lines website for the latest schedules and ticket information. 

Megabus is another option for traveling from Boston to Portland. They provide daily departures from Boston’s South Station, and the buses arrive at Portland’s Transportation Center. The duration of the trip is comparable to Greyhound and Concord Coach Lines, around 2.5 to 3 hours. Check the Megabus website for the most accurate and up-to-date schedules and fares.

When planning your trip, consider factors such as departure times, ticket prices, and seat availability. It’s generally advisable to book your tickets in advance to secure your preferred departure time and to ensure availability, especially during peak travel periods.

Boston to Portland Maine by Train

Experience the convenience and charm of traveling by train from Boston to Portland, Maine! You will be taking the Amtrak Downeaster and the route would cover approximately 115 miles and offers a comfortable and hassle-free way to explore the beauty of New England.

Amtrak Downeaster Train

The Amtrak Downeaster train provides service between Boston’s North Station and Portland Transportation Center. The ticket prices for this route typically range from $20 to $60 , depending on factors such as the type of ticket and advance booking.

The travel time is approximately 2.5 to 3 hours , offering a comfortable and scenic journey through New England.

It’s advisable to check the Amtrak website for the most accurate and up-to-date schedules and fares and to book your ticket in advance to secure your preferred departure time and ticket type.

Best Road Trip Stop Between Boston and Portland

Whichever route you choose to drive from Boston to Portland, Maine, here are some great scenic stops and coastal towns to see along the way.

Don’t miss our top tips for enjoying a road trip with kids , as well as our best travel tips for kids no matter where you are headed!

The Scenic Route: Boston to Portland via US-1

If you are taking the scenic drive along I-10 from Boston to Portland, here are the must-see scenic stops. These unique and beautiful pit stops along the US-1 route offer a mix of history, natural beauty, and coastal charm, adding a touch of magic to your road trip from Boston to Portland, Maine.

Salem, Massachusetts

Begin your journey with a stop in the historic town of Salem, known for its witch trials. Explore the Salem Witch Museum , stroll through the picturesque streets lined with charming colonial architecture, and immerse yourself in the town’s fascinating history.

Salem is a great place to spend some time- there’s fascinating history here that you won’t find elsewhere in the US. Consider adding a history of Salem walking tour to your road trip itinerary:

Hauntings of Salem Walking Tour

This historical walking tour gets over 5,000 five-star reviews! That’s incredible. Start at the old Town Hall in Salem and learn about 400 years of Salem history from a local historian.

You’ll learn about the Witch Trials Hysteria of 1692, how Salem became a prominent seaport, and stories of some of the families that rose to wealth along the way. You’ll visit the controversial Bewitched Statue of Elizabeth Montgomery, and then end at the Salem Witch Trials Memorial.

“Jeremiah was an amazing guide! He did a wonderful job drawing everyone, of every age, not only into the wicked history of the witch trials, but also shared many other fascinating facts about Salem.” -Katherine p (read more reviews )

This tour is great for all ages, even dogs are welcome! During peak season (October, of course) there may be up to 40 people on this tour. You can choose a daytime tour, or go for a spookier, lantern-led evening tour! Tours run rain or shine. The evening tours book up fast- tours depart as early as 9 am, and as late as 9 pm.

Book Now: Hauntings of Salem Walking Tour

Rockport, Massachusetts

Discover the picturesque coastal village of Rockport, famous for its iconic Motif No. 1 fishing shack and scenic harbor views. Enjoy browsing the art galleries, exploring the quaint shops, and indulging in delicious seafood at one of the waterfront restaurants.

Camden, Maine

Experience the beauty of coastal Maine in the charming town of Camden. Admire the stunning views from the top of Mount Battie, stroll along the scenic harbor, and visit the historic Camden Opera House for a dose of culture.

Windjammer Classic Sunset Sail

Need some time on the water? Pause in this Camden, and take a sunset sail on a classic windjammer. This two-hour boat trip takes you along the Maine coastline, with wonderful sunset views. You’ll sail past Curtis Island Light and into Penobscot Bay. You can help hoist sails, and even take a turn at the wheel of this traditional wooden ship. Departure times vary with sunset.

“The Captain and crew made this the best sail we’ve ever taken! Perfect 2 hour family sail and the Captain told the entire history of the ship and why these are so important to our history.” -Amy_V (read more reviews )

Book Now: Windjammer Classic Sunset Sail

Pemaquid Point, Maine

Make a stop at Pemaquid Point to see its iconic lighthouse perched on rugged cliffs overlooking the Atlantic Ocean. Explore the surrounding rocky shores, visit the Fisherman’s Museum, and capture breathtaking photos of the dramatic coastal scenery.

Boothbay Harbor, Maine

Immerse yourself in the quintessential coastal charm of Boothbay Harbor. Take a scenic boat tour to explore the nearby islands, visit the beautiful Coastal Maine Botanical Gardens, and savor fresh seafood at one of the waterfront restaurants.

The Direct Route: Boston to Portland via I-10

If you are taking the direct route (I-10), from Boston to Portland, here are the must-see pit stops. These pit stops offer a mix of natural beauty, cultural attractions, and coastal charm, making your road trip from Boston to Portland, Maine, even more memorable.

Portsmouth, New Hampshire:

Explore the charming waterfront city with its historic architecture, bustling marketplaces, and picturesque coastal views. Don’t miss a visit to Strawbery Banke Museum , where you can step back in time and experience life in early America.

This is a great place to stop and do an Islands and Harbor Portsmouth Bike Tour !

Kids 10 and up can participate in this tour. During this 2-hour bike tour , you’ll ride across the Piscataqua River and head to the outer islands of Portsmouth, learning stories about the area as you go, including about “Live Free or Die” Captain John Stark.

“A fun adventure filled with history, moderate exercise, and lovely views. We had time to enjoy a break at each stop while we learned about each location.” -victoria (read more reviews )

Book Now: Bike Tour of Portsmouth Harbor and Islands

Kennebunkport, Maine

Discover the coastal beauty of this quaint town known for its stunning beaches, charming shops, and delightful seafood. Visit the iconic Cape Porpoise Pier, take a scenic boat tour, or indulge in a delicious lobster roll.

Family Detour: You can do a fun scavenger hunt in Kennebunkport- this hunt takes about two hours, and will have you exploring the town both inside and outside. You’ll have challenges, solve clues, and interact with a live (but remote) host. Players give it five stars!

Book Now: Family Scavenger Hunt in Kennebunkport

Ogunquit, Maine

Experience the natural beauty of Ogunquit with its pristine sandy beaches, rugged cliffs, and scenic coastal walks. Take a stroll along the Marginal Way, a picturesque footpath that offers breathtaking views of the ocean.

Portland Head Light, Cape Elizabeth

Make a stop at this historic lighthouse, one of the most photographed in the United States. Enjoy panoramic views of the rugged coastline and capture memorable photos of the iconic red-and-white striped tower.

Freeport, Maine

Shopaholics will love a visit to Freeport, home to the famous L.L.Bean flagship store and numerous outlet shops. Explore the charming downtown area, dine at delicious seafood restaurants, and enjoy the vibrant atmosphere.

Best Stops from Boston to Portland via the Train

These fun and interesting pit stops along the train route from Boston to Portland offer a diverse range of experiences, from beachside fun to cultural attractions and scenic beauty, ensuring an exciting and memorable journey.

Old Orchard Beach, Maine

Get off at the Old Orchard Beach station and spend some time exploring this vibrant beach town. Enjoy the sandy shoreline, take a stroll on the iconic pier, and indulge in classic seaside treats like ice cream and fried dough.

Hop off at the Freeport station and discover the famous L.L.Bean flagship store , where you can shop for outdoor gear and clothing. Explore the charming downtown area, browse through unique shops and boutiques, and sample local cuisine at one of the cozy restaurants.

Brunswick, Maine

Take a break at Brunswick and visit Bowdoin College , a prestigious liberal arts college known for its beautiful campus and cultural offerings. Explore the college grounds, visit the Bowdoin College Museum of Art , and take a leisurely walk through the quaint downtown area.

Portland Head Light, Maine

Arrive in Portland and make your way to the iconic Portland Head Light, one of the oldest lighthouses in the United States. Enjoy stunning views of the rugged coastline, learn about the history of the lighthouse, and capture memorable photos of the picturesque surroundings.

Old Port, Portland, Maine

Step off the train and venture into the charming Old Port district of Portland. Explore the cobblestone streets lined with boutique shops, art galleries, and waterfront restaurants. Take a scenic harbor cruise, sample fresh seafood, and soak in the lively atmosphere of this historic old port area.

Visiting Boston: Top Things to Do with Kids

There are so many things to do in Boston for all ages, here are just a few of the things that we enjoyed in our time there, that we highly recommend for families. These unique attractions in Boston offer memorable experiences that are sure to captivate the imaginations of children.

Whether it’s participating in a historical reenactment, learning about the American Revolution, exploring the city by land and water, or encountering fascinating wildlife, there’s something for every young adventurer in Boston.

Boston CityPASS

If you’ll be spending a few days in Boston, consider getting a CityPass – it’s good for 9 consecutive days from when you first use it. It includes admission to the New England Aquarium (one of our favorite places in Boston!) and the Museum of Science, Boston (also amazing), plus two other attractions of your choice, including a Boston Harbor Cruise.

Book Now: Boston CityPASS

Boston Tea Party Ships & Museum

Step back in time and relive the iconic Boston Tea Party at the Boston Tea Party Ships & Museum . Kids can participate in a reenactment, throw “tea” into the harbor, and explore interactive exhibits to learn about this pivotal event in American history.

Freedom Trail

Discover the thrill of exploring the renowned Freedom Trail with your family. This 2.5-mile historic route showcases 16 significant sites which immerse your children in American history. The trail starts at Boston Commons, the oldest public park in the country, and includes Paul Revere’s House, and the USS Constitution Museum among others.

You’ll get the most out of the Freedom Trail with this five-star small group tour . No more dragging your kids over to read placards! This tour starts at Boston Commons, lasts 2 1/2 hours, and ends at Copps Hill.

“Ted was an amazing tour guide and historian. He brought the story to life and told it how it really happened not what we want to believe happened.” William_S (read more reviews )

Book Now: Small Group Freedom Trail Walking Tour

Boston Duck Tours

Hop aboard a colorful renovated World War II amphibious vehicle and embark on a Boston Duck Tour , a unique way to see the city. Kids will love the exciting ride that takes them through the streets of Boston and then into the water for a scenic cruise along the Charles River. The big “splash” into the water is always a favorite moment!

Duck tours last 1 1/2 hours, and cover most of the major sites in downtown Boston from Boston Commons to Newbury Street, to the Prudential Center. This is a great way to get an overview of the city if it’s your first time visiting Boston.

“t was really cool hearing the back story to a lot of historic buildings, and it’s a great way to start your trip to Boston off. It gave a lot of places and ideas for what to visit in person next! “ Tia_E (read more reviews )

Book Now: Boston Duck Tours

Other things we highly recommend doing in Boston: a tour of Fenway Park , and a walking food tour of the North End (Italian quarter).

Visiting Portland Maine: Top Things to Do with Kids

Portland Maine has a ton of family-friendly activities, here are some of our favorites that we highly recommend to other traveling families. These fun and easy activities in Portland, Maine, provide opportunities for family bonding and exploration.

Whether it’s marveling at a historic lighthouse, engaging in hands-on learning at a children’s museum, or enjoying a scenic ferry ride, Portland and the old port area offers plenty of family-friendly attractions for all to enjoy.

Explore the Portland Head Light

Visit the iconic Portland Head Light, a historic lighthouse perched on the stunning shores of Cape Elizabeth. Take a leisurely stroll along the scenic trails, enjoy a picnic with a view, and let the kids explore the rocky beach for seashells and tide pools.

Portland City and 3 Lighthouse Historical Tour

If you really want to see iconic lighthouses, take this 1.75-hour lighthouse tour that includes the city of Portland, as well as visits to three lighthouses: Portland Head Light, Spring Point Ledge Lighthouse, and Portland Breakwater Lighthouse. You’ll be led by a librarian who knows the city well and will share local lore along the way.

Book Now: Portland City and 3 Lighthouse Historical Tour

Take a Casco Bay Ferry Cruise

Embark on a family-friendly cruise around Casco Bay, where you can enjoy picturesque views of the coast, islands, and lighthouses. Choose from various cruise options, including narrated tours or island-hopping adventures, and make lasting memories as you sail together on the sparkling waters.

Casco Bay Tall Ship Cruise

This windjammer cruise is two hours of cruising on the ocean. Help hoist the sails on this traditional wooden boat, then sit back and watch for wildlife along the shores.

“What an experience and what a gorgeous boat! The cruise led us around the harbor that’s steeped in history. The captain and his crew invited us to participate in raising the sails, how fun, and we saw two seals while cruising, so cute!” -Heather_B (read more reviews )

Book Now: Casco Bay Tall Ship Cruise

The Casco Bay Narrow Gauge

The Main Narrow Gauge is a charming, historic railway that offers scenic rides along the waterfront of Portland, Maine. With its vintage steam and diesel locomotives, the railroad provides a unique experience for families to step back in time and enjoy the picturesque beauty of Casco Bay.

Other things we recommend doing in Portland: Take a one-hour open-air trolley tour of the city, or take a donut-tasting walking tour !

FAQs: Boston to Portland, Maine Road Trip

Boston and Portland, Maine are approximately 109 miles apart, making it a convenient and relatively short distance for a road trip or other modes of transportation between the two cities. The short distance means you have a lot of time to stop and explore the area in between these cities. Keep in mind, once you are in Portland, you are only three hours from the epic Acadia National Park .

The best time for a road trip from Portland, Maine to Boston is during the summer months of June to August, with favorable weather and abundant activities and events to enjoy along the way.

Unfortunately, no, there is not a direct ferry that goes from Boston to Portland, Maine. However, there is The Casco Bay Lines which operates a ferry service between Portland, Maine, and the Casco Bay Islands. 

Yes, you can take a bus from Boston to Portland, Maine. Several bus companies, such as Concord Coach Lines and Greyhound, offer regular bus services between the two cities, providing a convenient and affordable transportation option for travelers.

The halfway point between Boston, Massachusetts, and Portland, Maine is typically around the Wells area. It’s approximately 55-60 miles from both cities and serves as a convenient rest stop for travelers on the route. Wells is known for its beautiful beaches, charming downtown area, and various dining options, making it a great place to take a break during your journey.

There You Have It: Boston to Portland, Maine Road Trip Routes

A road trip from Boston to Portland, Maine is an ideal family vacation, offering a blend of natural beauty, historical sites, and family-friendly attractions. There are countless benefits of traveling as a family . My family and I made lasting memories and look forward to taking this road trip again!

With this road trip itinerary, you can explore picturesque coastal towns, visit charming lighthouses, and indulge in fresh seafood. Kids will love the sandy beaches, scenic hiking trails, and the chance to learn about American history at museums and landmarks.

This travel guide allows for flexibility and discovery, allowing families to create memorable experiences together. From stunning landscapes to engaging activities, a road trip from Boston to Portland offers something for everyone, making it a perfect choice for a summer family getaway.

Traveling along the East Coast? We’ve got lots of family road trip stops , including guides to visiting Washington DC , and a beginner’s guide to New York City .

Cynthia Matthews von Berg is the founder of Sharing the Wander. She is a passionate traveler, mom, and travel coach specializing in long-term travel and family travel. She and her family embarked on a Family Gap Year in 2021, and haven't looked back.

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Boston To Maine Road Trip Itinerary (2-3 Days)

• By Jim Monnett
• February 24, 2023
• In USA Travel

When Boston traffic snarls to a stop, you may be thinking: road trip. It's time to escape the big city life for the beauty of Maine. Keep reading for an easy 2-3-day road trip that will restore your soul.

On this 2-3-day-Boston to Maine road trip, you will see Penobscot Bay from the top of Mount Battie in Camden, sail out of Boothbay Harbor, and enjoy the gorgeous views from a historic inn. You will soak in the beauty at the Coastal Maine Botanical Gardens and stroll the Marginal Way with its spectacular ocean views and white sand beaches in Ogunquit.

Traveling this Boston to Maine Road Trip will cover 400 miles. You will be transported into the rocky wonder of "The Pine State" Maine. Keep reading for options for a 2-3-day trip with things to see, places to stay, and good food to enjoy.

How Long is the Trip from Boston to Maine?

The Maine southern border community of Kittery sits 67 miles from Boston. Take I-95 North 48 miles to the New Hamshire border past the town of Seabrook, New Hampshire. Kittery is only 19 more miles north on I-95. Camden, Maine sits 105 miles north of Kittery for a total of 191 miles from Boston.

Where Should We Stop between Boston and Maine?

Your Maine road trip should include some of the historic and scenic harborfront sea towns of Maine. For this road trip, you will drive out to Camden by freeway, then take local roads back south to Boston. You will get to explore Camden, Boothbay, and Ogunquit, Maine. 

Should We Visit Acadia National Park in Bar Harbor?

Acadia National Park near Bar Harbor, Maine should be on everyone's bucket list. The National Parks Service lists Acadia as the 8th most popular national park with over 3.3 million visitors a year. Acadia, with its spectacular mountains and flowing water, deserves its own separate weekend road trip.

Start the Boston to Maine Road Trip with Camden, Maine

What's the best time to leave on a road trip.

You and your road-tripping friends/family should decide together when is the best time to begin your road trip. If you leave Friday night after work, you can have more time to see the sights. If you leave first thing Saturday morning, you can save money on the hotel. It is purely a personal decision.

First Stop Camden, Maine

Whether you leave Boston Friday night or early Saturday morning, head to Camden, Maine. You will drive 191 miles up I-95 and US-1 to Camden.

Camden began as a shipbuilding town named after Charles Pratt, the first Earl of Camden (England), in 1791. Today Camden is a scenic seaside town with great inns, delicious seafood restaurants, with a picturesque waterfront for strolling.  

Picnic in Camden Hills State Park

Begin the fun part of the road trip with a picnic in Camden Hills State Park. Pick up some deli sandwiches and a lobster roll (if you've got a cooler) at the Camden Deli . You can hike, bike, cross-country ski, and camp inside a park.

The Sights from Mount Battie

Camden Hills State Park's premier sight is the top of Mount Battie in the southern section of the park. You can drive to the top of Mount Battie on Mount Battie Road.

Many prefer to hike to the top instead. You can take the 2.4-mile Carriage Trail which winds through splendid forests to the top. Or you can challenge the rocks themselves on the moderate to strenuous 750-foot climb on the Mount Battie Trail. 

Great Hikes in Camden Hills State Park

Take the mile-long moderate hike on the Megunticook Trail up to Ocean's Lookout where you can look down on the cars in the parking lot on Mount Battie. Head to the western part of the park to hike the mile-long Maiden Cliff Trail that winds 800 feet about Lake Megunticook

Downtown Camden, Maine

After exploring Camden Hills State Park, drive into Camden for a relaxing stroll downtown. See the High Street Historic District with 50+ homes and inns from the 19th century. Many have beautiful gardens to enjoy.

Find a great casual restaurant for an early dinner. Head to Sea Dog Brewing for great local beers, burgers, and nachos. For a delicious farm-to-table dinner, head to Blaze Camden for burgers and wood-fired pizza.

Drive South to Boothbay Harbor 

After dinner in Camden, the road trip continues with a short 90-minute (61 miles) drive down the coast to Boothbay Harbor for the night.

Boothbay Harbor has long been a deep port harbor with a strong connection to fishing, lobstering, and sport boating. Locals refer to Boothbay Harbor as "The Boating Capital of New England" for its many marinas and yacht clubs. 

Great Inns of Boothbay Harbor

Before leaving on your Boston to Maine Road Trip, make a reservation in Boothbay Harbor at one of their many beautiful inns.

You could choose a 19th-century sea captain's home at the Bayside Inn with its waterfront views and a short walk to town. During the warmer seasons, you could enjoy a resort experience with a pool and beach at the Smugglers' Cove Oceanfront Inn.  

Remember to check all websites to see what is open year round and what is only open seasonally.

Sailing on Boothbay Harbor

Your road trip won't be complete without a sail on the bay. Reserve with Eastwind Schooner  to enjoy a fully-crewed charter. For the more adventurous take sailing lessons with Midcoast Sailing to see the open water with a sheet (rope) in your hand and to stand at the helm (wheel) guiding the sailboat.

Lunch in Boothbay Harbor

After a great morning on the water, sit at the picnic tables at Shannon's Unshelled , "Fresh from Trap to Table,"  for some of the best lobster and french fries at this walk-up joint. Another great lunch spot is the relaxed bar Brady's with all types of seafood, burgers, and comfort food—Maine Pot Roast! 

Coastal Maine Botanical Gardens

From Boothbay Harbor, head inland for 4 miles to see the wonderful gardens of the Coastal Maine Botanical Gardens.

Wander through over 300 acres of flower gardens, a children's garden, a hillside garden, and more. Visit the Native Butterfly and Moth House to sit and be soothed by the colorful residents as they alight on you looking for nectar.

The 2-Day Boston to Maine Road Trip

Let the Coastal Maine Botanical Gardens be your final activity if you are on a 2-day Boston to Maine road trip. Head south for 2 hours (94 miles) for a final dinner in the quaint sea town of Ogunquit, Maine. After dinner, you've got just 72 more miles of freeway driving back home to Boston.

Great Dinners in Ogunquit, Maine

Head to The Front Porch in Ogunquit, for three dining experiences: the main dining room, the bar+lounge, or the lively sing-along piano bar.

Another fun option is freshly all made-in-house ingredients for New York-style pizza at Lapizzeria . Or head to dinner at That Place in Ogunquit for delicious steaks and seafood dishes in a lively bar atmosphere.

The 3-Day Boston to Maine Road Trip

If you are lucky enough to do a 3-Day Boston to Maine Road Trip, spend your last day in Ogunquit, Maine. You can stay in a historic B&B like The Trellis House or a beautiful inn like the Nellie Littlefield Inn & Spa or the Gazebo Inn with its swimming pool and spa.

Great Brunch in Ogunquit, Maine

On the last day of your road trip, sleep in then head out for brunch done right. Try the Egg and I Pancake and Waffle House or The Greenery Cafe for the full brunch experience of eggs, hash, french toast and so much more. For coffee and freshly made croissants or pastries, head over to Mornings in Paris for a taste of Europe.

The Marginal Way in Ogunquit, Maine

The "high" point of any visit to Ogunquit is strolling the cliffside paved walkway above the beaches and rocky shore on the Marginal Way . This 1.5-mile trail passes historic homes and scenic inns. You will have amazing views from all sides.

Small parking lots are available at each end. You may find street parking easier as there are many accesses to the trail. Benches are scattered along the way for looking down at the ocean. Sturdy stairs bring you down to the different beaches.

Perkins Cove in Ogunquit, Maine

Conclude your 3-Day Boston to Maine road trip with the picturesque Perkins Cove . This former artist colony now includes great restaurants, shopping, art galleries, and scenic overlooks.

Perkins Cove sits on a peninsula with the ocean on one side and the cove on the other. A beautiful white pedestrian, stroller, and bicycle drawbridge connect Perkins Cove to downtown Ogunquit.  

The 2-3 Boston to Maine road trip has barely scratched the surface of all that the Pine State has to offer. As you explore, take the time to stop to see something that catches your eye. Share your road trip finds in the comment section below.

Boston is awesome, but Maine is calling you.

Check out these other awesome road trips:

Four Best Road Trips from Florida to Other States

5-Day Colorado Road Trip Itinerary

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Boston to Bar Harbor Maine Road Trip (6 Days)

We recently decided to tackle the unforgettable journey along the stunning Maine coast on a Boston to Bar Harbor Maine road trip. It was one of the best road trips we’ve been on in a long time. This 300-mile adventure takes you through charming towns, along rocky coasts, and past picturesque lighthouses. It’s gorgeous, it’s laid back, and it’s a perfect summer road trip.

While the whole drive takes only five hours, you can make it as quick or as slow as you want by blowing past or stopping by as many attractions and towns as you like. Our full trip was 6 days in length and had us indulging in fresh lobster, walking through small towns, and taking in the stunning views of Acadia National Park.

» Looking for a trip that is a bit shorter? Try this Boston to Portland Maine Road Trip .

I guarantee this epic Boston to Bar Harbor adventure will be a memorable one. All you need is your car, online maps, and a sense of adventure. Let the road take you where it will and enjoy!

Table of Contents

Planning Your Route

When we started planning our Boston to Bar Harbor road trip, we realized there are several routes you can take, each with its own attractions and scenic drives.

Route 1 is a popular option for those looking to take a scenic drive along the coast. It passes through several charming coastal towns, including Portsmouth, Ogunquit, and Kennebunkport. The drive takes about 5 hours without any stops.

This is the route we took to get up to Bar Harbor. We stayed in Boston the first night, Portland the second night, Belfast the third night, and Bar Harbor the last night.

On the way back, we took I-95, because we just needed to get back to Boston for our flights home.

This is the faster route. It’s a straight shot from Boston to Bar Harbor, taking about 4 hours without stops. Note that while this route is faster, it’s not as scenic as Route 1, and you won’t go through any of the cute towns that make this road trip so special. So I would avoid this route, unless you’re in a hurry, but then why are you calling it a road trip?

Route 3 is another scenic option that takes you through the White Mountains of New Hampshire and into Maine. It’s a longer route, taking about 6 hours without stops, but it offers some stunning views of the mountain range.

6-Day Road Trip Itinerary

Boston, massachusetts (day 1).

After arriving in Boston, Massachusetts , you can jump directly into the first day of your road trip or spend the night getting a fresh start the next morning. So drop off your bags at the hotel and explore Beantown (as it’s locally known). 

In a city defined by a rich history and vibrant sports culture, classic sports bars meet a thriving theatre scene around every corner. While there’s no way to see the best of Boston in one day, you can include these highlights on your first day:

• Walk the Freedom Trail past some of the most important sites that shaped the American Revolution
• Explore the Boston Tea Party Ships and Museums
• Head to the Italian cuisine-filled North End of Boston for either lunch or dinner
• Grab a few snapshots of America’s most photographed street, Acorn Street
• Visit the Boston Library and marvel at its exquisite architecture

Where to stay: The Newbury Boston

Salem to Portland, Maine (Day 2)

Your second day involves the first stretch of road to tackle. Heading north on I-93/I-95. It’ll take about 35 minutes to reach Salem.

Infamously known for being the site of the Salem witch trials of 1962, the town is a global epicenter for everything occult. Here are some spots you shouldn’t skip:

• The Salem Witch Museum
• Salem Witch Trials Memorial
• The House of the Seven Gables

Portsmouth, NH

When you’re done exploring spooky Salem, take I-95 or Route 1 north to Portsmouth, New Hampshire. This is a cute little town that deserves a lunch-time stop. It takes about an hour to get there from Salem.

We walked around the town and waterfront for about 30 minutes before heading to lunch. Here are a few shops we enjoyed in Market Square on Congress Street:

• G. Willikers Toy Shop
• Diversions Puzzles & Games
• Sea Love Portsmouth
• The Spice & Tea Exchange

We went to Geno’s Chowder & Sandwich Shop for lunch. This is a great place to go in the summer, but it’s closed through the fall and winter. If you need an alternative, go to Row 34 .

After leaving Portsmouth, if you go up Route 1, you can dip off the road on 1A to see the Nubble Lighthouse.

Nubble Lighthouse

Perched on a rocky islet off the coast of York, Maine, the Nubble Lighthouse serves as a sentinel guarding both history and stunning vistas. Built in 1879, this iconic lighthouse stands against the dramatic backdrop of the Atlantic Ocean. Just note that you’re only going to capture it through your camera lens or simply soak in the view, because no one is allowed on the island. All you can do here is park and gawk.

Next, head back up to I-95 or Route 1 to Ogunquit. We loved this little town, however bad the traffic was to get through it. You can park in a side-street lot and walk to the center of town (it’s very small).

Stop in a few shops, like Revelations Gift Shop, Cricket’s Corner, and Sea Bags. Grab a coffee at OGT Beanery or an ice cream at Sweet Pea’s Ice Cream. Then take a walk down Wharf Lane to where you can see the popular Main Beach across the water. If you have time, you should definitely plan to spend a little time on the beach. There’s a great shallow bar and inlet that you can swim in.

After Ogunquit, you can head up to Portland on I-95 or continue along Route 1, which will take you through Kennebunk, or if you branch off on State Route 9, you’ll go into Kennebunkport.

Kennebunkport, Maine

We really enjoyed Kennebunkport. It’s one of the most quintessential New England towns with its historic architecture, scenic coastline, and vibrant arts scene.

The town is well-known for its maritime heritage, which you can explore through boat tours and the bustling Dock Square. Beyond the obvious, the town surprises you with hidden coves and tranquil beaches, making it more than just another tourist spot on the map.

However, there are a lot of tourist shops to pop into like the Lobstore, Beach Grass, and Copper Candle, and Good Earth. All very cute. If you’re getting hungry, grab a lobster roll at the Clam Shack (which is closed during the off season).

For a drink, we really enjoyed Batson River Brewing & Distilling, which has a lovely outdoor area as well as inside space in the house, and a huge upper balcony.

Old Orchard Beach

Old Orchard Beach is a popular coastal destination you can stop at on the way to Portland that has a lot of seaside charm.

One of the main attractions in Old Orchard Beach is its beautiful beach. The beach is over seven miles long and offers plenty of space for swimming, sunbathing, and relaxing. You can also rent beach chairs and umbrellas, as well as bicycles, to explore with.

Another popular attraction in Old Orchard Beach is the classic boardwalk. The boardwalk is lined with shops, restaurants, and amusement park rides, making it a great place to spend an afternoon or evening. Speaking of amusement park rides, Old Orchard Beach has the last surviving beachfront amusement park in New England. There are arcade games, a Ferris wheel, and of course plenty of iconic Maine lobster rolls.

Be aware that parking is atrocious here. You’ll pay at least $20-30 to park in one of the lots. We found no street parking.

Portland, Maine (Day 3)

Similar to its west coast counterpart in Oregon , Portland, Maine, is a city with a bustling passion for the arts, the outdoors, and local microbrews. Arriving in the city, you can leave your bags at your hotel and set out for a taste of Portland.

Some of the top things to see and do while you’re in town include:

• Visit Fort Williams Park and the Portland Head Light
• Do a brewery tour of Portland to visit some local craft breweries (we also did our own walking tour of the breweries (there are a ton in East Port)
• Shop the local boutiques and specialty shops of Old Port
• Grab a sunset view along the Eastern Promenade

Tours to look out for while you’re in Portland:

• Old Port Culinary Walking Tour
• Cusco Bay Sea Kayaking Tour
• A Walk Through Time Tour in Portland 

East Port is known for it’s great food and drinks, and is the perfect place to stop for refreshments. There are several distilleries and breweries to choose from.

Hardshore Distilling Company was our favorite. We enjoyed a tasting of a few of their gins. We happily grabbed a cocktail and some duck fat frites from the frites shack next door and sat out on the patio. The perfect way to spend a summer evening in Maine.

Where to stay: Portland Regency Hotel & Spa

Portland to Belfast (Day 4)

You can drive straight from Portland to Bar Harbor if you’re in a hurry to get there, but we wanted to take one extra day to hit up all the fun little stops between the two. For this reason, we decided to stop over for the night in Belfast, which I think was a great idea because there were lots of fun things to do there. Mind you, there are not a lot of great places to stay in Belfast, so if you want a higher-end hotel you’ll have to go on to Bar Harbor for that.

Here are the stops I suggest making on the way:

• Brunswick – Sea Dog Brewing Co opens at 11am, located on the waterfront, a must-try while in Maine. Try the Blueberry beer.
• Wiscasset – Red’s Eats is an iconic lobster stand with a HUGE line at all times. We actually ate across the street at Sprague’s, which had more seating and a shorter line. The crab roll was amazing.
• Waldoboro – Odd Alewives Farm Brewery. If it’s time for a beer, try this place that makes Maine farmhouse ales.
• Rockland – Maine Lighthouse Museum  
• Owls Head State Park – With its historic lighthouse, rocky coastline, and dense woodlands, the park delivers a dose of New England’s natural beauty and maritime heritage.
• Camden – Bald Mountain is the fifth highest peak on the eastern seaboard (beautiful views from the top), Barren’s Brewery & Distillery (great place to grab a drink right on the water).
• Belfast – Young’s Lobster Pound (fun place to eat)
• Belfast – Marshall Wharf Brewing Co – fantastic beer list, fun locations and good live music.

Where to Stay: Fireside Inn & Suites

Bar Harbor & Acadia National Park, Maine (Day 5-6)

This part of the trip is likely what you’ve been looking forward to the most. Acadia is consistently one of the most-visited national parks in the United States. It receives around 3.4 million visitors per year. When planning your trip, you’ll want to tack on as many days here as you want for exploring, hiking, and other activities. I would recommend spending at least 2 full days in Bar Harbor (more if possible).

Acadia National Park

Start your day with an hour and a half drive to Bar Harbor. Along the route, you’ll pass through a few towns worth a stop. After dropping off your belongings at your overnight spot in Bar Harbor, it’s time to head into Acadia National Park.

On Maine’s largest island, Mount Desert Island, the 47,000-acre park boasts imposing mountains, picturesque lakes, and endless miles of hiking trails.

An entrance pass is required for all visitors. It’s $35. You can also use your America the Beautiful annual pass, if you have one. Vehicle reservations are also required for Cadillac Mountain. You can’t go up there without a reservation. Make it well in advance during peak times to make sure you get the time you want.

The top three things to add to your Acadia itinerary include:

• Hiking to the summit of Cadillac Mountain
• Kayaking on Swan Lake
• Biking or driving the Park Loop Road

Where to stay: Atlantic Oceanside Hotel or Holiday Inn Bar Harbor

Acadia NP is one of the main reasons people visit Bar Harbor, but that doesn’t mean you should skip Bar Harbor itself. It’s a small town that has a lot to offer. It can, however, get really crowded in the summer, so getting in and out of town in a car can be very tedious. Take a taxi or hotel shuttle bus, if you can.

The town’s quaint streets are lined with unique shops and eateries, inviting you to explore local flavors and crafts. One of the fun things to do is take a scenic cruise around Bar Harbor. Many of the restaurants are touristy, but still good. We ate at Geddy’s (decent) and CIAO food|drink (outstanding).

There are also a few breweries that we checked out: Atlantic Brewing Midtown and Fogtown.

Returning to Boston

After exploring the stunning coast of Maine, it’s time to head back to Boston. You may be feeling a bit tired after all the driving and sightseeing, but keep in mind that it’s an almost 5-hour drive back to Boston. You’ll likely have to get up early and hit the road in order to get back for your flight.

We took I-95 on the way back because it’s the fastest route.

How long does it take to drive from Boston to Bar Harbor?

The driving time from Boston to Bar Harbor is approximately 4-5 hours, depending on traffic and any stops you make along the way. The route takes you through scenic coastal Maine, so you may want to allow extra time for sightseeing and exploring the quaint towns along the way.

What is the distance between Boston and Bar Harbor?

The distance between Boston and Bar Harbor is approximately 280 miles. The route takes you through New Hampshire and along the Maine coast, offering stunning views of the Atlantic Ocean and charming coastal towns.

Are there any ferries from Boston to Bar Harbor?

There are no direct ferries from Boston to Bar Harbor, but you can take a ferry from Portland, Maine to Bar Harbor. The ferry ride takes approximately 3 hours and offers stunning views of the Maine coastline. Alternatively, you can drive from Boston to Bar Harbor or take a bus or train to nearby towns and then rent a car to drive to Bar Harbor.

How many days should I spend in Bar Harbor on a road trip from Boston?

The ideal length of time to spend in Bar Harbor on a road trip from Boston depends on your interests and schedule. If you want to explore Acadia National Park and the surrounding area, you should plan to spend at least 2-3 days in Bar Harbor. This will give you enough time to hike, bike, kayak, and explore the charming town of Bar Harbor. If you are short on time, you can still enjoy the highlights of the area in a day trip from Boston, but you will miss out on some of the more scenic and remote areas of the park.

Be Prepared For Travel Planning is the most important part of any successful trip. Do it the easy way:

🧳 Travel Packing List | ✔️ Why You Need Travel Insurance | ✈️ What to Do Before You Leave Home

• Find and book the best hotel (our favorite booking site is Expedia)
• Research flight options (our favorite tool is Skyscanner )
• Book a tour (we always use Viator to find the best tours)
• Rent a car through Discover Cars (they search the best deals for you!)

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Laura Lynch, creator and writer of Savored Journeys, is an avid world traveler, certified wine expert, and international food specialist. She has written about travel and food for over 20 years and has visited over 75 countries. Her work has been published in numerous guidebooks, websites, and magazines.

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Boston to Portland, Maine: A Road Trip Itinerary (2023-2024)

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Are you looking for a fun and scenic road trip along the New England coast? If so, consider making the journey from Boston to Portland, Maine . It’s not a long road trip, but this scenic route takes you through charming coastal towns and offers plenty of opportunities for adventure, exploration, and fresh caught seafood, if that’s your jam!

To help you plan your Boston to Portland trip, we’ve put together a New England itinerary that highlights some of the best stops along the way. From Boston, Massachusetts to Portland, Maine, this coastal New England road trip offers a variety of suggestions for where to stop and what to do to make this a very memorable trip!

Table of Contents

How to Get from Boston MA to Portland ME

Do you know that you can easily take a train from Boston, Massachusetts to Portland, Maine?  The Amtrak Downeaster connects Boston and Portland, so if you’d like to skip the driving and just ride direct, that’s not a bad option at all. Amtrak trains can be a very convenient way to road trip, but you will of course miss out on all the fun stops along the way.

However, if you’re looking to get from Boston to Portland, Maine in just a couple of hours without having to slide behind the wheel of your car, you’ve got options. Check out the train schedule here . There are multiple Amtrak trains per day leaving from Boston North Station heading to Portland!

If you’d rather fly than ride, Logan Airport has plenty of flights from Boston to Portland, Maine, too! Jet Blue, American Airlines, Delta, and more fly daily between these two locations. Click here to look for deals on Boston to Portland ME flights !

If you’re the type of person who would prefer to control where you stop and for how long, drive. There is a direct route that takes you up I-95 that would get you from Boston to Portland ME in just under 2 hours, but that’s not for people looking for road trip adventures along the way.

Want the road trip experience but don’t have your own wheels? Click here to find deals on a rental car !

How Far is it from Boston to Portland, Maine?

Not very! Whether you’re traveling by plane, train, or automobile, it’s just about a couple of hours, but if you’re looking to enjoy some of the top sights in coastal Massachusetts and Maine, then it will take a couple of days at least to really get the full experience.

Can you do the drive in one day with quick stops at each spot? Technically, yes. But spreading this coastal road trip between Boston and Portland out over a weekend or longer will be more fun! 

We are including the best things to do at each stop between Boston and Portland and letting you decide where to spend your time during this very customizable coastal road trip.

We suggest allowing 2-3 days for this Boston to Portland ME trip, but you should personalize it any way you’d like. We’re even including our favorite places to stay along the way for overnight fun, too.

Where to Stop on the Drive from Boston to Portland, Maine

Stop 1: salem ma (20.2 miles via us-1n).

Kick off your trip by heading north from Boston to Salem, Massachusetts. Salem is a fascinating town with a rich history, and is worthy of being its own vacation destination, especially if you’re planning an October trip and looking for haunted places to visit and stay ! 

Salem is one of our favorite places to visit and it’s definitely worth a longer visit to take advantage of all the cool ghost and walking tours , but if you’ve only got a few hours to spend in Salem during your Boston to Portland road trip, these are our suggestions for what to see and where to stop:

• Hocus Pocus Filming Locations
• See the Salem Witch House
• Pay your respects at Salem Witch Memorial
• Grab a bite and/or a brew (coffee or beer!) at Gulu Gulu Cafe 

Where to Stay: Hotel Salem

Stop 2: Rockport MA (20.1 miles via MA-128 N)

Next up is Rockport, Massachusetts! Technically, this stop does take you just a bit off the relatively straight path north to Portland, but this charming coastal Massachusetts town is worth the detour, I promise. 

We have loved every visit we’ve made to this gem by the sea; it’s one of those quaint coastal places where you’ll find delicious restaurants, great breakfast spots , unique things to do, and even cool places to stay if you decide to do an overnight. These are our top recommendations for what to do in Rockport:

• Go strolling down and shop Bearskin Neck
• See Motif #1
• Enjoy a lobster roll at Roy Moore Lobster Co

Where to Stay: Emerson Inn

Stop 3: Hampton Beach in Hampton NH (36.9 miles via MA-133 W)

One of the most iconic beaches in New England , Hampton Beach is a definite must-visit if you’re taking a scenic road trip from Boston to Portland ME! In fact, it landed on Country Living’s list of the top eight “classic beach boardwalks” in the US, with the magazine citing the many offerings of Hampton Beach as being a perfect representation of classic summer nostalgia.

Of course, it’s true! Not only is there the beautiful beach with its picturesque boardwalk, but there’s also a lot of non beach fun nearby, like playing arcade games at Funarama, gambling a little at Ocean Gaming Casino, eating some yummy fried seafood, and then heading to Buc’s Lagoon Mini Golf and Ice Cream to play a round and follow up with a frozen treat!

Some must-dos while in Hampton Beach:

• Walk the Hampton Beach boardwalk
• Squish your toes in the soft sand at Hampton Beach State Park!
• Have some fun at Funarama

Where to Stay: Ashworth by the Sea

Stop 4: Portsmouth NH (13.6 miles via NH-1A N/Ocean Blvd)

Portsmouth is one of the top spots to visit on the New Hampshire Seacoast, and should not be missed on your road trip from Boston to Portland, Maine! Portsmouth has plenty of places to stretch your legs, with Strawbery Banke Museum, the historical outdoor museum, and the very walkable downtown with cobblestone streets and lots of great shopping- yay sales tax-free New Hampshire!

If you’re looking for a great place to grab a bite in Portsmouth, there are two notable spots to consider: Fezziwig’s Food & Fountain and Portsmouth Book & Bar . The former is a delightfully whimsical cafe that is perfect for a sandwich, pastries, and tea, and the latter is a bookstore/restaurant/bar that really delivers on all fronts! Both are memorable places to visit and eat in Portsmouth, but there are lots of cool breweries, bars , and breakfast spots to check out too!

Where to go on your Portsmouth stop:

• Enjoy living history at Strawberry Banke Museum
• Stroll pretty Prescott Park (you might even catch a summer concert!)
• Take advantage of no sales tax shopping!
• Grab a bite at Fezziwig’s

Where to Stay: The Hotel Portsmouth

Stop 5: York ME (10 miles via 95 N)

Once you’ve had your Portsmouth fun, head north to York, Maine. One of the coolest coastal towns in Maine, York is known for its beautiful beaches and historic sites and would be a fantastic stop on your Boston to Portland trip.

There’s plenty of great eye candy in York, with Long Sands Beach and Nubble Lighthouse; head to Sohier Park and you’ll have fantastic views of the lighthouse. For history lovers, the Old York Historical Society has impeccably maintained several historic structures, including the Old Gaol , originally built in 1656 as Maine’s first jail.

If you’re hungry in York, you’ve got options, but Fox’s Lobster House has been serving up fresh caught lobster and the finest blueberry pie since 1966, so they’re the place to go for a taste of quintessential coastal Maine!

These are some of the top things to do during your stop in York:

• Walk Long Sands Beach
• Ooh and ahh and photograph Nubble Lighthouse
• Visit the Old Gaol
• Eat at Fox’s Lobster House

Where to Stay: York Harbor Inn

Stop 6: Ogunquit ME (10 miles via US-1 N)

Next stop is Ogunquit, Maine, whose name means Beautiful Place by the Sea in the Algonquin language. This charming coastal town has lots to do and see , including scenic Marginal Way trail, which offers stunning views of the coastline, and lovely beaches that are perfect for sunbathing. 

Visit Perkins Cove, take a walk along the beach (Footbridge Beach is especially picturesque), or visit the Ogunquit Museum of American Art. The Ogunquit Playhouse has been a staple of this area since 1933, so if you can make the time, seeing a show at this iconic spot would be a memory-making activity, for sure. Pair this with a dinner at The Front Porch , the local piano bar/restaurant, and you’d be in for a great evening out in Ogunquit.

These are some of our top recommendations for your Ogunquit stop:

• Stroll Marginal Way
• Enjoy the scenery at Footbridge Beach
• Dine at The Front Porch
• Catch a show at the Ogunquit Playhouse

Where to Stay: Gorges Grant Hotel

Stop 7: Kennebunkport ME (11.7 miles via US-1 N and State Rte 9 E)

Onwards to charming Kennebunkport, Maine . This coastal Maine town is known for its historic homes, quaint shops, and beautiful beaches; a drive by the iconic Wedding Cake House (private property so keep a respectful distance) will confirm! 

Kennebunkport is full of great places to eat and shop, and heading to Dock Square will take you to many of them! This unique waterside area is home to several popular places to visit in Kennebunkport, and the Boathouse Restaurant is one of the most popular local restaurants that offer waterfront dining! 

What to do during your Kennebunkport stop:

• Drive by the Wedding Cake House
• Stroll and shop Dock Square
• Indulge a little at Boathouse Restaurant

Where to Stay: The Boathouse (yes, it’s also a lovely waterfront boutique hotel, too!)

Stop 8: Old Orchard Beach ME (18.2 miles via US-1 N to 95 N)

Next up is Old Orchard Beach, Maine, home to the last remaining beachfront amusement park in New England! Palace Playland has classic arcade games and amusement park rides, including a ferris wheel, roller coasters, and so much more, plus you’ve got beautiful Old Orchard Beach with its 7 miles of sandy beach to enjoy, too.

Another popular OOB attraction is the Old Orchard Beach Pier , home to all kinds of great places to eat, drink, shop, and enjoy that spectacular ocean scenery! Hungry? Grab a bite at Hooligan’s Steak & Ale, the first restaurant you’ll see when walking onto the OOB Pier! 

Must-do’s for your Old Orchard Beach stop:

• Play at Palace Playland
• Walk Old Orchard Beach
• Grab a bite at Hooligan’s on the Pier

Where to Stay: Alouette Beach Resort

Stop 9: Cape Elizabeth ME (17.1 miles via US-1 N)

The next stop on this Boston to Portland ME itinerary is Cape Elizabeth, home to some of the prettiest lighthouses in Maine . Granted, you’re just a few miles outside of Portland at this point, but skipping over a visit to the lighthouses in this lovely spot would be a travesty!

There’s Portland Head Light, the oldest remaining lighthouse in the state, Ram Island Ledge Lighthouse, and Two Lights, Cape Elizabeth Light and its twin, which is now a private residence. Cape Elizabeth is home to beautiful beaches, parks, and one of the best restaurants in Maine : The Lobster Shack at Two Lights.

Things to see in Cape Elizabeth:

• Tour Portland Head Light
• See Cape Elizabeth Light
• Eat at The Lobster Shack

Where to Stay in Cape Elizabeth: Inn by the Sea

Stop 10: Portland ME (8.5 miles via ME-77 N)

Finally, your destination is at hand! You’ve arrived in beautiful Portland, one of the top vacation destinations in Maine, and a town that seems to truly have something for just about everyone . You’ve got museums and art galleries, fun out on the water , shopping and browsing through Old Port, the Portland Observatory , and breweries, bakeries , breakfast spots , coffee shops, and restaurants galore to choose from.

In fact, if you’re a seafood lover, you’re going to LOVE the options you have for seafood in Portland! Check out Luke’s Lobster Shack on the Portland Pier for waterfront dining.

Portland has several great options for where to stay, including conveniently located vacation rentals and hotels , and beautiful boutique hotels that offer a variety of unique experiences, like the Press Hotel , located in the former headquarters of the Portland Press Herald. 

Whether you’re spending a weekend or a day in Portland, you’ll find fun in this popular Maine city by the sea.

What to do in Portland, Maine:

• Stroll Old Port
• Get out on the water
• Tour the Portland Observatory
• Eat some lobstah

Where to Stay in Portland: The Press Hotel

There are many different ways you can choose to get from Boston to Portland, Maine, but if you take the scenic route along the coast, you’ll have so many fantastic memory making opportunities! Coastal New England road trips are the best!

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Boston to Maine Road Trip: Your Complete Itinerary Guide

America is hallowed ground when it comes to road trips. Ever since Kerouac published On the Road , the thought of driving around this amazing country has been on everyone’s minds. Whether you want to explore Hawaiian islands or drive from coast to coast, there are endless wonders to be discovered. One option you might be considering is a Boston to Maine road trip.

This is a relatively short trip but also among the most epic. America’s northeastern coast holds spectacular beauty that can be enjoyed at any time of year. Before you set off, though, it’s important to do your research. Make sure you know what to expect, what to pack, how long you need, and where to stop.

This article will help you make your Boston to Maine road trip as epic as possible. Keep reading to increase your understanding of this region. Learn how to prepare for an epic road trip in America’s northeastern states.

Table of Contents

Why Take a Boston to Maine Road Trip?

The Great American Road Trip is hallowed ground for the traveler. It’s the ultimate expression of freedom and exploration. America is a vast patch of land that requires time to fully understand. That’s why many people choose to rent or buy a car and then journey across different parts of the country. Rather than staying in a single destination, you can get to know this land better by taking to the road.

The question is, which route do you take? Route 66 is perhaps the most famous but at almost 2500 miles (almost 4000 km) in length, this isn’t feasible for most people. Instead, it’s better to choose a shorter route that can be accomplished more quickly. A Boston to Maine road trip is closer to 250 miles, making it doable in a single day. If you’re pushed for time, then this is the perfect way to get all the benefits of a road trip, without spending a lot of money or taking loads of time off work.

Different parts of America offer different benefits for tourists. Yellowstone National Park might be the most beautiful area of the country while southern states might contain more fascinating indigenous history. If you’re into the founding of this great nation, though, then it all begins in the northeast. That’s where Europeans first arrived to found the USA as we know it today. A Boston to Maine road trip is the best way to discover the history of America while traveling through stunning scenery.

How Far is a Boston to Maine Road Trip?

Every road trip will be unique, meaning that the distance you travel will vary. It will vary depending on which part of Boston you start from, where specifically in Maine you end up, which route you take, which sights you want to see, and how far you deviate from the original route. This can drastically alter the total journey time of your trip.

If your plan is to leave central Boston and drive directly to a town in central Maine like Guilford, then your road trip will be a little under 250 miles (400 km). However, most road trippers won’t take such a direct route. Road trips aren’t about getting to a place as quickly as possible. They’re about experiencing and enjoying the journey along the way. They’re about unexpected obstacles and spontaneous detours.

Therefore, it’s best to assume your route will be longer than this. Sit down with a map (either physical or online) and plot the route you want to take. This is the easiest way to see how long the distance really is. The chances are that your total driving journey will be more like 300 to 400 miles (480 – 640 km) long. You’ll then want to add a bit on to account for detours you make along the way.

How Long Does this Road Trip Take?

Like the distance, the time it takes you to complete this journey depends on a number of factors. If you wanted to, you could easily complete the journey in under half a day. After all, the journey time between Boston and Guilford, Maine, is under four hours. You could easily do it in one sitting, without taking any breaks. But what kind of a road trip would that be?

Most people who make this journey want to take their time. They want to stop at beauty spots and historical monuments . They want to get out of the car every now and then to explore this fantastic bit of land. Perhaps you want to stop to eat. Also, you’ll be unlikely to take the quickest route between the start and the end of your Boston to Maine road trip.

Once you’ve added in detours and stoppages, this road trip is likely to take longer than a day. We recommend staying overnight at least once along the way, turning this into a two-day drive, perhaps over the weekend. However, it’s impossible to know exactly how long your journey will take. The point of road trips is that they’re spontaneous and you decide when to stop and when to drive as you go, based on a gut feeling. You’ll only know how long this trip will take once it’s done.

Key Stops to Make

In order to plan your trip, you need to decide exactly where to stop along the way. These are the key sights that make the trip worth taking. Fortunately, there is plenty to experience along the route from Boston to Maine. The important thing is to decide whether you want to visit natural beauty spots, historical monuments, big cities, or a mixture of all three.

Once you leave Boston, the main urban areas of interest include Newbury Port, Salisbury, Hampton, Portsmouth, York, Portland, Brunswick, and Waterville. There are even more towns further north, depending on how far into Maine you travel. As the names of the towns imply, these were founded by the English as soon as they arrived in the New World. That makes them excellent places to learn about the founding of America.

In terms of natural beauty, you’ll want to stay near the coast for glimpses across the great Atlantic Ocean. The biggest and most beautiful national reserves include Wells National Estuarine Research Reserve and Rachel Carson National Wildlife Refuge. Both of these places are must-visits if you love nature. In terms of monuments, lookout for historical homes, lighthouses, and observatories along the way.

Road Trip Packing Guide

The Boston to Maine road trip involves traveling through some of America’s coldest destinations so be prepared for this. If you’re from the south, then you probably don’t realize just how cold it can get up there. In Boston – the southernmost point on this road trip – winter temperatures can drop as low as 40°F (-5°C). In this case, you’ll obviously need warm clothes to keep you warm throughout the trip.

Furthermore, the cold brings snow, which you need to be prepared for. Ensure your car is fitted with snow tires and always carry a shovel to dig yourself out of trouble. You should also make sure that your car is always fully stocked with plenty of food and water so you know you’ll be okay if you get stuck.

Of course, you could always make the trip during the summer. In this case, it’ll be much less dangerous and you won’t need to pack so much survival gear. The good thing about this trip – compared to, say, an Arizona desert road trip – is that you’ll never be too far from a town. That means you can pack light and always buy more gear if you need it.

Things to Do When You Get to Maine

Your Boston to Maine road trip doesn’t need to end once you reach your final destination. If you’re going to Maine anyway, make sure you have a list of things to do once you get there. This is the perfect chance to round off your trip and end it on a high. With that in mind, research the best things to do in Maine. You can pick your favorite to be your final destination.

What are your favorite things to do? Love American food ? Eat in Maine’s best restaurants. Prefer culture? Visit all the museums. This is your unique itinerary so it’s up to you to do the research and plan the best adventure. However, to get your creative juices flowing here are some of the best things to do in Maine:

• Explore Acadia National Park
• Take a trip out to Monhegan Island
• Marvel at the Victoria Mansion in Portland
• Wander through the Portland Museum of Art
• Learn history at the Maine Maritime Museum
• Have a look around the Nubble Lighthouse
• Relax on Old Orchard Beach

Maine is full of incredible beauty and fascinating history. A road trip gives you the freedom to explore it at your own pace, prioritizing the things that excite you the most. Make sure you choose something to end your Boston to Maine road trip and use it as motivation to keep on chewing up the miles.

For more than 11 years, Joe has worked as a freelance travel writer. His writing and explorations have brought him to various locations, including the colonial towns of Mexico, the bustling chowks of Mumbai, and the majestic Southern Alps of New Zealand. When he's not crafting his next epic blog post on the top Greek islands or French ski resorts, he can often be found engaging in his top two hobbies of surfing and hiking.

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From Boston to Bar Harbor: a New England road trip [+Map]

This New England road trip itinerary will take you on the scenic route from Boston to Portland then to Maine’s Mid Coast and Acadia National Park. You’ll experience the east coast food – like lobster and seafood – and take in the beautiful Maine lighthouses that still guide the ships along the rocky coastline. Find an interactive map at the bottom of this post.

What you need to know about New England

How to get from boston to bar harbor, take the coastal scenic route, two nights in boston, what to see, where to eat, where to stay in boston, three nights in portland, where to stay in portland, maine, one night on maine’s mid-coast, where to stay on maine’s mid-coast, bar harbor/ acadia national park (2 nights), where to stay in acadia national park, inspired pin it:.

NOTE: Travel is not recommended at this time. These posts are here to serve as inspiration when we can explore again. Hey there – this post likely contains affiliate links, which means I earn a commission (at no extra cost to you) if you purchase from them. This helps me earn a few dollars to run this website.

When the Women in Travel Conference announced that they would be heading to Portland, Maine for their three-day summit, I immediately started planning for an epic New England road trip along the coastal regions. While I’ve crossed Maine off of the places I’ve been – I drove through it when I did an east coast road trip a couple of years back – I never did get to the coast.

The summit was the perfect excuse to explore more of Maine’s incredible coast. While this was not the exact itinerary I took – since I did spend three days at a conference – this guide is how I would split up my trip if I did not have a conference to attend.

New England is one of the oldest colonial regions in the United States, comprising of six states in the northeastern section of the country. Spanning from Maine to Vermont, New Hampshire, Massachusetts, Rhode Island and Connecticut.

Known as the birthplace of colonial America, New England is now home to nearly 15 million people. The area is known for its hills (with part of the Appalachians running through it) and for its rugged, unforgiving coastline. Because it is so far north compared to the rest of the USA, I find that its climate is similar to the east coast of Canada.

That means winters are long and snowy, and the summers are short but popular with visitors. Fall is peak season for New England when millions of visitors come to the region to take in the fall colours. In spring, the trees are in bloom. The coastal areas of Maine are just waking up for the season in spring, and many attractions open in mid to late May, around the American Memorial Day holiday.

New England is made up of 38 different regions. This New England road trip itinerary focuses on only four, Metro Boston, Southern Maine/ Portland, Mid-Coast and Acadia/ Down East.

Unless you have a car yourself and can drive the whole route, my suggestion is to wait until day five or six of this New England road trip itinerary to rent a car and here’s why: Boston is hazardous even to walk. Seriously, you’ve got to keep your eyes peeled at all times, and I would not wish driving in the city on anyone. However, it’s very walkable and has a public transportation system to get you from point A to point B.

You can then take the Amtrack Downeaster to Portland. It takes 2h 30m, and it’s a lovely train trip up the coast. After a couple of days in Portland, you’ll want to rent a car for the rest of the way to hit all the lighthouses and lobster shacks on the way to Acadia National Park.

A majority of this New England road trip will take you along the United States Route 1, the longest north-south route in the US.

Route 1 takes you from the Canada-US border in Maine to the tip of the Florida Keys. While you won’t be travelling all 3,818km (2,369 miles) on this New England road trip, you’ll be taking the scenic route through Maine’s Mid Coast, stopping at various small coastal towns and beautiful lighthouses.

If you’d rather zip from Portland to Acadia National Park without stopping, then take the I-95.

RELATED: 10 treasures to discover in New Brunswick

The first stop you’re going to make on a New England road trip is in Boston. Whether you can drive up or fly in, spending at least two nights in this historic city is a must. Boston is the epicentre for cultural activities and historical architecture. And the best part is it is all walkable.

Day one: Land in Boston, explore the downtown

There is so much to see in Boston, but two full days will help you get the lay of the land and see some of the best of what Boston has to offer. On day one, you’ll land in Boston and explore the city’s most famous neighbourhood: Beacon Hill.

Next up is the Downtown, where you’ll find history lurking behind every corner and enjoy Boston’s little central park, the Boston Common. Start your morning off right at a coffee shop and later, dig into some of the best grilled cheese in Boston.

Beacon Hill and Acorn Street: Is it even a trip to Boston if you don’t visit the city’s most famous neighbourhood? Beacon Hill is where Boston was settled by colonials back in the 1600s and is known for its redbrick row houses and stunning façades.

There was an actual signal from which Beacon Hill got its name. You might be surprised to hear that it was not a great place to live for several centuries before it was gentrified in the 19th century. Make sure to visit Acorn Street, the most photographed street in the US, early in the morning, since you’ll want to capture the morning light on the stunning cobblestone street and red brick houses.

Massachusetts State House: This golden domed building, located on the outskirts of Beacon Hill, is where the seat of government is in Massachusetts. Dating back to 1798, this building is actually the second statehouse in Boston. Inside is filled with history and traditions dating back to the beginning of the country, so it’s definitely worth a tour!

Boston Common and Public Gardens: Opposite the state house is the Boston Common and Public Gardens, Boston’s central park. It’s the oldest city park in the US, where you can sit and relax, stroll along the many pathways, watch people play a game of baseball, visit the site of the Great Elm, throw a coin into the Brewer Fountain, or catch a musical performance at the bandstand.

The Public Garden sits adjacent to the Boston Common. There, you’ll find a pond, several flowerbeds, statues and a trail. Sit on one of the park benches, like the one Robin Williams used to sit by or jump into a Swan Boat in the summertime. Don’t miss the little ducks in the bronze statue called Make Way for Ducklings. People like to dress up the ducks in different outfits. They were little judges when I was there.

Boston’s Freedom Trail: The Freedom Trail is a 4km pathway through the heart of Boston’s downtown that stops at 16 historically significant locations. You can do the trail yourself, or take a tour to soak in all the history . On the trail, you’ll see the Granary Burying Grounds, Massachusetts State House, King’s Chapel, The Old Corner Bookstore, Old State House, Boston Massacre Site, Faneuil Hall, the U.S.S. Constitution and more.

The Boston Globe: As a journalist, I had to stop and see the home of the (new) Boston Globe building. (Have you seen Spotlight?!) It’s located in Exchange Place, which is built with the facades of the old stock exchange building.

Fan Pier Park: If you want lovely views of the Boston skyline, then cross the bridge to Fan Pier Park, on the way you’ll see Boston’s old swing bridge, which closed to pedestrians in 2014. Walk along the pier and then turn around to see the marvellous Boston cityscape.

Boston Tea Party Museum: This floating museum allows you to re-live some of the critical moments of US history and take a peek into what life was like during the American Revolution.

Tatte Bakery and Café: Grab your breakfast at this adorable cafe; one location is located right on Beacon Hill. I suggest a delicious chai latte and a morning bun, a sweet pastry that tastes like a cinnamon bun and a croissant had a baby.

Quincy Market: Located near the Faneuil Hall, Quincy Market is this marvel of a building. It houses hundreds of shops from food to clothes to keepsakes. Along the middle of the market, you’ll find so many food options that exist only here. Try the Boston Chowdah or the baked beans that gave Boston its nickname: Beantown.

Thinking Cup: End your first night in Boston at the Thinking Cup, a bistro near the Boston Common. They have so many incredible sandwich options, but I suggest building your own grilled cheese – it’s to die for!

Day two: Explore Back Bay and Fenway Park

Day two of this New England road trip itinerary will take you into Boston’s Back Bay neighbourhood and Fenway Park. Back Bay is a beautiful area known for its stunning residential architecture, New England’s tallest buildings and shopping districts. Walk along the green space, called Commonwealth Avenue Mall, between Commonwealth Ave’s streets. 

Women’s Memorial and history trail: Women had (and still have, obviously) a huge part in the shaping of Boston. Often overshadowed by the influential white men at the time, we are starting to understand the role that women have played in history. It is so important that we don’t lose these accounts. The Boston Women’s Memorial is a sculpture in the Commonwealth Avenue Mall that depicts Phillis Wheatley, Abigail Adams, and Lucy Stone. This memorial is one of the stops on the Boston Women’s Heritage Trail – an important experience in this historical city.

View this post on Instagram Hello Boston! It’s me @iamfirstmehta, here for #TakeoverTuesday. With spring coming ahead here’s a last glimpse of snowy Trinity Church ❄️ A post shared by Boston Convn & Visitors Bureau (@visitboston) on Mar 12, 2019 at 8:13am PDT

Trinity Church: Likely one of the most famous churches in Boston’s Back Bay area, Trinity Church has been a staple of the skyline since it was built in the 1700s. You can take a self-guided tour of the church or go on a guided tour ($10 or free on Sundays). The building itself has been on American Association of Architects list of top 10 buildings in the United States for centuries.

Boston Public Library: Not only is the Boston Public Library the third largest public library in the United States, but it is one of the most historic. It was founded back in the mid-1800s. Today you can visit the central branch for free on your own or a public tour. Make sure to check out the Grand Staircase, Bates Hall, the courtyard and the various galleries.

Sky Walk observatory: If you’ve read any of my other posts, then you know I love to get views from above. Boston has one of those birds-eye views of the city at the Prudential Center. It costs $21 USD, which includes the ride up and down, an audio tour, the Dreams of Freedom exhibit and a multi-media movie theatre.

View this post on Instagram Happy Friday! Where are you going this #weekend? #mapparium #boston #travel A post shared by The Mary Baker Eddy Library (@mbelibrary) on Nov 3, 2017 at 12:45pm PDT

Mapparium: Probably one of the coolest experiences is at the Mapparium at the Mary Baker Eddy Library in Back Bay. You get to walk inside a three-story tall globe made of stained glass. It was built in 1935 and shows the world as it was at the time (notice how some of the political borders and names have changed).

View this post on Instagram 26 days until Opening Day at Fenway, Boston’s favorite sign of Spring! ⚾ ? @clusk61 A post shared by Boston Convn & Visitors Bureau (@visitboston) on Mar 14, 2019 at 8:44am PDT

Fenway Park: Known as “America’s most beloved ballpark,” Fenway Park is home to the Major League Baseball team Boston Red Sox. Not only is it the oldest MLB ballpark in the United States, but it’s more than just a place to watch a game. You can take a behind the scenes tour of Fenway Park to get the insider details of how the place operates. Tours take you on a 60 minute guided walk . If you don’t have the time, you can take a 15-minute tour that brings you to the archives, a roof-top deck and ends with a panoramic view of the stadium. There are also other tour options based on what you would like to see in Fenway. You can buy tickets online up to 30 days before the date, after that you can chance getting a ticket at the door.

Brunch at Sonsie: With all this walking, you’ll want to stop for a bite to eat. Why not a delicious spot for brunch? Sonsie is a classy bistro known for its brunch. From seafood to pancakes to sandwiches to eggs, their menu will please just about everyone.

Seafood at Saltie Girl: When on the east coast, you have to dig into the local cuisine, which means seafood! They create every fish and seafood dishes that you could imagine, from smoked fish to seafood towers to fried lobster and waffles.

Budget – HI Boston Hostel : While the price of this hostel is higher than I’ve paid for a dorm bed, I can’t deny how much I enjoyed the HI Boston. Not only was it cozy and clean with beautiful décor, but the staff was incredibly friendly. Plus it had great WiFi and a delicious free breakfast.

Midrange – The Revolution Hotel : Boston is not cheap to stay. Their mid-range prices are more like luxury prices, and you’ll generally find cheaper hotels the further you stay out of the downtown. The Revolution Hotel is a trendy boutique hotel outside the city centre and offers a cool meeting/ working space called Conspire.

Luxury – The Godfrey Hotel Boston : This hotel is as fancy as it gets in Boston. From beautiful décor to the location right in the heart of the city, I’m sure you’ll enjoy your stay at the Godfrey Hotel.

RELATED: The ultimate weekend getaway to Portland, Maine

There are so many reasons why you need to visit Portland, Maine. Not only is it the craft brew capital of the United States, but the city has been named the 2018 restaurant city of the year . With over 200 establishments calling Portland home, it isn’t any wonder that there are more restaurants per capita than any other city in the US (except San Francisco). Trust me; you’re going to love it here.

Day three: arrive in Portland, brew bus tour

After taking the Amtrak Downeaster from Boston to Portland, you’re going to get settled before jumping on the Brew Bus. Trust me; you’re going to want to sample as many places as possible. Then take a bite into your first lobster dish.

Disclosure: I was invited by the Maine Brew Bus on one of their tours through the Women in Travel Summit conference. All opinions are my own.

Maine Brew Bus : Let me just say that I’m not a big drinker. I’ll enjoy a cocktail or two every once, and a while and I love Ontario cider, but it’s very rare for me to actually have a drink. And beer is just out of the question. But I had the opportunity to go on a brew tour through the Women in Travel Summit, and I can honestly say it has changed my perspective on drinks.

Not only was our driver and host hella funny, but each establishment was welcoming and thoroughly explained their passion to us. Our first stop was Foundation Brewery . I don’t like beer, truly, but I really enjoyed two of the three beers I tasted. Plus, when one of them, Pale Blue Dot, which was created to celebrate Earth Day and to support the local Sebago Clean Waters project, I was sold.

Our second stop was at Eighteen Twenty winery, whose owner Amanda explained how her love of wine drove her to make it out of something that grows well in Maine: rhubarb. She had me in stitches explaining how she got to the point of actually selling her craft, and I have to admit, rhubarb wine might be better than actual wine JUST SAYING.

Our last stop was at Hardshore Distillery for my poison of choice: gin. Founder Jordan showed off his incredibly cool copper distilling beast and explained every effort he and his team puts into making their smooth-as-silk gin.

Maine Mead Works: I also had to check out Maine Mead Works, because (and this is true) it sounded bada$$. Who else pictures Vikings and Lord of the Rings when you think if mead? Well, think again, because this place is classy! I suggest trying the tasting flight, which is based on the bottles they have in season.

Mead is made through the fermentation of honey, water and any other flavours you wish to mix in. The Honeymaker Mead at Maine Mead Works is made through the South African method, which is apparently different than what you would think mead would be. PS: Try the Lavender Mead. It’s the first alcohol I’ve EVER brought home from a trip, so that explains how great it is.

High Roller Lobster Co: What started with two dudes and a food truck, turned into this trendy spot in the heart of Portland’s downtown. High Roller Lobster Co is just one of the man places to get a classic lobster roll, but did you know you can also get a lobster grilled cheese, lobster taco and a lobster on a stick? Yup. All right here.

Day four: Explore Old Port

After *buzzing* into town yesterday (ha get it?), you’re going to want to spend your second day in Portland (and fourth on the New England road trip) exploring Portland’s old port and historic district.

Harbor Fish Market: You’ll find the freshest fish and seafood right in the heart of the Portland waterfront at the Harbor Fish Market. See where many of the city’s restaurants get their catch of the day at one of the oldest fish markets on the east coast. Don’t worry; they won’t throw their fish at you!

Old Port: In Portland’s old port, you’ll still find cobblestones and red brick buildings paying homage to this old New England city. Wander the street and take a peek into the several one-of-a-kind shops. Make sure to stroll along Fore Street and Wharf Street and don’t miss the Longfellow street art. Henry Wadsworth Longfellow was a poet from Portland who is known for his poems capturing the plight of the Acadians.  

Exchange Street: Where everything is happening in Portland. Seriously, from shops to restaurants, all the cool kids are hanging out on Exchange Street. Here is where you’ll find the infamous Holy Donut.

Historic Waterfront: Zigzag through the floating piers and watch the boats zoom by at the Historic Waterfront District. Here you’ll even find a piece of the Berlin Wall!

Congress Street: Find more of Portland’s history on Congress Street, including Congress Square Park, Public Market House and Monument Square. Keep your camera out because you’re going to want to keep snapping photos!

Becky’s Diner: Go where the locals go to find the best eats in town. You’ll find that at Becky’s Diner on Commercial Street. Try the unbelievably delicious blueberry pancakes (made with Maine blueberries) or the lobster and Swiss omelette! PS: As a Canadian, I have to tell you, don’t you dare skimp on the real maple syrup.

The Holy Donut: Find out what all the fuss is about at the Holy Donut. These fresh and delicious doughnuts are made from Maine potatoes. Yup, that’s right potatoes. And you’re not going to have just one. There’s almost always a line up out the door so be patient, because they are freaking worth it.

Portland Lobster Co: Ready for lobster roll round two? The Portland Lobster Co was voted the best lobster roll four years in a row. Plus they have a great location right on the water with a picnic-style area that can’t be beaten. Go try it for yourself!

Day five: Munjoy Hill, Eastern Promenade and Portland lighthouses

Now that you’ve spent a day wandering around the Old Port, on day five of a New England road trip, it’s time to get out of the downtown and see some of Portland’s other famous areas.

Munjoy Hill: Like Boston’s Beacon Hill, Munjoy Hill is a historic residential neighbourhood. Many of the old ship captains’ homes still stand facing the water like guards of their own. Technically starting at Washington Street and then surrounded by water on three sides, Munjoy Hill is one of the more affluent neighbourhoods in Portland. Like Beacon Hill, it wasn’t always that way. Today you’ll find a quiet area with beautiful views everywhere you look.

Portland Observatory: While the Portland Observatory looks very much like a lighthouse, it is not a lighthouse. Built in 1807 by Captain Lemuel Moody, the 26-metre tall structure was used as a marine signal tower for passing ships. Today you can climb the 103 steps to the top to get a wonderful view over Portland and the surrounding bay. Keep in mind that the observatory is only open from Memorial Day (late May) to mid-October and costs $10.

Sumner Park: For a free view of the city, and a great place to catch the sunset, head to the highest point on Munjoy Hill located at Sumner Park.

Eastern Promenade: The Eastern Promenade is a massive park that stretches along the Portland peninsula’s most eastern side. Here you can take a walk along the trails, or lounge on the beach and stick your feet in the ocean. The most southern point is Fort Allen Park, where you’ll find monuments to several wars in American history.

Portland Head Lighthouse: Next, head all the way to Cape Elizabeth south of Portland to visit one of the most famous lighthouses in the world: Portland Head Lighthouse. It’s also the oldest lighthouse in Maine.

George Washington commissioned the lighthouse before he became the first president of the US. The Portland Head Lighthouse is located within Fort Williams Park, which was operating as a military fort from the late 1800s until the mid-1960s. You can explore the old batteries that dot the coastline. New in 2019, out-of-town visitors will now have to pay $2/hour for parking within the Fort Williams Park.

Spring Point Ledge Lighthouse: Heading north, you’ll visit Spring Point Ledge Lighthouse, a short, squat lighthouse with a small, rocky path jutting out from the shore. It dates back to 1897, but today you can tour the lighthouse and Fort Preble, where it is located. It is adjacent to the Southern Maine Community College.

Bug Light: Also known as the Portland Breakwater Light, Bug Light is a tiny lighthouse located in South Portland. What’s interesting about this lighthouse are the fake Corinthian columns that decorate the side, are actually used to hide the seams of the iron façade. The land surrounding Bug Light has an interesting tale. During the Second World War, the area was used for a shipyard for the New England Shipping Company, where the crews, of mostly women, built 236 Liberty Ships, a military-grade cargo ship, for the war efforts. You can see a reconstruction of a hull’s frame at the park today.

Disclosure: I was invited on a tour with the Real Portland Tour through the Women in Travel Summit conference. All opinions are my own.

Real Portland Tour : Did you know that Portland burned to the ground, not once but four times in its history? I sure didn’t. That’s just one of the insane facts I learned from local Derek of Real Portland Tour. The 90-minute tour takes you along old roads of Portland and to the three lighthouses mentioned above. Along the way, Derek explains the city’s fascinating history and might even do a Portland rap for you! I highly suggest this knowledgeable and entertaining tour if you have limited time in Portland.

Bite into Maine: As the name suggests, you’re going to bite into Maine cuisine at this food truck located at Fort Williams near the Portland Head Lighthouse. Owner Sarah has concocted several versions of the classic lobster roll. Each at mouthwatering as the other. I tried the classic Maine style with Maine-made root beer and finished it off with a delicious blueberry whoopie pie. Dare I say it, I think this way my favourite lobster roll to date.

Duckfat Friteshack: Just writing about these delicious fries from Duckfat is making me drool. Duckfat makes their fries the Belgian way – double fried – but in duck fat, instead of oil. They were crispy, melt in your mouth, delicious. They also have a restaurant located in the Old Port, if you want more of a sit-down dinner.

Eventide: Get fresh oysters, a warm lobster roll and other tapas-style dishes at Eventide. This trendy spot serves up some delicious food. And I have to say, I really enjoyed the warm, buttery lobster roll. It’s different than anywhere else I tried.  

Budget – Black Elephant Hostel : This independently-run hostel is the only hostel operating in Portland. It’s definitely a funky place to stay just outside of the Old Port area in Portland. They have twelve different rooms that can accommodate a range of people.

Midrange – the Spring Point Inn : Run by the hospitality students at Southern Maine Community College, the Spring Point Inn is a lovely place to rest your head for the night. There are eight cozy rooms, with many overlooking the Spring Point Ledge Lighthouse. While the Inn is located outside of the city of Portland, it’s a comfortable place to stay in the mid-price range.

*Disclosure: I was hosted by Portland Harbor Hotel for a night. All opinions are my own.

Luxury – Portland Harbor Hotel : If you want to feel treated like a queen right in the heart of Portland, then stay at the Portland Harbor Hotel. This lovely old hotel is Portland’s only AAA four-diamond hotel. The recent renovation gives the entire hotel a nautical theme, perfect for this east coast location. The service from when you check in to the thoughtful turndown service was exemplary. I could have stayed here in luxury forever.

Next up on the New England road trip itinerary is Maine’s Mid-Coast. Once you’ve got a taste of Maine’s most populous city, then you’re going to head north for the perfect place to relax and see the spectacular rugged coast.

Day six: Route 1 to Camden

You’re officially halfway on your New England road trip itinerary, but the best is yet to come. Start your morning with a coffee (see suggestions below) and hit the road!

Eartha Globe, Yarmouth: First stop is to visit Eartha, a giant, moving globe located at Garmin’s Maine office in Yarmouth. In fact, it’s the world’s largest revolving globe. As an avid traveller, I just had to check it out. It was built inside an atrium in 1998 at the DeLorme headquarters; Garmin bought the company in 2016.

L.L. Bean flagship and giant boot, Freeport: When you’re on a road trip, you have to check out giant roadside attractions. And the L.L. Bean boot is one of them. Located at L.L. Bean’s flagship store and outlet in Freeport, the giant boot and the surrounding shopping complex is a must experience. It’s the first and largest L.L. Bean store in the world and its open 24/7!

Androscoggin Swinging Bridge, Brunswick: The Androscoggin Swinging Bridge is a pedestrian suspension bridge that crosses the Androscoggin River in Brunswick. Stop here for a little rest or stroll along the Riverwalk, because this is where you’ll hook onto the Scenic Route 1 for the rest of the trip.

Whaleback Shell Midden State Historic Site, Damariscotta: The Damariscotta River is known for its oysters, who love the cold, deep water. This place has been a gathering point for Indigenous Peoples for millennia before settlers arrived in the Americas. Evidence of this is at Whaleback Shell Midden State Historic Site, where heaps of oyster shells, discarded by the Indigenous peoples, were found.

Pemaquid Point Lighthouse, Pemaquid Point: This lighthouse is located at the southern point of one of the peninsulas along Maine’s coast. It was built way back in 1827 on the orders of US President John Quincy Adams. What’s neat about this lighthouse is where it’s located. The geological surroundings are striking, and the rocks look like they are folding into each other and the sea. Try to spot some of the sparkly white rock running like ribbons along the darker grey rock. PS, I totally called this place “Permasquid” like a squid with a perm, but it’s called Pemaquid.

Owls Head Lighthouse, Rockland: Next stop is Owls Head Lighthouse near Rockland. Here, you’ll find a short lighthouse atop a hill. You’ll need to climb a few stairs, but the view is worth it. This little light overlooks the Penobscot Bay; you’ll just want to stare out into the sea forever.

Center for Maine Contemporary Art, Rockland: Take a break at the Centre for Maine Contemporary Art, located in Rockland. This art gallery is right in the heart of Rockland’s downtown, and perfect to stretch your legs and engage your mind. It’s open from 10am to 5pm, Wednesday to Saturday and noon to 5pm on Sunday. Admission is $8.

Rockland Harbor Breakwater Lighthouse, Rockland: For your last lighthouse of the day, don’t miss the Rockland Breakwater Harbor Lighthouse. Located just outside the town of Rockland, this cottage style lighthouse sits at the end of a 1.4 km (7/8 mile) breakwater. You can walk the entire length and get up close to the building. We timed ourselves. It takes 18 minutes to walk along the rocky outcrop. I suggest not doing this during bad weather, or you’ll be swept into the ocean.

Megunticook Falls, Camden: The Megunticook River runs right underneath the town of Camden, so when you get here you have to check out the Megunticook Falls, a cascade of water that runs right from underneath the stores and into the harbour. Make sure to go on both sides of the falls for different views!  

Downtown Camden: Camden is known as the Jewel of Maine, and it’s easy to see why, with its tree-lined streets, homey-atmosphere, and lovely ocean views. Stroll along the downtown and duck into one of the many antique shops. And don’t forget to search for a bite to eat!

Higher Grounds, Portland: Start your morning in Portland at Higher Grounds for coffee. They serve locally-roasted coffee and a variety of fine foods. Try their morning bun; it’s delicious!

Shuck Station Raw Bar, Newcastle: The Damariscotta River is known for the high-quality oysters that grow here. The cold, deep river is the perfect breeding ground for these delicious delicacies, so what better place to have your oysters and a shuck shack right on the river? Shuck Station Raw Bar does just that, plus they have a variety, depending on your tastes.

Sea Dog Brewing Co, Camden: Eat and drink your heart out at the Camden location of Sea Dog Brewing Co. From seafood to tacos to salads and burgers, they’ve got just about everything here. Plus you can sample their 10 different beers. Bottoms up!

Budget – Towne Motel: Located inside the town limits, this motel is a simple, yet affordable option for resting your head in Camden. The rooms are nautical themed to keep the with Maine coast vibe.

Midrange – The Inn at Camden Place: This Inn is located right on the Megunticook River in an old renovated factory. You’ll want to cozy up in their plush beds or sit at a chair by the window watching the river speed by.

Luxury – Grand Harbor Inn : This AAA four-diamond hotel is right in the heart of Camden, with views overlooking the harbour. Plus, this boutique hotel is pet-friendly, who can say no to that?!

You’re at the home stretch of the New England road trip itinerary. Spend the next two nights in Bar Harbor, right on the outskirts of Acadia National Park. On this leg of the trip, you’ll get up early for sunrise on Cadillac Mountain, wander the streets of Bar Harbor and walk along the rugged coast of Acadia National Park.

Day seven: route 1 to Bar Harbor

On day seven of the New England road trip itinerary, you’ll be taking Scenic Route 1 then leaving the highway to drive to Bar Harbor, a sleepy town in the offseason and a busy town in the summer and fall. That’s because Bar Harbor is the largest town next to Acadia National Park, where people flock to in the summer and go leaf peeping in the fall. But before you get there, you’ll want to stop at a few places first.

Main Street, Belfast: Like many small towns in America, Belfast has a beautiful and historic downtown. Take a quick stroll along the shops to see if anything catches your eye. Make sure to see the Belfast and Area Chamber of Commerce, which is situated in an old-timey gas station. Definitely one of the more colourful buildings in town.

Belfast Harbor Walk, Belfast: Hop onto the harbour walk path, which takes you through the Front Street Ship Yard where you can see some BIG boats in BIG slings being worked on.

Belfast Armistice Bridge, Belfast: You’ll take the path all the way until you reach the footbridge. The Belfast Armistice Bridge is a pedestrian bridge that crosses the Passagassawakeag River. It used to be an old rail line but was converted into a trail recently. Check out the River views from here.

Fort Knox, Penobscot: Next stop is Fort Knox! No, not that famous Fort Knox, which houses the US gold reserves. This is the other Fort Knox. It’s one of the best preserved military fortifications from the 1800s on the east coast. It was designed and built after the war of 1812, to protect the area from further British invasion. The troops here never saw military action. Today, the fort is open from May 1 to October 31. It costs $6 to enter, or $8 if you would like to visit both the fort and the observatory.

Penobscot Narrows Bridge and Observatory, Penobscot: The Penobscot Narrows Bridge is fairly new. It opened in 2006 as a replacement for the historic Waldo-Hancock Bridge that had corroded beyond repair. However, when building this bridge, the designers thought an observatory at the top of one of the support towers would be a cool idea. They were right. Today, you can take an elevator to the top of the word largest bridge observatories for views up and down the Penobscot River. You can get an $8 ticket that includes both Fort Knox and the observatory.

If you would like a free view of Fort Knox and Penobscot Bridge, then head across the river to Bucksport Veterans Park, in Bucksport, which is what I did since the observatory was not open at the time of my visit.

Main Street, Bar Harbor: You finally made it to Bar Harbor. Your first stop is to explore Main Street and surrounding downtown. Make sure to stop into any one of the unique shops along the downtown to get made in Maine products and souvenirs. Check out the Village Green and grab an ice cream at one of the delicious ice cream shops downtown.

West Street, Bar Harbor: Next head to West Street, which is the street nearest the harbour. This is where you’ll catch a boat tour if you elect to take one. You’ll want to take pictures at Agamont Park since it has such nice views over the surrounding bay. You’ll also want to come back here for dinner!

The Shore Path, Bar Harbor: For a quick walk, this 1.6 km (1 mile) round trip path follows along Bar Harbor’s sea wall. It passes by some of Bar Harbor’s most luxurious estates and gives excellent views of the surrounding bay and islands.

Sunset at Blue Hill Overlook: Make sure to check the time of the sunset when you go, because you’re going to want to take the drive up to Blue Hill Overlook for sunset. Because Blue Hill Overlook faces west, you’ll be in for a treat when the sun dips below the horizon. If you can’t get there for sunset, no worries, Blue Hill Overlook is still beautiful at other times of the day and should not be missed!

Bagel Café, Camden: Grab your fill of coffee and fresh bagels at the Bagel Café. Pick up two for the road! You never know when you might want a delicious snack!

West Street Café, Bar Harbor: Less of a café, more of a bistro, the West Street Café is a great spot to satisfy your hunger at dinner time. Try their lobster roll while you stare out their big windows to the sea!

Day eight: Sunrise and Park Loop Road

On day eight of the New England road trip itinerary, you’ll want to get up early for sunrise. Trust me; it’s worth it. Then, power through so you can explore the rest of Acadia National Park.

Sunrise at Cadillac Mountain: Up and at ‘em! It’s time for sunrise on Cadillac Mountain. Timing is everything. It takes about 30ish minutes to get from Bar Harbor to the top of Cadillac Mountain (don’t worry you can drive right to the top), which means you’ll want to time your trip to arrive about 30 minutes before sunrise since that’s when the colours are at their best.

Did you know? Cadillac Mountain is the supposedly first spot in Maine and the continental US to see the sunrise. While the exact place may be up for debate, the height of Cadillac Mountain and the beauty of the surrounding area certainly leads people to flock here every morning for a beautiful sunrise. Just bring warm clothes and a couple of blankets, because it can get pretty windy up there.

Blue Hill Overlook: If you didn’t get a chance to catch sunset last night, then drive over to Blue Hill Overlook to take in the beautiful surroundings with the sun at your back.

Duck Brook Bridge: Before jumping onto the Park Loop Road, take a small detour to see the Duck Brook Bridge, which is part of the dozens of carriage roads that wind throughout Acadia National Park. And who can pass up a quaint little waterfall?

Thunder Hole: Jump onto the Park Loop Road 43km (27-mile) loop around Acadia National Park’s most beautiful scenery. Much of the trip is one way, so make sure to stop at every place you want to stop, because you won’t be able to turn around. Because it’s one way, you can actually park on the right side of the road, which the left lane can keep traffic moving.

Stop at Egg Rock Overlook, Schooner Head Overlook, and Great Head for a quick hike, then make your way to Thunder Hole for high tide. A naturally forming cave lies beneath the rocky surface. At low tide, you can head down the step to have a peek inside, but at high tide, it’s a different story. The waves and the cave combine to create a thunderous boom, giving the place its name. Apparently, the best time to go is between low and high tide, where the waves are just right to make the thunderous boom and launch the spray nearly 40 feet into the air. It’s a natural marvel you don’t want to miss!

Otter Cliff Lookout: Another great scenic lookout stop is at Otter Cliff Lookout, located just a little further down from Thunder Hole. You can park in a small parking lot just off the road then make your way across the road to the overlook. Here you’ll get some amazing views of Acadia National Park’s rocky coast. I loved listening to the waves crash against the cliffs.

Little Hunters Beach: Next stop along the Park Loop Road is Little Hunters Beach. You can park in a small pull over and climb down the stairs to a beach that is hidden from view from the road. First, marvel at the little waterfall running right under the road. The beach is made up of smooth rounded rocks, created by erosion from the constant waves. You can hear the rocks scrape against each other as the waves roll back into the sea. It sounds like one of those rain sticks people had when I was a kid.

Jordan Pond: After stopping at Little Hunters Beach, the Park Loop Road heads back inland, cutting a path through the middle of the park. Pull over at the Jordan Pond parking lot and head down to walk along the shore of this lake. The two lumpy mountains to the north are the Bubbles, after their round shape.

A Slice of Eden, Bar Harbor: Just like the name suggests, a Slice of Eden is a delicious spot for heavenly food. They have everything from sandwiches to salads to breakfast foods to cakes and treats. You’ve got to try their whoopie pie, which is Maine’s official state treat (their official state dessert is blueberry pie.) For the whole story on that, you have to ask Derek of the Real Portland Tour!

Project Social, Bar Harbor: If you want a light lunch or dinner, or can’t decide what you want, then Project Social is where it’s at. This place is known for its tapas and craft cocktails.

Thirsty Whale, Bar Harbor : For pub fare and a spot that was recommended to me, head to the Thirsty Whale, a charming tavern in the heart of Bar Harbor. They’re known for their lobster rolls, fish sandwiches and homemade chowders. Definitely worth a stop!

Day nine: Western portion of Mt. Desert Island, back to Portland

It’s your last day on the New England road trip itinerary! I know, so sad, I bet the trip just flew by. After checking out a few places on the western side of Mount Desert Island, you can take the I-95 to rush back to Portland. If you’re trying to make it back to Boston, there’s the last Downeaster that leaves Portland at 6:15pm and arrives in Boston for 8:45pm. If you’re not rushing back, then take it easy and enjoy the rest of your trip!

Bass Harbor Head Lighthouse, Bass Harbor: In the western portion of Mount Desert Island, which is where the majority of Acadia National Park is located, you’ll find the Bass Harbor Head Lighthouse. This is also the southernmost point of the island. A Coast Guard family occupies the house next to the light, so respect their privacy, but you can get up close to the lighthouse and the original fog bell. Take the short Bass Harbor Lighthouse Trail to get some incredible views of the ocean, the red Acadia National Park rocks and the lighthouse all on one photo!

Wonderland Trail: If you want to take a short, easy hike while in Acadia National Park, then the Wonderland Trail is the perfect place to do that. This 2.5km (1.6-mile) trek is an easy in-and-out trail that takes you through forest before spitting you out on the rocky shoreline.

Choco-Latte, Bar Harbor: Fuel up your morning at Choco-Latte in downtown Bar Harbor. They have a lot of items made with fine chocolates, but you can also get breakfast food and sandwiches too. You have to try their chocolate latte! It’s delicious.

Budget – Quality Inn : This motel may have budget prices in Bar Harbor, but the digs are not. It was a cozy and comfortable stay, and the motel is just on the outskirts of town. It was the perfect medium between a short jaunt into town and access to the park. One morning, three deer decided to visit on the hill right behind the motel, a perfect little slice of nature, right in their backyard.

Midrange – Acadia Hotel : In the centre of Bar Harbor sits the Acadia Hotel, a friendly and comfortable boutique hotel with a winning location. You’ll enjoy the nautical themed rooms that are beautifully decorated. Plus Project Social is part of the hotel, so you don’t have to go far for a great bite to eat.

Luxury – Bar Harbor Inn : If you want to stay in luxury, then you’ll find it waiting for you at Bar Harbor Inn, a historic waterfront hotel. From their plush rooms to the stunning views of the ocean, this place can’t be beaten. They also have a water view infinity pool!

New England Road Trip Itinerary

From Boston to Bar Harbor, this New England road trip will take you to the best of the best along the coast. Visit historic downtown Boston, stroll the trendy Portland streets, take in the beautiful scenery along Maine’s Mid Coast, and finally enjoy some time outdoors at Acadia National Park.

Olivia Rutt

Olivia Rutt is the travel writer and photographer behind My Wandering Voyage, a travel website helping working millennials find time to travel. She shares insight in trip planning, travel inspiration and photography tips. Olivia hails from southern Ontario, Canada where she works in the media industry between travels. Follow Olivia on Instagram where she shares her travel photos, or catch up with her on Facebook or Twitter.

Further Reading...

Road trip tips: What you need to know about taking the perfect cross-country road trip

Epic road trips in Canada you need to take

The ultimate weekend getaway to Portland, Maine

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Boston Escape: Road Tripping to Quaint Poland, Maine

Are you destined to quaint Poland, Maine? Plan a Boston to Maine road trip for a delightful adventure exploring coastal New England’s main streets and back roads. Escape the city for a leisurely drive up the coast, stopping to discover the picturesque cities and towns that line the Atlantic seaboard.

Or, take the more direct route to the Maine Turnpike, getting off in Gary for a quick visit to the Maine Wildlife Park and a peaceful hike through the Libby Hill Forest Trails. Either route takes you to our little slice of heaven on Tripp Lake in Poland, Maine .

— Take the Leisurely Route —

Scenic driving directions.

•  Hop on I-95 North to the Maine Turnpike
•  Exit I-95 at Exit 3 to Portsmouth, NH (pit stop)
•  Follow US-1 from Portsmouth, NH, to Kittery, ME (pit stop)
• Get back on 1-95 North
•  Take Exit 25 Fletcher St. to Kennebunk, ME (pit stop)
• Jump back on 1-95 North
• Take Exit 4 into Portland, ME (pit stop)
•  Follow ME-26 North and merge onto I-95 North/Maine Turnpike
• Take Exit 63 to Gray, Maine
• Turn Right onto ME-26
• Turn Left onto North Raymond Rd
•  Turn Right onto ME-11
• Turn a slight Left onto Jordan Shore Dr.
• You’ve arrived!

________________

Favorite Pit Stops Along the Way

——portsmouth, nh.

This city exudes a vibe of coastal maritime history and modern charm on the Piscataqua River. Wander the picturesque streets of downtown Portsmouth, filled with lovely boutiques, intimate bistros, and enchanting art galleries.

Stroll along the waterfront and visit historic points of interest. Portsmouth, a small but vibrant city with a lively cultural scene and a long connection to its nautical heritage, captivates all who visit.

Our Recommendations:

• Strawbery Banke Museum : A 10-acre outdoor history museum featuring restored houses, exhibits, and gardens
• Prescott Park: A beautiful waterfront park with gardens and picnic areas, and often hosts outdoor concerts and festivals
• Our Favorite Restaurant: The Black Trumpet Bistro offers a cozy, waterfront dining experience with a seasonal menu that highlights local ingredients

Additional Places to Eat:

• River House
• Caffe Kilim
• Earth Eagle Brewing

Additional Things to Do:

• Self-Guided Haunted Walking Audio Tour
• The Art and Science of Tea Blending
• Water Country
• Monkey Mind Escape Rooms
• Seacoast Science Center

——Kittery, ME

Known as an outlet shopping mecca, Kittery maintains an aura of coastal charm primarily in its downtown area, Kittery Foreside. A recent transformation has revealed a colorful collection of trendy boutiques, craft coffee shops, and chef-owned and operated restaurants.

Kittery is the oldest incorporated city in Maine and home to the Portsmouth Naval Shipyard, the nation’s longest-serving Navy yard. It blends its maritime history with the upbeat vibe of a thriving coastal village.

• Kittery Trading Post : A must-visit for outdoor enthusiasts, offering a wide range of gear and clothing
• Kittery Outlets : Great for shopping with a variety of brand-name outlets
•  Favorite Coffee Shop: Lil’s Café is a popular spot for delicious pastries and coffee
• Roberts Maine Grill
• Tulsi Indian Restaurant
• Anneke Jans
• When Pigs Fly
• Beach Pea Baking
• Anju Noodle Bar
• Fort McClary
• Fort Foster Park
• Rachel Carson Wildlife Refuge

——Kennebunk and Kennebunkport, ME

Two of Maine’s favorite coastal destinations, Kennebunk and neighboring Kennebunkport, owe much of their fame to former president Bush, a noteworthy summer resident. A drive along Ocean Avenue takes you right by the entrance to the gorgeous waterfront estate.

Kennebunk attracts visitors from all over with its charming shops and elegant eateries. When downtown gets busy, wander north along the shore to Cape Porpoise and Goose Rocks Beach for peace and quiet.

• Kennebunk Beaches : Beautiful, sandy beaches perfect for a relaxing stroll
• The Brick Store Museum : A local history museum with interesting exhibits
• The 4-course dining experience we had was unforgettable. We had venison and duck and they were mouth-watering delicious! Dessert was simple, yet beautifully displayed doughnuts. Amazing! Of course, this place has a little sentimental value as well because we had just found out that Nicole was pregnant with Aiden, our little “wolf cub.”
• Boulangerie
• The White Barn Inn
• Hb Provisions
• Lobster Roll Trail of the Kennebunk
• The Boathouse
• Beaches: Colony, Parsons, and Mothers
• Museum in the Streets
• Landmark Gallery
• Northlight Gallery
• Chris Becker Photo Gallery
• Sue Roux Designs
• Dock Square Emporium
• Gooch’s Beach
• Ganny’s Garden

——Portland, ME

The city of Portland blends a metro hub with the charming cobbled streets of the Old Port district. Spend the day exploring the working seaport area, take a ferry to one of Casco Bay’s offshore islands, or take a self-guided walking tour through this genuinely stylish and sophisticated metropolis.

Lighthouses and lobsters form the framework of Portland’s most anticipated treasures. But with a heady mixture of art and adventure, a visit to Portland satisfies all the senses.

• Old Port: A historic area with cobblestone streets, boutiques, and restaurants
• Portland Head Light : An iconic lighthouse with stunning views
• This restaurant speaks my food love language. The service was incredible, and I could eat their Wood-Grilled Hangar Steak every day. They also partner with some of our own farmer/growing partners at Wolf Cove Inn! Nicole and I ate here for my birthday last year with my mom and stepdad, just a few weeks after Aiden was born.
• Portland Lobster Company
• Butcher Burger
• Via Vecchia
• Henry’s Public House
• Saltwater Grille
• Paper Tiger
• Harbor Bistro and Terrace
• Gross Confection Bar
• The Grill Room
• North 43 Bistro
• Uncommon Paws
• Toad & Co
• Portland Trading Co
• Pinecone & Chickadee

— The Quick Route —

Fastest driving directions.

• Hop on I-95 north to the Maine Turnpike
• Take Exit 63 towards Gray, Maine (pit stop)
• Turn Left onto N Raymond Rd
• Turn Right onto ME-11

This quintessential New England town is between Portland and Freeport in southern Maine. Known for its abundance of recreational activity, the Maine Wildlife Park is here. The park protects injured or orphaned wildlife.

Libby Hill Forest, another Gray, ME landmark, offers miles of groomed hiking and cross-country skiing trails. Blessed with lakes, a great golf course, and quaint antique shops, Gray makes a great stop en route to Wolf Cove Inn.

• Maine Wildlife Park is a great place to see Maine’s wildlife up close. It will reopen in spring 2024. See a Moose for yourself!
• Libby Hill Forest Trails : Perfect for a peaceful hike.

Where to Eat Along the Way

Every great road trip includes an opportunity to sample the region’s culinary delights. Lobster, of course, tops the list of treats found in Maine. Mastering the art of deconstructing a whole lobster is not for the faint of heart. It’s a science carefully studied by all lobster lovers.

However, many dining establishments offer dozens of ways to appreciate this delicacy. So, to find the best places to eat lobster in Maine , let us introduce you to a few of our favorites.

In addition to lobster and the finest fresh seafood, Maine offers a wealth of great restaurants. Several excellent restaurants stand out in and around Poland. But for our road trip, let’s break it down town by town.

• In Portsmouth: Row 34
• In Kittery: Roberts Maine Grill
• In Kennebunks: H B Provisions
• In Portland: Butcher Burger Old Port
• In Gray: Manee Thai (Or take a quick detour just 10 minutes off Route 95, Trudy Bird’s is a Scandinavian favorite.)

What to Do Along the Way

Each of our favorite pit stops on a road trip to quaint Poland, Maine, offers fun, funky, and entertaining activities. See our linked lists above! However, once you reach Wolf Cove Inn, we recommend many great ways to explore the area . But each of these road trip pit stops deserves a bit of time to get to know better.

The Ultimate Boston Escape

So, the next time you need an escape, plan a Boston to Maine road trip. The sights, sounds, and smells along the way will lead you to tranquil luxury at Wolf Cove Inn in Poland, Maine.

We welcome you to our charming and relaxing lakeside retreat, an oasis in the heart of the lakes district.

Published April 2024

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The Ultimate Maine Road Trip Itinerary

June 26, 2020 //  by  Follow Me Away //   3 Comments

Trying to plan the perfect Maine road trip? Look no further! We’re here to help make the process a little less stressful!

It is one of the best road trips in the USA and should totally be on your bucket list!

Maine has so much to offer: from scenic roads to iconic lighthouses, famous lobster shacks, breathtaking trees alongside winding drives, fun cities, and some national parks, you won’t be disappointed with any stop you add to your Maine road trip itinerary. 

We are listing some of our favorite and “must-see” stops for a Maine road trip below. Victoria actually grew up exploring Maine and New England by RV, so we hope that you enjoy this itinerary!

Keep your personal timeline in mind as you get the car ready to go! You’re in for an amazing adventure.

The Ultimate Maine Road trip Itinerary

Getting to maine .

When starting your Maine road trip, we recommend flying into the Boston Logan International Airport. This airport is large and therefore a huge hub for many Airlines such as Delta, Cape Air, Southwest, American, United, and more. 

Because this airport is a hub, it also has a variety of cities to depart from, including, Chicago, Dallas, Atlanta Fort Lauderdale, Vegas, and more! So no matter where you are coming from, you will find a well-priced flight here at Boston Logan International Airport. 

If you want to fly into somewhere else, however, you can also consider flying into Portland (Portland, Maine, of course!), through their Portland International Jetport! We just suggest Boston Logan International because it is close to the border of the state and easier to rent cars from for Maine road trip! 

Getting Around During Your Maine Road Trip 

To begin your Maine road trip, you’ll need a car! So make sure to stop by the Rental Car Center serving Boston Logan after you land. Airport terminals run every 5-6 minutes and will take you straight to the RCC where you can rent out a vehicle.

Here you can rent from Enterprise, Budget, Hertz, Alamo, BOS, Thrifty, and Advantage! Just make sure to get a car that has some room and good gas mileage so you are comfortable and prepared for all your adventures of a road trip to Maine. 

Don’t forget to check out our Detailed Road Trip Packing List so you don’t forget any essentials for your trip!

When to See Fall Foliage in Maine 

We know that the fall foliage in New England is spectacular: people come from all over to see the leaves change, and Maine has some of the bright orange, yellow and red hues across their Maples, Oaks, Elms and Birch trees. 

Many people travel to Maine during late September to see the fall foliage. The September to October weather also is perfect timing for touring the coast and witnessing these hues act as a stake contrast of the blue waters of the nearby oceans, lakes, and rivers! So make sure to keep this in mind when you’re planning a date for your Maine road trip!

Stop 1: Rest and Relax at Ogunquit Beach

Ogunquit, Maine is a must stop for your Maine road trip because it truly is a beautiful place by the sea! With miles of sandy beaches, a scenic coast, art galleries, fun shopping, and dining adventures, this place ranks as one of the best vacation spots! 

Perkins Cove is a small fishing village that is great for shopping and restaurants! There are also a variety of tours from boat harbors that you can visit here! Marginal Way is a 1.25-mile coastal walking path that connects Perkins Village to Ogunquit, so this is a great science route to walk. 

There is also some great theater here, so you can check out the Ogunquit Playhouse or the Museum of American Art if you’re interested! Or if you want to do something beyond the beach and small towns, make sure to check our some events: local food and wine tastings are popular and fall-themed events are dependent on the time of year you visit! 

Where to Stay in Ogunquit Beach

Mid-Range: Ogunquit River Inn. Check Rates: Booking.com 

Mid-Range: Ogunquit Tides . Check Rates: Booking.com

Stop 2: Continue to Relax in Kennebunkport 

Kennebunkport is a coastal town in southern Maine that is famous for it’s long, sandy beaches. You must check this location out during your Maine road trip if you’re interested in stopping by Goose Rocks Beach as well as Arundel Beach.  This is truly one of the best things to do in Maine!

The Seashore Trolley Museum is also a neat and niche place that displays a huge collection of streetcars, and many people like checking out St. Ann’e Episcopal Church since it dates back to 1887 and its rustic stone architecture contrasted with its grass fields are breathtaking. 

Cape Porpoise is also a nearby lobster-fishing village that sits in a harbor and is well known for its local seafood. From most restaurants and galleries here, you can also view the 1833 Goat Island Lighthouse! 

Where to Stay in Kennebunkport

Mid-Range: Lodge at Kennebunk.  Check Rates: Booking.com

High Range-Range: The Boathouse. Check Rates: Booking.com

Stop 3: Make sure to Visit Cape Elizabeth for Iconic Lighthouses

A Genteel town, Cape Elizabeth is another stop you have to spend some time during your Maine road trip This place of history and coastlines and parks hugs the Casco Bay , making ripe for adventure! 

Many tourists love to explore this area by bike and cross the Casco Bay Bridge to get to the Cape Elizabeth’s coast. But the hardest decision to make when visiting here comes down to visiting lighthouses: there are so many! Portland Headlight, Ram Island Ledge Lighthouse, and Cape Elizabeth Lighthouse  are active and great views. 

Williams Par k has great trails to explore old batteries, but more importantly, Two Lights State Park is set on a rocky shoreline where you can view twin lighthouses that are close by. This place is perfect for lunch alongside the crashing waves, but you can also check out Crescent Bech State Park!

Where to Stay Near Cape Elizabeth 

Mid-Range: The Francis Check Rates: Booking.com

High-Range: Inn by the Sea . Check Rates: Booking.com

Stop 4: Spend some time in Portland, Maine (not Oregon!) 

Set on the peninsula extending into Casco Bay , Portland is a great city to stop in during your Maine road trip, and it’s close to Cape Elizabeth!  The Old Port features fishing wharves, warehouses, restaurants, and unique Indie shops that are great for exploring. 

Fort Willams Park is fantastic for visiting a rocky coast, as the seaside park is coastal and has an old fort and views of lighthouses! The Portland Head Lighthouse is also super cool to check out. 

If you’re looking for something more “indoors” to do, you can check out the Portland Museum of Art, but we highly recommend visiting Peaks Island , where there are more beaches and a really cool Fifth Maine Regiment Museum ! 

Where to stay near Portland 

Mid-Range: Hampton Inn Portland Downtown Waterfront Check Rates: Booking.com

High-Range: Portland Harbor Hotel. Check Rates: Booking.com

Stop 5: Enjoy the Water in Waldoboro 

Waldoboro is a cute, quaint town in Maine that is perfect for any Maine road trip itinerary. Well known for its lakes, this place thrives off of its agricultural and fishing legacy. 

We recommend checking out all the lake and pond wonders Waldoboro has! From Damariscotta Lake to Pemaquid Pond and Duckpuddle Pond , these bodies of waters are perfect for evenings that you want to fish, relax, boat, and watch sunsets! 

We also think the Waldoboro Historical Society is a cute museum to check out! And the Goose River Peace Corps Preserve and Pond are just fantastic for exploring trails and greenery! Make sure to take in the scenery at Waldoboro! 

Where to Stay Near Waldoboro

Mid-Range: Claddagh Motel and Suites. Check Rates: Booking.com 

Mid-Range: Ledges by the Bay . Check Rates: Booking.com

Stop 6: Check out Rockland and it’s cute Bay and Harbor

Rockland , Maine is a popular tourist spot, so you must add it to your Maine road trip itinerary. Rockland is known as mid-coast Maine and is beautifully famous because the mountains and sea converge here right on Rockland Harbor and Penobscot Bay . 

The Rockland Breakwater Lighthouse is a highlight of the town, and there are plenty of tours you can take that lets you travel around Penobscot Bay. 

There are also amazing restaurants and shops to check out here, such as Rustica — a great Italian place– and Jess’ Market . Many tourists love renting bikes to explore the small-time and highly recommend looking at great festivals that might be going on when you visit: Rockland is famous for its Summer Solstice Festival! 

Where to Stay Near Rockland

Mid-Range: Glen Cove Inn & Suites. Check Rates: Booking.com

Mid-Range : Strawberry Hill Seaside Inn. Check Rates: Booking.com

Stop 7: You Must See the East Coast’s Acadia National Park 

Would you really be on a Maine road trip without stopping by and witnessing Acadia National Park in all of its glory? Acadia National Park is a 47,000-acre recreation area on Maine’s Mount Desert. 

Known for its foods, rocky beaches, and breathtaking granite, there are some must-sees here. Cadillac Mountain is the tallest point on the East coast for example. It’s known for its sweeping panoramic views. 

But also make sure to check out Sand Beach , where the quiet cove is super relaxing, or even Jordan Pond where there are some beautiful trails with nearby mountains and lakes! We recommend ensuring that you check out the Bubble Mountain hike though, and Mount Desert Island! 

Where to stay near Acadia

Low-Range: Acadia Pines Motel. Check Rates: Booking.com 

Mid-Range: Anchorage Motel. Check Rates: Booking.com

Stop 8: Spend some Time In Bar Harbor 

This bayside town is close to Acadia and is a popular getaway or stops for tourists which is why we’re listing it on your Maine road trip itinerary! You can view this town from the top of Cadillac Mountain.

Many people stop by here because it is so close to Acadia, but while here make sure to check out the Ocean Trail, Schoodic Peninsula, and Frenchman Bay . 

The Criterion Theatre is also a cool place for an evening in, or exploring Village Green , a small historical town with lots to explore! The College of the Atlantic Gardens is also quaint and quiet if you’re looking for something a bit different to explore!

Where to stay in Bar Harbor

Mid-Range: Moseley Cottage Inn. Check Rates: Booking.com

High-Range: Bar Harbor Grand Hotel. Check Rates: Booking.com

Stop 9: Take a trip on a ferry to Nova Scotia 

Although Nova Scotia is technically a province in eastern Canada and not a part of Maine, you have to add it to your Maine road trip! Thankfully you can take the CAT ferry from Bar Harbor for a day trip to Nova! 

Some of the top sights you’ll want to visit in Nova during your trip include the Cape Breton Highlands National Park where you can take trails through mountains, valleys, waterfalls, and coastlines. The Kejimkujik National Park is similar to Cape Breton as well! 

Or you can explore the Maritime Museum of the Atlantic, the Halifax Public Gardens of the Halifax Citadel National Site. And if you’re feeling REALLY adventurous, off the coast of Sable Island there are tons of shipwrecks to explore if you want to go diving or snorkeling! Just watch for the high tides Nova is famous for! 

Where to Stay in Nova Scotia

Low-Range: Hillside Landing B&B. Check Rates: Booking.com

Mid-Range: Residence Inn. Check Rates: Booking.com

We are so excited you’ve chosen o embark on a Maine road trip, as it is truly a gorgeous state with unforgettable coastlines. After your day trip to Nova, you can head back to Boston or Portland to go ahead and fly home! But as we’ve mentioned, this guide only touches the surface of what Maine has to offer. If you want to know more or have more time to explore, check out some other stops as well. Either way, we know you’ll have fun!

With More Time: 

There is truly so much to do in Maine, so if you are traveling with a bit more time, or for a longer period of time, we are adding a few more stops you might want to stop and explore during your Maine road trip! These stops are super popular as well but are a bit further out of the “loop” during your traveling adventures. They will take more time to get to, but definitely check them out if you have that extra time!

Visit Chimney Pond Via Mount Katahdin

To climb Mount Katahdin during your extended Maine road trip, we suggest taking the Chimney Pond Trail. This trail is 6.3 miles and is considered a “moderate” hike, but is well known for the lake and views it offers.

The Chimney Pond Campgrounds are also part of the “backcountry” near Baxter State Park . Here you can rest and realz while having the closest access to other trails such as Hamlin Ridge and Saddle .  

Visit Oh My Gosh Corner/Carrabassett

Carrabassett Valley is located between the Bigelow Mountains and is known for its scenic routes of birches and rivers. Many people love to come here for skiing in the winter, as there is a bend in the Route known as “Oh My Gosh Corner.”  

From this corner, you can see Sugarloaf Mountain, is 163 trails trifling down its surface. The bend in this road is breathtaking: its north-facing mountain towers around the corner at a 4,237 summit along Carrabassett River . You don’t want to miss it during your Maine road trip.

Visit Moosehead Lake 

Moosehead Lake is the largest lake in Maine, which means you have to stop and see it with your Maine itinerary! Situated in the Longfellow Mountains , this lake is surrounded by the Kennebec River.

Near Beaver Cove , the terrain slopes gently toward the water making it a perfect place to swim. The water clarity is great, temperatures fairly warm, and Mount Kineo is also close: here you can explore the 700-foot scenic cliffs in-between your lake day! 

Visit Rangeley Lake 

Fed by a variety of streams, Rangeley Lake is situated close to Rangeley , which was named one of the best winter towns inNew England. Its lake is over 6,000 arches and is super deep (149 feet!). But no matter what time of year you are taking your Maine road trip, you’ve got to stop here! 

Many people love to fish here, as the lake is known for its brook trout and salmon. Beyond the lake though, there is Rangeley Village with hotels, restaurants and shops, and the Rangeley Lakes Region Historical Society is a cute museum that exhibits the town’s history! 

Visit Sugarloaf Mountain 

Sugarloaf Mountain is a lovely mountain in Maine. Open from 8 a.m. until sunset, this natural landmark has geographical beauty and striking landscape views. After taking lifts to the top of Sugarloaf and exploring the park, you can check out the nearby towns. 

Visit Baxter State Park 

Our last suggestion for your Maine road trip itinerary includes Baxter State Park . This is a large wilderness area that has been permanently preserved and features a variety of trails (we highly recommend checking out the Knife Edge trail !), sights, and mountains. 

Mount Katahdin is Maine’s tallest peak and is located here. It is also a favorite hike amongst tourists! And Baxter Peak is also popular, although its trial is more difficult. If you’re feeling more “woodsy” too, you can explore the monuments and breathtaking sights of Katahdin Woods and Waters! 

And there you have it! A great Maine road trip itinerary that will take you around the state to experience national parks, iconic lighthouses, potent landscapes, and more. Make sure to drive safe and have TONS of fun during your Maine road trip– we promise it will be unforgettable! 

Reader Interactions

July 12, 2020 at 12:14 pm

What a wonderful trip through Maine. I have done some of it but would love to return to see the rest. It is a beautiful state with so many places to visit…One day…

October 14, 2022 at 8:39 pm

thanks for the good read. i am going solo as i promised to see Maine before i am 60 ill let you know how much i love it

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Our mission is to serve the 50+ traveler who's ready to cross a few items off their bucket list.

12 Fantastic Stops On A Road Trip From Boston, Massachusetts To Bangor, Maine

• Destinations
• Massachusetts
• New England
• New Hampshire
• Road Trips In The U.S.
• Types of Travel
• United States

Boston is the perfect city to begin this scenic New England seacoast trip. The booming Seaport District, luxury shopping in the Prudential Center, or places to explore Boston’s historic past are all just minutes from Logan International Airport. The busy airport offers a convenient spot to begin your Boston to Bangor road trip. Finish up your adventure in Bangor, a friendly and walkable city. It is home to author Stephen King and local nature-focused experiences that are a nod to Maine’s great forests. 

With a fun rental, maybe a Jeep with a fold-back soft-top or a classic Mustang convertible, you will be off in search of amazing coastal cuisine, unique shopping experiences, perfectly curated craft brews, and coastal fun-in-the-sun adventures.

Some information in this piece was obtained during a sponsored press trip, but all recommendations are my own.

1. Boston, Massachusetts

Shopping at the airy Prudential Center , home to high-end brands, is a feast for the fashionista’s eyes. You can find L’occitane, Swarovski, Oakley, and more that will satisfy your desire to own pretty things. When you need to stop for a bite, try Earls Kitchen & Bar or Eataly , both globally well-known establishments. 

History buffs will need to experience Boston’s Freedom Trail . Another great option for exploring the city is the Boston Duck Boat Tour , a unique land and water tour.

Boston is home to many classic, well-known craft breweries. Check out our list of 5 Fantastic Breweries To Visit In Boston to help you decide which one or two you want to visit while you are in town.

Start your trip with a Boston luxury stay. There are a wide selection of great options. The Marriott Vacation Club Pulse is in the renovated historic Custom House. They offer well-appointed suites with panoramic views of the city.

2. Newburyport, Massachusetts

As you begin your trek north, stop for lunch at Bob Lobster in Newburyport. There is always a line filled with hungry locals and visitors, but it moves quickly. Their selection of lobster rolls are fresh and tasty. 

Take a walk around the beach at Plum Island or the Parker River National Wildlife Refuge to experience a coastal habitat for over 300 species of birds and wildlife. 

For more information about visiting beautiful Newburyport, check out How To Spend A Perfect Day In Quaint Newburyport .

3. Hampton Beach, New Hampshire

New Hampshire’s coastline is relatively short when compared to their northern and southern neighbors. However, they jam a tremendous amount of beachy fun in a little package. Hampton Beach is a classic East Coast beach, where aromas of fried food, suntan lotion, and salty air morph together in the quintessential “day at the beach” memory.

The water is chilly, but the beach is wide with a walkway and parking along its length. Hampton Beach is the spot for your road trip beach day.

Get the most out of your Hampton Beach visit with links to all the around town happenings in How To Spend A Perfect Day In Quaint Hampton Beach .

4. Portsmouth, New Hampshire

Portsmouth is a lovely stop along the way to wander through quaint shops, small bistros, and artist galleries. 

Portsmouth Brewery is an anchor in Portsmouth’s bar and restaurant scene. Order a flight to sample a variety of their craft brews at this fun lunch or dinner spot. 

Another great stop is the Salt Cellar , where you can find a wide variety of finishing salts. Try the Black Lava Sea Salt, Lime Citrus Sea Salt, Merlot Wine Sea Salt, and others. They will add the perfect four-star touch to your home-cooked delicacies. 

5. York, Maine

More beachy fun awaits you in York, Maine. Short Sands, York’s main sandy beach, is located in the heart of the action. The beach area offers parking and a busy downtown district with shops and restaurants. Long Sands Beach is another popular York beach. It has sections of rocks to scramble over and a sandy beach area along with on-street parking.

A must-see shop is the Stonewall Kitchen Company Store . Every Stonewall product you love, but can never find at home, is here just for you. Additionally, they offer cooking classes in their onsite kitchen.

6. Portland, Maine

Portland is a seaport city full of history, foodies, and fun. You can spend lots of time wandering the Old Port district exploring wonderful restaurants and quaint shops.

Red Soxs fans will want to take in a game and watch the Portland Sea Dogs . You never know what up-and-coming baseball phenom or rehabbing all-star may take the field.

One must-stop is The Holy Donut . Their mashed potato donuts are making baked goods history. Dine on pomegranate, maple bacon, and sea salt donuts made with fresh Maine potatoes. Sweet treats with healthier ingredients and their daily rotation of flavors will amaze and delight you. 

7. Freeport, Maine

Freeport is home to the L.L. Bean Flagship Store , which is really more like a compound with separate buildings including the Hunting and Fishing Store; Bike, Boat, and Ski Store; Home Store; and the Outlet Store. For the L.L. Bean enthusiast, it is possible to spend an entire day exploring. 

When you are finished shopping, stop at Stars & Stripes Brewing Company and enjoy a fresh craft beer while you ogle over your shopping purchases. 

You can easily spend an entire day in Freeport. How To Spend A Fantastic Day In Freeport, Maine: Shopping, Eating, And Relaxing is full of tips for getting the most out of your visit.

8. Bath, Maine

Bath’s Main Street is an artisan haven. Beautiful historic buildings filled with shops carrying items from Maine’s artists and crafters contribute to the bohemian vibe. 

Stop at Bath Sweet Shoppe for a mid-day, sweet treat. A bag of milk chocolate gold coins or Jelly Belly Red Raspberry Hearts evokes fond childhood memories. 

9. Wiscasset, Maine

Enjoy a leisurely afternoon in historic Wiscasset. Visit the Nickels-Sortwell House , the 1812 Jail , and the Castle Tucker home for a peek into the lives and times of the people of coastal Maine.

Enjoy an al fresco lunch from the legendary Red’s Eats . The line gets particularly long during traditional dining hours, but queueing up for a mid-afternoon meal means less waiting time. 

10. Camden, Maine

Camden’s charming waterfront downtown area is blessed with picture-perfect views. Sailboats grace the snug harbor, which is lined with local restaurants offering on-the-water dining views. 

Maine is known for its lobster, and you won’t find a better lobster roll than at McLoon’s Lobster Shack located on Spruce Head Island. Tucked away in a classic Maine cove is a small red shack that serves up amazing seafood. It is worth the drive; your reward is a beautiful view and a perfectly prepared lobster.

If you have extra time to stay over in Camden, you will find great ideas in How To Spend A Beautiful Weekend In Quaint Camden, Maine . 

11. Belfast, Maine

Belfast is a charming town that rises from the waterfront to a thriving shopping area. The waterfront is busy with fishing and leisure boats making their way out to Penobscot Bay. 

Visit Eat More Cheese to kit out your picnic basket, then grab a bench and enjoy the waterfront views. 

12. Bangor, Maine

Bangor has a cozy, hometown feel wrapped in a sophisticated city that only Mainers can seem to accomplish. A hub for big-name concerts and great food, the hometown of Stephen King, and close to forested wonderment, Bangor is unique.

Waterfront Concerts presents concerts from nine of Bangor’s concert venues. With guests like Thomas Rhett, Jay Leno, Brothers Osborne, Kiss, and others, you can plan your visit around a fun waterfront venue or cozy auditorium.

For Stephen King fans, SK Tours will treat you to a fascinating 3-hour tour of locations that inspired King’s “Derry, Maine,” filming locations, and a view of his private residence. Your guide will enchant you with local tales, and the history of the King family and their many philanthropic contributions to the Bangor area. 

Spend some time hiking and canoeing at Hirundo Wildlife Refuge just outside of Bangor. With 7 miles of hiking trails and peaceful streams, you will find the perfect spot to satisfy your need for nature and a Zen-like moment.

Fine dining couldn’t be finer than at Novio’s . The bistro is tucked away on a side street where those in the know go to dine on sumptuously prepared and gorgeously plated cuisine. The menu changes seasonally and is focused on the restaurant’s own garden-grown produce and locally-sourced proteins. The ramp fritters are a light and flavorful starter. Follow up with the crab pistou with house-made linguini and delicately dressed with a white wine creme fraiche. Save room for dessert, you’ll want to savor the s’mores cheesecake.

Pro Tip: The drive up Routes 1 and 1A offer beautiful coastal scenery and bucolic farmland views. If you are not flying out of Bangor you can head back to Boston on Interstate 95 for a faster, albeit less scenic drive.

Sandi loves writing about culture, cuisine, adult beverages, cruising, golf, skiing, road trips, hiking, New England, and photography. Traveling solo, with hubby Chris, or the entire Barrett clan there is always a story waiting to be told.

Boston To Portland, Maine: 10 Things To Do On This New England Road Trip

T raveling from Boston to Portland, Maine, on a road trip promises a captivating and scenic expedition through the New England region. It might not be one of the most famous road trips in the US , but throughout the journey, there are numerous treasures and points of interest to unearth that will undoubtedly make the excursion unforgettable.

From alluring coastal towns and notable historical sites to magnificent national parks and delectable seafood, this road trip encompasses a wide variety of experiences. Regardless of whether travelers have a penchant for nature, history, or cuisine, this trip offers something for everyone and is one of the best road trips in New England .

Delve into ten top activities between Boston and Portland on this fun New England road trip idea, and prepare to embark on an exciting adventure!

Related: Summertime Savings: 10 U.S. Beaches That Are Completely Free To Visit

Walk The Freedom Trail In Boston

The Freedom Trail in Boston, Massachusetts, is a famous 2.5-mile-long (4 km) walking trail that takes visitors on a journey to explore 16 historically significant sites.

Starting from Boston Common, the oldest public park in the United States, the Boston Freedom Trail winds through the city's streets and passes by many important landmarks, including the Massachusetts State House, Old South Meeting House, and Paul Revere's House.

Visitors can discover Boston's crucial role in the American Revolution by learning about significant events such as the Boston Tea Party and the Battle of Bunker Hill. The trail is easy to follow and is marked by a line of red bricks or paint, attracting numerous tourists to Boston.

• The Freedom Trail : a famous 2.5-mile-long (4 km) walking trail peppered with historical sites

Visit Salem And Learn About The Salem Witch Trials

Salem, Massachusetts, is a coastal city situated approximately 25 miles (40 kilometers) north of Boston. It is renowned for its fascinating history, notably the Salem Witch Trials of 1692, which is a significant tourist attraction.

Salem was a vital hub of trade and shipping during the 18th and 19th centuries, and numerous historic buildings and homes still stand as a testament to this period.

Tourists in Salem can delve into the city's rich heritage by visiting various museums and landmarks. The Salem Witch Museum provides an overview of the witch trials and their influence on the local community.

Additionally, the city is home to numerous historic sites and homes, such as the House of Seven Gables, a colonial mansion that gained fame through the Nathaniel Hawthorne novel of the same name. The House of the Seven Gables is also a great attraction for travelers to see when there.

• Salem : renowned for its fascinating history, notably the Salem Witch Trials of 1692

If travelers are interested in this part of the state, they can read further about the many things to do in Salem .

Stop By Portsmouth, New Hampshire, For A Stroll Along The Harbor

Portsmouth, situated an hour north of Boston, is a quaint coastal city in New Hampshire. Its enchanting historic downtown area with colonial-era buildings, brick sidewalks, and numerous locally owned shops and restaurants is one of the city's main attractions.

However, the city's seafood scene is the highlight for many visitors, and trying some seafood is one of the best things to do in Portsmouth . Being a coastal city, Portsmouth boasts numerous excellent seafood restaurants that serve fresh catches from the nearby waters.

• Portsmouth : colonial-era buildings, top-notch seafood restaurants

When in Portsmouth, visitors should not miss the chance to savor local specialties like lobster, clams, oysters, and scallops.

Take A Scenic Drive Along The Kancamagus Highway In The White Mountains National Forest

The White Mountains National Forest in New Hampshire is home to the picturesque Kancamagus Highway, or Route 112, which is a 34-mile (55 km) scenic drive. As the road meanders through the forest, visitors are treated to breathtaking views of the area and plenty of opportunities for outdoor recreation, such as hiking and camping.

Originally constructed in the 1960s to improve access to the forest and its attractions, the highway is now a beloved destination for both tourists and residents, particularly during autumn when the foliage is at its most vibrant.

• The Kancamagus Highway : a 34-mile (55 km) scenic drive

This stop is a bit of a detour from the main route from Boston to Portland. Be sure to plan appropriately!

Related: The Ultimate Pennsylvania Road Trip: Exploring The Kittatinny Ridge And Its Surrounding Beauty

Check Out The Ogunquit Museum Of American Art

Situated in Ogunquit, Maine, this is one of the best stops between Boston and Portland. The museum exhibits an extensive collection of more than 3,000 art pieces, encompassing paintings, sculptures, and photographs.

It provides a wonderful chance to delve into and admire the realm of American art, offering visitors an enriching experience.

• Ogunquit Museum of American Art: an extensive collection of more than 3,000 art pieces

Take A Coastal Boat Tour From Boothbay Harbor & Enjoy Some Of The Most Beautiful Scenery On The East Coast

When travelers venture through the picturesque state of Maine, setting sail on a boat tour from Boothbay Harbor along its breathtaking coast reveals a plethora of captivating encounters. It's not just an invitation to immerse oneself in the region's enthralling history; it's also an opportunity to behold the timeless allure of historic lighthouses that have faithfully guided seafarers for generations.

Boothbay Sailing in Boothbay Harbor, Maine, offers some great itineraries, including day and sunset tours to explore the scenic coastline. Moreover, these boat tours offer invaluable insights into the cherished tradition of lobster fishing, an integral part of Maine's maritime heritage.

• Coastal Boat Tour: behold the timeless allure of historic lighthouses, lobster fishing
• Cost for Boothbay Sailing Boat Tours : $29.95 for kids aged 3 - 12, $49.95 for adults

See The Home Of The Boston Red Sox At Fenway Park, Boston

Situated in Boston, Massachusetts, Fenway Park stands as an iconic baseball stadium. It serves as the cherished home of the Boston Red Sox, a team steeped in history and tradition within Major League Baseball. Renowned for its distinctive characteristics and rich historical importance, Fenway Park holds a special place in the hearts of sports enthusiasts and devoted baseball fans alike.

This beloved landmark stands as a testament to the enduring passion and legacy of the sport, captivating visitors with its unique features and storied past.

• Fenway Park: an iconic baseball stadium

Tour Cambridge, Massachusetts, The Home Of Harvard University & MIT

Explore the captivating city of Cambridge, renowned for its esteemed universities such as Harvard and MIT. Immerse oneself in the vibrant atmosphere of its charming squares, where bustling bookstores, cozy cafés, and lively street performers create a captivating ambiance.

Delve into the intellectual and cultural heritage of the city by visiting its world-class museums, which offer a wealth of knowledge and artistic marvels. Whether visitors are strolling through the historic campuses, browsing the eclectic shops, or indulging in the local cuisine, Cambridge promises an enriching and unforgettable experience for visitors of all interests.

• Cambridge: the home of prestigious Harvard and MIT

Related: 14 Quirky Roadside Attractions In Massachusetts Worth A Road Trip

Relish A Scenic Drive Through The Lakes Region Of New Hampshire

The Lakes Region, situated in the central part of New Hampshire, is renowned for its natural beauty and abundance of lakes. It encompasses various towns and cities such as Meredith, Laconia, Gilford, and Wolfeboro.

Lake Winnipesaukee, the largest lake in New Hampshire, is a significant draw in the Lakes Region. It is surrounded by picturesque mountains and is a popular destination for swimming, boating, and fishing. One can also enjoy a tour of the lake and its many islands aboard the Mount Washington cruise ship, which has a rich history.

• Lakes Region of New Hampshire: a place of natural beauty and abundant lakes, and various quaint towns

Related: U.S. National Parks: 14 Road Trips To Explore The Best Of America's Natural Beauty

Visit The Historic Portland Head Lighthouse In Cape Elizabeth, Maine

The Portland Headlight in Cape Elizabeth, Maine, a few miles south of Portland, is a historic lighthouse that has been in continuous operation since 1791, making it one of the oldest lighthouses in the US. The lighthouse has served as a guide for ships entering and leaving Portland Harbor for over two centuries.

Nowadays, the Portland Headlight is a popular tourist attraction and an essential destination for those exploring the Maine coast. The lighthouse and the surrounding park offer breathtaking views of the Atlantic Ocean and the rocky coastline.

Visitors can take a guided tour of the lighthouse, climb to the top for even more spectacular views, and explore the museum located in the keeper's house.

• Portland Head Light lighthouse: in continuous operation since 1791, breathtaking views of the Atlantic Ocean

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Boston to Maine Road Trip

With its natural beauty, scenic vistas, and charming small towns, it's no wonder that coastal New England is the setting for one of America's classic road trips. To see the top sights and experience the best of coastal New England, you'll want to start your drive in Boston and end in Bar Harbor, Maine. Follow this guide to plan the ultimate weekend road trip from Boston to Maine. 

Drive time from Boston to Bar Harbor:   approximately   5 hours and 30 minutes Distance from Boston to Bar Harbor: approximately 295 miles Best car for this road trip:   Standard SUV

Start Your Reservation Today

Boston is the ideal spot to start this coastal New England road trip. Get an early start and enjoy a coffee as you stroll through the city's historic Italian North End neighborhood. Sit down for a morning bite at Theo's Cozy Corner Restaurant or Anthony's Café on the Waterfront before exploring a few of Boston's highlights.

To experience over a dozen of the city's key attractions in a short period of time, set out on foot and follow the Freedom Trail . This well-marked walking route includes North End sites like Copp's Hill Burying Ground, the Old North Church, and the Paul Revere House before tracing a path through the heart of Boston. As you follow the path, you can explore historic Faneuil Hall where patriots met to plan the Revolution. Here you can also visit the Old State House and explore the Granary Burying Ground. Finish with a quick tour of the Boston Common before heading north.

Rent a Car in Boston

2. Portsmouth

After leaving Boston, follow Interstates 93 and 95 to Portsmouth, one of New Hampshire's most engaging seaside towns. This waterfront setting has served as a key Atlantic Ocean port for centuries. It is filled with majestic mansions and modest homes, many of which date back to the 18th century.

If history piques your interest, make your way to the Strawbery Banke Museum . It is filled with exhibits that explore the cultural history and everyday life of Portsmouth from the 17th to 19th centuries. If art is your affinity, peruse the downtown galleries or check out the latest display at the Portsmouth Music and Arts Center.

3. Kennebunkport

Next, get back on Interstate 95 and head north to Kennebunkport, which is just over the Maine border. One could easily spend a leisurely week here browsing the boutiques and relaxing on the beach, you can still see the best of Kennebunkport in a brief visit.

First, make your way to Dock Square, located in the center of town. Here you can pick up a few souvenirs, view ocean-inspired artwork in the many galleries, and lounge on a sunny patio. After a cup of coffee and a bite to eat at Dock Square Coffee House, head to town-favorite Gooch's Beach and enjoy the sea breeze.

4. Portland

After another 40 minutes on Interstate 95, you'll arrive in Portland, Maine's biggest and most vibrant city. Park in Old Port and spend an hour or two getting lost among the 19th-century warehouses, unique shops, and intriguing museums that line Congress Street. Treat yourself to the raw bar at Eventide Oyster Co . and explore the neighboring Arts District, home to the Museum of African Culture and the Portland Museum of Art.

Before getting back in the car, make a quick stop at the Eastern Promenade, one of Portland's most scenic areas. Located just north of Old Port, the Eastern Promenade stretches for about two miles along the waterfront, offering lovely views of the sea and plenty of space to get some exercise on the walking trails. If you want to do a little sunbathing or swimming, head to East End Beach, the only public beach in Portland.

When you're ready to hit the road again, take scenic U.S. Highway 1. You'll get frequent glimpses of the sea and have great opportunities to pull over and experience life along this wild coast.

5. Bar Harbor

When you pull into Bar Harbor, you'll be enchanted by this small seaside town. Here you can watch sailboats in the waterfront and then stop by West Street to marvel at some of the mansions.

Next, head to the town's main drag, a buzzing strip where you'll find countless boutiques, souvenir shops, and ice cream stands stretching several blocks inland from the Mount Desert Narrows. If you love seafood, you'll easily find a dozen or more lobster shacks and fish houses to choose from. Indulge in clam chowder at Geddy's or enjoy lobster and oysters at the Fish House Grill.

You'll want to get up early to catch a sunrise from Cadillac Mountain in neighboring Acadia National Park . Spend the morning or the entire day hiking, biking, or swimming in this beautiful national park. If you visit during the summer, sign up for an unforgettable ranger-guided bike tour or a cruise through Frenchman Bay.

After a gorgeous day in Acadia National Park and a leisurely meal in Bar Harbor, you'll want to stay in town for at least another evening. Hop back in your rental car and explore even more of Bar Harbor and coastal Maine the next day.

See all road trips

Boston to Maine FAQs

What is the best time of year to visit Maine?

June through August is a great season to go to Maine. Temperatures during these months are great, ranging from the mid to high 70s. The chances of rain are also lower during this time. There are plenty of local events going on throughout the summer, plus it's a great time to whale watch along the coast. 

What should you not miss in Acadia National Park?

Although any part of Acadia will leave you amazed, there are some must-see spots throughout the park. Take a drive along the Park Loop Road, which wraps around Mount Desert Island and provides access to beaches and trails. Cadillac Mountain is another can't-miss attraction in Acadia. It is the tallest mountain on the North Atlantic seaboard and provides a beautiful vantage point to watch the sun set. 

What can families do at night in Boston?

There are several attractions best seen at night that the whole family will enjoy, like:

• -  The Skywalk Observatory , a 700-foot tall tower that provides a panoramic view of Boston.
• -  Bova's Bakery , which is open 24 hours a day with treats like baked bread, pastries, and pizza. 
• - Take a sunset boat tour to see the beautiful Boston harbor.

Drive Along The Beautiful New England Coast On This Road Trip Route

Many a great road trip has started out in Boston, Massachusetts. America's longest road and its longest interstate highway both begin in Boston, but they'll take you all the way across the country to Newport, Oregon, and Seattle, Washington, respectively. As nice as the Pacific Northwest might be, you don't have to spend a week or more driving more than 3,000 miles to those places if you want to see the coast. In fact, you can take a much shorter road trip from Boston to Maine that will allow you to see the New England coast in about six hours of driving time.

If you break the trip up over a few days, it will give you more time to explore the quaint fishing ports, literary landmarks, and historic New England cities along the way. The route from Boston to Bar Harbor, Maine, will take you through places like Salem, Massachusetts, along with Maine's largest city and economic capital, Portland, and the resort town of Camden.

Before you hit the Pine Tree State, you'll pass through New Hampshire, where you can enjoy a scenic drive along the coast from Hampton Beach to Portsmouth. And while it might add 40 minutes to your trip, bringing it up to a full 300 miles one-way, Stephen King fans will definitely want to detour at the end to see Bangor, Maine, the inspiration for the fictional town of Derry in the works of one of America's bestselling authors.

Boston and Salem to Portsmouth

Boston ranks as America's safest city to drive through , so that's just one more reason why it might be a good starting point for a road trip. Whether you visit the Museum of Fine Arts, walk the Freedom Trail, take in a Red Sox or Celtics game, or just stroll along the waterfront, there's no end to what you can do in Boston. Spending time in New England's biggest city may also give you a greater appreciation for some of its charming seaside towns once you leave Boston behind.

When you hit the road, you'll be following I-95 much of the way. However, there's a coastal ferry from Boston to Salem, Massachusetts, so the latter could be done as a day trip first. Needless to say, all things witch-related can be found in Salem, from the Salem Witch Trials Memorial to the Witch Dungeon Museum, where live reenactments take place. Even a statue of Elizabeth Montgomery from the sitcom "Bewitched" stands in Salem. At Pickering Wharf, you can keep the coastal spirit alive, and at the House of the Seven Gables, you can see a U.S. National Historic Landmark District made famous by Nathaniel Hawthorne's novel of the same name.

If you don't want to backtrack to Boston, you could spend the night in Salem and rent a car there, continuing onward to Hampton Beach, New Hampshire. Some of the prettiest coastal views can be seen along the NH-1A stretch from Hampton Beach to Portsmouth.

Portland, Camden, Bangor, and Bar Harbor

Portland, Maine, is a great place to explore the culinary side of the New England coast. You can get your seafood fix at restaurants like the Eventide Oyster Company and the seasonal Portland Lobster Company. Located on Maine Wharf in Portland's Old Port neighborhood, Scales has an open kitchen and raw bar where you can see seafood on ice (and boats cruising by through the windows). Like the Salem Ferry, the Portland Schooner and Casco Bay Lines will both take you out on the water, where you can sail by lighthouses and New England cottages. Back on land, another literary landmark you can check out is poet Henry Wadsworth Longfellow's house, Portland's oldest standing brick structure.

Camden, Maine, holds a beautiful harbor park, along with the autumn paradise of Camden Hills State Park and the 19th-century homes of the High Street Historic District. In Bangor, you can see Stephen King landmarks like the Mount Hope Cemetery (featured in the original "Pet Sematary" movie), plus the sewer drain and the 31-foot Paul Bunyan statue that inspired key scenes in his novel "It."

As one of the five most-visited U.S. national parks, Acadia National Park offers dramatic views of the rugged Atlantic coastline near Bar Harbor. Here, you can take a drive along the picturesque Park Loop Road or make the winding ascent to the park's highest peak on Cadillac Summit Road. It's perhaps the perfect way to culminate your coastal road trip through New England.

The ULTIMATE Route 1 Maine Road Trip Itinerary | Attractions, Restaurants, & Travel Tips

United States Route 1 is a massive north-south roadway that stretches over 2,300 miles, connecting Fort Kent Maine to Key West Florida. Over 520 miles of the road runs along the stunning Atlantic coastline of Maine and the Canadian border, making it a popular destination for road-trippers.

However, planning a Route 1 Maine road trip can be overwhelming because of the vast distance and numerous small towns and attractions along the way.

That’s why we’ve created a comprehensive itinerary to guide you from south to north, starting in Kittery and ending in Fort Kent (with some detours). But, feel free to follow it in reverse if you prefer.

Either way, get ready for a breathtaking and picturesque drive along Vacationland’s stunning coastline, with plenty of incredible stops along the way.

About Traveling U.S. 1 in Maine

While there’s some discrepancy regarding the exact length of U.S. 1, the last official log reported it as 2,593 miles long. However, various sources online list it as either 2,370 or 2,390 miles long.

Regardless, it’s worth noting that this highway passes through an impressive 15 states, more than any other highway in the country.

Although U.S. 1 doesn’t have an official beginning or end point, the town of Fort Kent claims to be the northern terminus since the route was originally signed in 1927 when the American Association of State Highway Officials adopted the U.S. numbered highway system.

If you’re following our itinerary from south to north, expect a thrilling adventure filled with stunning scenery, charming towns, and unforgettable experiences. Here’s a quick look at the route:

• Starting from Kittery, U.S. 1 runs northeast and parallel to I-95.
• From Portland, it merges and runs parallel to I-295.
• After Brunswick, U.S. 1 turns in an easterly direction.
• As it approaches Rockland, U.S. 1 turns more northward.
• After Bucksport, U.S. 1 heads east again.
• From Whiting, it veers northward and gets closer to the Canadian border.
• At Maro Hill, U.S. 1 briefly curves away from the border before meeting it again.
• From Van Buren, it follows a northwest path along the border.
• Finally, from Madawaska, U.S. 1 runs westward and slightly southward to reach Fort Kent.

Route 1 Road Trip Traffic

Driving straight through the Maine portion of U.S. Route 1 would take approximately 11.5 hours, but that would mean missing out on the countless charming coastal towns and attractions along the way.

Additionally, most of those “ from away ” come to Vacationland during the summer and fall. Because of that, traffic on U.S. 1 can get pretty crowded. If you don’t want to get caught up in the peak of traffic, you could plan your trip for between Labor Day and mid-October. We also recommend traveling in winter or spring — before May.

Driving Through the Regions

Sometimes, the boundaries of Maine’s regions are a topic of debate among locals. According to the Maine Office of Tourism, though, here are the coastal boundaries of the towns you’ll be visiting during your Route 1 Maine road trip:

• The Southern Maine Coast begins in Kittery and stretches to Old Orchard Beach.
• Greater Portland & Casco Bay spans from Scarborough to Brunswick and includes the islands in Casco Bay .
• Mid Coast Maine covers the coastline from Bath to Winterport.
• Downeast Maine starts at Verona Island and Bucksport and runs northeast to Lubec and Eastport and then north to Danforth next to the Canadian border.
• Aroostook County extends along the Canadian border from Weston to Fort Kent and then northwest to the Village of Estcourt.

So, without further delay, here’s a comprehensive list of the best places to stop during your Route 1 Maine road trip. Buckle up and get ready for an epic journey!

Best Route 1 Stops on the Southern Maine Coast

As you cross the New Hampshire border and enter the Southern Maine Coast, the first town you’ll encounter is Kittery . This town has a rich history dating back to 1623 when it was a fishery, and you can see this history reflected in its buildings, especially the forts.

One such fort is the Fort McClary State Historic Site , which is nearly 300 years old and offers a range of activities, including hiking, fishing, camping, and enjoying the history and surrounding nature.

Another option is Fort Foster Park on Gerrish Island, which is easily accessible by car and boasts three small beaches and a trail system for biking and walking through the military fort remnants.

If shopping is more your style, then the famous Kittery Premium Outlets are a must-visit destination. Here, you’ll find a blend of locally sourced products alongside high-end and national chains, offering a unique shopping experience for everyone.

Kittery Restaurants

You’ll find numerous restaurants in Kittery to keep you fueled up, but here are a few that we recommend:

• Beach Pea Baking Co.
• The Black Birch
• Rose’s Spring Rolls

RELATED: The Best Kittery Maine Hotels and Lodging

York Maine is a charming and noncommercial town that offers a fantastic opportunity to slow down and enjoy the simple things in life. Start your visit at Sohier Park in Cape Neddick, where you can stretch your legs and take in the stunning Nubble Lighthouse , one of the most photographed landmarks in the country. While here, enjoy a picnic lunch, go scuba diving, and spot a variety of wildlife.

For a dose of history, head to the Museums of Old York , a complex of several historic buildings that house a collection of York-related artistic and historical objects.

Afterward, satisfy your sweet tooth with a visit to The Goldenrod , where you can watch old-fashioned saltwater taffy being made before indulging in a variety of candies, ice cream sodas, and hot fudge sundaes.

If you have some extra time, take an easy 30-minute hike to the peak of Mount Agamenticus , which offers breathtaking views of the Atlantic Ocean, Boston Massachusetts, and the White Mountains of New Hampshire from its 692-foot summit. Alternatively, hop on a horse or ATV to reach the top for a unique and exciting experience.

York Restaurants

Lots of restaurants in York will energize your road trip, but here are some top-rated options:

• The Central Restaurant & Bar
• Foster’s Clambakes & Catering
• Green Leaves Chinese-Japanese Restaurant & Lounge

RELATED: The Best Hotels and Lodging in York, York Harbor, and York Beach

As Maine’s third oldest town, Wells has a rich history. But, its natural beauty and antique shops are what make this town a vacation paradise. Wells Beach is a sandy stretch of land with seagrass, sand dunes, and more than 1.5 miles of shoreline.

At the end of Mile Road on the south side of Wells Beach, you’ll find free parking, a few restaurants, a snack bar, an arcade, and more. On the north side at the end of Atlantic Avenue, you’ll find paid parking, a boat launch into Wells Harbor, and the Wells Beach Jetty — a popular walkway among fishermen.

TIP: Other beaches to visit in Wells include Crescent Beach, Drakes Island Beach, and Moody Beach.

If you’re craving more nature than the beach, head to the Wells Reserve at Laudholm Farms . This National Estuarine Research Reserve features 7 miles of walking trails, bird sanctuaries, and saltwater marshlands. Or, visit the Rachel Carson National Wildlife Refuge — a preserve of about 50 miles of shoreline, beaches, meadows, and tidal marshes.

And before you leave Wells, peruse the variety of antique shops. With more than a dozen antique shops, the town is considered the Antique Capital of Maine and is a haven for antique furniture, books, and fun tchotchkes. A few of the most well-known stores include Anytime Antiques , R. Jorgensen Antiques , and Bo-Mar Hall Antiques & Collectibles .

Wells Restaurants

From fresh seafood to tasty ice cream, Wells restaurants have a little bit of everything. Here are a few places that we recommend during your Route 1 road trip:

• Fisherman’s Catch Restaurant
• The Steakhouse
• Big Daddy’s
• Congdon’s Doughnuts

RELATED: Best Wells Maine Hotels, Motels, Cottages and Resorts

Ogunquit Maine is a charming town that offers a wealth of enchanting experiences. Begin your adventure by hopping on an Ogunquit Trolley to tour the museums, beaches, shops, and local hot spots.

The trolley even stops at Marginal Way , a 1.25-mile cliff walk that runs along the shore from downtown Ogunquit to Perkins Cove. Along the way, you’ll come across benches, 3 miles of dunes, and numerous photo opportunities.

At Perkins Cove, you’ll enter a turn-of-the-century fishing village featuring a manual footbridge, seaside restaurants, boutique shops, fishing and sailing excursions, and stunning ocean views.

In the evening, catch an authentic, off-Broadway performance at the Ogunquit Playhouse . The general season runs from May through October and features top-notch local and regional performers showcasing their talents in a 1933 barn.

Ogunquit Restaurants

When it’s time for dining in Oqunquit , check out some of these restaurant favorites:

• Beachfire Bar and Grille
• Five-O Shore Road
• Lobster Shack
• That Place in Ogunquit

RELATED: Best Ogunquit Maine Hotels, Resorts, and Bed and Breakfasts

Old Orchard Beach

Old Orchard Beach is a must-visit destination on your Route 1 Maine road trip thanks to its 7 miles of pristine sandy beaches. Here, you can take a refreshing dip in the ocean, sunbathe, build sandcastles, and enjoy a range of water sports.

The beach is also home to The Pier , a lively spot that extends 500 feet into the Atlantic Ocean and features several seafood dives and gift shops. At night, The Pier comes alive with entertainment and nightlife, including DJs, karaoke, and comedy acts.

Across from The Pier, you’ll find Palace Playland , an amusement park that has been entertaining visitors since 1902. This unique attraction is the only amusement park of its kind on a New England beach and boasts over 25 rides and attractions, including an old-fashioned carousel, the famous Electra Wheel (a Ferris wheel), and the thrilling 70-foot Sea Viper coaster. It’s the perfect place to let your inner child run wild.

Old Orchard Beach Restaurants

No matter the time of day, the restaurants in Old Orchard Beach will have whatever your appetite craves:

• Elevate Cafe
• Hoss and Mary’s
• Johnny Shucks Maine Lobster
• Paloma’s Restaurant
• Red Door Market and Deli
• Tostones on the Beach

RELATED: Old Orchard Beach Hotels, Motels, Cottages, and Condos

Greater Portland Stops on Route 1

Portland , the largest city and biggest port in Maine, has a rich history that spans hundreds of years, and the city is proud to share it with visitors. Train enthusiasts, for example, can learn about the city and state’s railroad history at the Maine Narrow Gauge Railroad Co. & Museum and even go for a ride.

RELATED: EXCITING Railroad Museums & Train Rides in Maine

Built in 1807, The Portland Observatory on Munjoy Hill is the only wooden signal tower still standing in North America, having survived Portland’s Great Fire of 1866. From the top of the observatory, you get breathtaking views of the city and surrounding landmarks.

If you’re interested in cryptids and legendary creatures, stop by the International Cryptozoology Museum , which features fascinating exhibits about the Abominable Snowman, Bigfoot, the Loch Ness Monster, and more. Discover historical accounts, artifacts, fossils, photos, and other intriguing items.

For those seeking some time in nature, the Portland Trails Network offers 80 miles of trails to explore, some of which run through the Old Port district and along Casco Bay. It’s a great way to experience the natural beauty of the area while getting some exercise.

Portland Restaurants

From lobster rolls to breweries , you’ll find tons of fresh, delicious food in Portland . Check out some of the popular spots during your visit:

• Izakaya Minato

RELATED: Portland Maine Hotels, Motels, and Lodging

Freeport Maine is a charming town located along Casco Bay and is known as a shopping paradise. One of its most famous shops is the L.L. Bean flagship store , which has been in operation since 1912 and remains open 24 hours a day.

But, Freeport offers more than just shopping. The town is also home to beautiful scenery, such as Wolfe’s Neck State Park , which is located close to downtown and offers salt marsh walks, forested trails, and adventures along the rocky coastline across more than 230 acres.

TIP: Wolfe’s Neck State Park is especially stunning during the peak fall foliage season .

For a unique nature experience, head to the Desert of Maine , which spans 20 acres of sand dunes. Self-guided and guided tours are available, teaching you about how the dunes formed during the Ice Age. After walking the nature trails, grab a snack at the Oasis Cafe and a souvenir at the gift shop. It’s a must-visit destination for nature lovers.

Freeport Restaurants

At the many restaurants in Freeport , find everything from savory entrees to indulgent desserts:

• Isabella’s Cafe & Bakery
• Mainely Custard
• Wicked Whoopies
• Tuscan Brick Oven Bistro

RELATED: Freeport Maine Hotels, Motels, and Lodging

Before embarking on your U.S. Route 1 road trip into Mid-Coast Maine, take some time to discover Brunswick . The Town Mall (not a conventional shopping mall) is a point of pride for the town and is split into the Lower Mall and Upper Mall . It has a walking path, monuments, gardens, picnic areas, farmers’ markets, and an event space.

Not far from downtown or Route 1, the Androscoggin Swinging Bridge is another must-see attraction. Built in 1892 and destroyed in a massive flood in 1936, the bridge was only renovated, restored, and reopened in 2006. Spanning 300 feet, the bridge has a slight give to it, adding to the excitement of crossing it.

While in Brunswick, check out Crystal Spring Farm , which hosts a Saturday Farmers’ Market and offers trails, the Tom Settlemire Community Garden, and the Labyrinth in the Woods. It’s a great place to connect with nature and enjoy some fresh local produce.

Brunswick Restaurants

Serving a range of international cuisines, Brunswick’s restaurants can satisfy every appetite:

• Fielders Choice Homemade Ice Cream
• Taverna Khione
• Bombay Mahal
• Richard’s Restaurant

RELATED: Bath and Brunswick Maine Hotels, Motels, and Lodging

Best U.S. 1 Destinations in Mid Coast Maine

Located on the Kennebec River, Bath Maine is a quaint town with locally owned eateries and shops. The city has a rich shipbuilding history and is known as the City of Ships.

Then, learn about Bath’s seafaring heritage and that of the state at the Maine Maritime Museum , which boasts over 20,000 artifacts, an 1851 American clipper ship on display, and a lobstering building and blacksmith shop.

Additionally, get an up-close look at Maine’s First Ship , a replica of the pinnace Virginia that was built in 1607 and was the first ship to sail to England. Volunteers at the Bath Freight Shed love to share its history.

Bath also offers tours of the town and its waters. Embark Maine Tours provides historic tours, while River Run Tours offers maritime history, evening/sunset, and island cruises. It’s a great way to explore the area and learn about its fascinating history.

Bath Restaurants

When you’re ready to stop for a bite to eat, we suggest eating at one of these Bath restaurants :

• Byrnes Irish Pub
• Southgate Family Restaurant
• Winnegance Restaurant & Bakery
• Witch Spring Hill Ice Cream

Five Islands Detour

If you have some extra time, it’s worth taking a detour south of Route 1 to visit Georgetown’s Five Islands. This charming neighborhood is widely considered to be the Prettiest Harbor in Maine , and for good reason.

One of the most popular activities is sailing Sheepscot Bay to see the five islands up close. It’s a great way to experience the natural beauty of the area while enjoying a relaxing boat ride.

And, no visit to Five Islands would be complete without grabbing a delicious lobster roll at the Five Islands Lobster Company . It’s a local favorite and a must-try for seafood lovers. Another awesome place to dine is BLUE Restaurant at Grey Havens Inn , which serves New England cuisine — think fresh-caught fish and the finest ingredients.

Damariscotta

Damariscotta Maine has been a beloved stop along U.S. Route 1 for decades, thanks to its charming atmosphere and fresh Pemaquid oysters. Discover the Whaleback Shell Midden State Historic Site , which features a massive pile of oyster shells shaped like a whale. Some of the shells date back to when the Abenaki people lived in the area.

For even more oyster-themed fun, book a themed ride with Damariscotta River Cruises , such as the Oyster & Wine Tasting or the Oyster Farms & Seal Watching cruises. Each tour includes a narration of the history of oysters and dining from a raw oyster bar. It’s a unique and delicious way to experience the area’s rich oyster culture.

TIP: If you’re planning a Route 1 Maine road trip in October, plan to attend the Damariscotta Pumpkinfest & Regatta . This popular festival features giant pumpkins, pumpkin-themed activities, food stands, and street performers. It’s a fun and festive way to celebrate the fall season and experience the local culture.

Damariscotta Restaurants

If you don’t book a Damariscotta River Cruises tasting, you can still get local oysters at River House Maine . If you’re in the mood for something else, here are a few other places to stop:

• Ann’s Book Bistro
• Metcalf’s Submarine Sandwiches
• Waltz Soda Fountain

RELATED: Damariscotta, New Harbor, and Pemaquid Point Maine Hotels, Inns, Motels, Resorts, and Lodging

Monhegan Island Detour

For a fun detour from U.S. 1 and Damariscotta in Mid-Coast Maine, consider taking a boat ride to Monhegan Island . Head south to New Harbor to catch a ride with Hardy Boat Cruises , or follow Route 1 to Thomaston before heading south to Port Clyde for a ride with the Monhegan Boat Line .

Once on Monhegan Island, explore Main Street art galleries and shops, the iconic Monhegan Lighthouse, 12 miles of dirt trails , beaches, and Monhegan Harbor in a kayak. It’s a great way to experience the natural beauty of the area while enjoying some outdoor activities and local culture.

There are some delicious eats while you’re on the island too, such as Monhegan Brewing Company , The Barnacle , and The Fish House . And if you decide to stay overnight, there are a few lodging options on Monhegan Island to choose from.

Rockland, Rockport, & Camden

As you continue north on U.S. 1 in Maine, you’ll come across the City of Rockland , the Town of Rockport , and the Town of Camden , each offering a variety of activities to keep you entertained.

In Rockland, check out the Maine Lighthouse Museum , walk the Rockland Harbor Trail , and snap a photo of the Rockland Breakwater Lighthouse . And don’t miss the Maine Lobster Festival , a five-day event held every summer from late July to early August to celebrate the area’s most famous seafood.

RELATED: Annual Festivals & Events in Maine You Should Explore This Year

Next up is Rockport where you can visit Marine Park’s Andre the Seal statue and the Rockport Lime Kilns . Adjacent to the park is the small, sandy Goodie’s Beach . The town is also home to Aldemere Farm , a cattle farm featuring Belted Galloway cows with their signature Oreo appearance.

In Camden, trek 20 multi-use trails at Camden Hills State Park , some of which lead to the peaks of Mount Battie and Mount Megunticook. For those who want to get out on the water, several Camden Maine cruises and schooner boat tours are available. It’s a great way to experience the stunning coastline and natural beauty of the area.

Area Restaurants

Across these two towns and one city, you have a wide selection of dining options. In Rockland, consider eating at the Home Kitchen Cafe , Liberator Brewing Company , or Primo Restaurant , as well as grabbing dessert at Bixby Chocolates or Dorman’s Dairy Dream .

Among the Rockport restaurants , 18 Central Oyster Bar & Grill is a top-rated locale. And for dining in Camden , head to any of these: Franny’s Bistro , Owl & Turtle Bookshop Cafe , and River Ducks Ice Cream .

RELATED: Rockland Maine Hotels , Rockport Maine Hotels , & Camden Maine Hotels

Vinalhaven Detour

If you find yourself in the Rockland-Rockport-Camden area, consider taking a detour to the charming island town of Vinalhaven.

As the biggest offshore island in Maine, Vinalhaven offers plenty of activities to enjoy, including hiking, boat tours, swimming, and lighthouse photo ops. Plus, you’ll find a variety of shops and restaurants, such as Greet’s Eats , Pizza Pit , and Good Things Coffee House .

To get to Vinalhaven, take the Maine State Ferry Service from the terminal in Rockland. It’s a great way to experience the unique island culture and natural beauty of the area.

The next stop on this Route 1 Maine road trip is Belfast , a city that offers plenty of opportunities to enjoy the great outdoors. Two connecting trails allow you to walk through the city along the Passagassawakeag River.

The nearly 1-mile Belfast Harbor Walk starts at Belfast Park , a popular gathering place for special events, picnics, and low-tide walks. The cement path leads northwest along the wharf, passes shops and restaurants, and goes through the Front Street Shipyard. It ends at the Armistice Bridge, a footbridge that crosses the river and offers beautiful views of the harbor.

From there, continue walking north along the approximately 2-mile Belfast Rail Trail . The crushed-stone path leads to City Point, providing excellent views of the river along the way. In the winter, it’s an ideal trail for cross-country skiing and snowshoeing.

For an indoor activity in Belfast, consider taking a class at the Belfast Curling Club . It’s a fun way to try out this Olympic sport and enjoy some friendly competition.

Belfast Restaurants

From comfort food to exotic dishes, the restaurants in Belfast have everything that you’re looking for:

• Laan Xang Cafe
• Satori Belfast
• The Only Doughnut
• Wild Cow Creamery

RELATED: Belfast and Searsport Maine Hotels, Inns, Cottages and Lodging

Stockton Springs & Prospect

After exploring Belfast, the next stops on your Route 1 Maine road trip are Stockton Springs and Prospect before crossing the Penobscot River to Verona Island.

Just before you cross, be sure to visit the Fort Knox State Historic Site , one of the best-preserved examples of a mid-19th-century military fortification. This impressive fort is the largest in Maine, measuring 146 feet by 252 feet, and was built between 1844 and 1869.

After your fort tour, don’t miss the chance to ride to the top of the Penobscot Narrows Bridge & Observatory . This 2,100-foot cable-stayed bridge boasts a 42-story public observatory, the tallest of its kind in the world.

From the top, you’ll enjoy stunning 360-degree views of the fort below, Penobscot Bay , and beyond. It’s a unique and unforgettable experience that shouldn’t be missed.

There aren’t too many restaurants in the area, but The Club Marina and Bar and Just Barb’s are two places that have some great food.

Downeast Stops on a Route 1 Maine Road Trip

Stonington & Deer Isle Detour

As you continue westward on Route 1, we highly recommend taking a detour south of the highway to visit Deer Isle and Stonington. These charming island towns are the perfect first stops on your Downeast Maine road trip and offer plenty of activities to enjoy:

• Hiking at Island Heritage Trust preserves
• Visiting the Deer Isle-Stonington Historical Society exhibits
• Hiking the Deer Isle Lighthouse Trail
• Kayaking with Osprey’s Echo Sea Kayaking or Sea Kayak Stonington
• Touring the exhibits at the Deer Isle Granite Museum
• Getting interactive at the Discovery Wharf at the Maine Center for Coastal Fisheries

And when you get hungry, 44 North Coffee , Aragosta at Goose Cove , Burnt Cove Boil , Stonington Seafood , and Stonington Ice Cream Company are all top-notch dining options.

Back on U.S. 1, you’ll reach Ellsworth Maine , a town that boasts some unique attractions. For example, The Telephone Museum is dedicated to showcasing the history of communication technology, offering the chance to see how telephones have evolved over time.

Another must-visit spot in Ellsworth is the Big Chicken Barn where you can peruse three floors of wares from over 50 vendors. With thousands of antiques, over 150,000 books, and more than 50,000 magazines sprawled across 21,600 square feet, there’s something for everyone to discover.

For those who want to get creative, Atlantic Art Glass is an open studio where you can create your own glass artwork. Even if you have no experience, a professional instructor will guide you through the process. It’s a fun and unique way to discover your artistic side.

Ellsworth Restaurants

No matter your diet or palate, these restaurants in Ellsworth will fill your belly:

• Flexit Cafe & Bakery
• Provender Kitchen & Bar
• Union River Lobster Pot

RELATED: Ellsworth Maine Bed & Breakfasts, Inns, and Hotels

Mount Desert Island Detour

Before continuing your journey on Route 1, take a detour south to Mount Desert Island for a plethora of outdoor adventures.

On the island’s west side, you get to enjoy spectacular views of the Bass Harbor Head Light Station at the entrance of Bass Harbor in the Town of Tremont. Additionally, the Seal Cove Auto Museum boasts a collection of cars made between 1895 and 1917 and is located near the Seal Cove Picnic Area.

In the middle of Mount Desert Island, learn about the island’s rich history at the Mount Desert Island Historical Society Museum . In Acadia National Park , drive the scenic Park Loop Road , hike Cadillac Mountain , listen to the waves at Thunder Hole , and take in stunning views at Otter Point Overlook.

On the east side of the island in Bar Harbor , tour the Abbe Museum to learn about the natives who once lived in the area and the Dorr Museum of Natural History to learn about Acadia’s founder.

Island Restaurants

With so many outdoor adventures and cultural experiences, Mount Desert Island is a must-visit destination on your Maine road trip. There are even several places to eat on the island — like Rose Eden Lobster , The Travelin’ Lobster , and Stadium Bar Harbor in Bar Harbor and the Harbor Table , Next Level Sports Lounge , and Salt Shop in Southwest Harbor .

RELATED: Bar Harbor Maine Hotels & Southwest Harbor and Bass Harbor Hotels

Located about a one-hour drive east, Machias is a true hidden gem and one of the most charming towns in Downeast Maine. Thanks to its location, it offers a wide variety of activities and attractions to enjoy.

One of the top activities in Machias is kayaking the nearly 6-mile Orange River Water Trail where you can spot a range of wildlife, including beavers, birds, deer, and trout. The calm waters provide a serene and peaceful environment to enjoy the natural beauty of the area.

For those who love shopping, The French Cellar is a must-visit for fresh cheese, craft beer, and hundreds of wines. Additionally, the Crows Nest Shops offer a shopping center with baked goods, local arts and crafts, and unique gifts and souvenirs.

TIP: If you happen to visit Machias in August, attend the Machias Wild Blueberry Festival , a community celebration of Maine’s wild blueberries. This festival offers a chance to enjoy blueberry-themed food and entertainment , as well as browse the wares of over 200 craft merchants and artisans. It’s a fun and unique way to experience the local culture and celebrate one of Maine’s most famous crops.

Machias Restaurants

Since Machias is such a small town, there aren’t too many restaurants to choose from, but Pat’s Pizza offers dine-in seating and Riverside Take-Out offers amazing roadside seafood for picnics.

Lubec & Eastport Detour

Although Route 1 doesn’t quite reach the easternmost point of Maine, you can take a detour to Lubec and Eastport to experience this unique area. While Lubec is the easternmost town in the state , Eastport is the easternmost city .

Both Lubec and Eastport offer fantastic opportunities for whale-watching tours. Additionally, explore several hiking trails in Lubec, including Quoddy Head State Park , Huckins Beach & Trail , Klondike Mountain , and Boot Head Trail .

In Eastport, follow a historic walking tour and traverse Shackford Head State Park . One of the highlights of the area is witnessing the Western Hemisphere’s biggest tidal whirlpool, the Old Sow Whirlpool .

RELATED: Best Maine State Parks (Our Favorite State Parks in Maine)

With so much natural beauty and unique attractions, Lubec and Eastport are must-visit destinations on your Maine road trip. And, here are a few dining options during your visit — Lubec Brewing Company and Tavern Restaurant at the Water Street Inn & B&B in Lubec and The Phoenix on Water Street in Eastport.

Calais (“CAL-iss”), the first railroad town in Maine, is a city located next to the Canadian border and is full of history and culture.

Discover the Saint Croix Island International Historic Site , which commemorates the area where the first French colonists attempted to settle in 1604. Here, you can witness the extraordinary tides and observe the area’s birds, frogs, and seals.

The St. Croix Historical Society celebrates the history of the city and the St. Croix Valley, maintaining the Whitlock’s Mill Lighthouse and the Dr. Job Holmes Cottage & Museum.

For those who love walking, the Calais Waterfront Walkway is a 1.5-mile path along the St. Croix River, offering outstanding vistas of Canada on the opposite shore. It’s a great way to enjoy the area’s natural beauty and learn more about its rich history.

Calais Restaurants

When it’s time for a snack or a meal, Calais has several restaurants to whet your appetite. Here are a few recommendations:

• Jo’s Diner & Pizzeria
• Karen’s Diner and Korner Pub
• Riverview Restaurant & Lounge
• Sandwich Man

Best Route 1 Stops Throughout Aroostook County

Houlton Maine , located farther north, marks the intersection of U.S. 1 with the northernmost end of I-95 and serves as the first stop in Aroostook County on this road trip itinerary. The Meduxnekeag River flows through the heart of the town, offering a picturesque scene at Houlton Riverfront Park, where the Gateway Crossing Bridge crosses the river.

Market Square serves as the downtown hub, spanning more than just one street. Explore monuments, go shopping, and dine until your heart’s content in this historic district. For a unique experience, catch a film at Temple Theater , which has been open since 1919.

To immerse yourself in nature, the Southern Bangor & Aroostook Trail offers a 40-mile hiking trail that connects Houlton to Presque Isle (the next stop on the itinerary). The trail is also open for biking, ATV riding, and snowmobiling, making it a versatile option for outdoor enthusiasts.

Houlton Restaurants

Check out these dining spots as you’re passing through Houlton:

• ShireWood SmokeHouse Southern BBQ
• Houlton Dairy Bar
• The Vault Restaurant

Presque Isle & Caribou

Presque Isle and Caribou Maine are the two largest cities in Aroostook County, offering a variety of historic attractions and recreational activities.

In Presque Isle, witness the beginning of the Maine Solar System , an incredible 3D scale model that spans nearly 100 miles along Route 1. It’s the second-largest model of its kind in the world. You’ll find the sun, Mercury, Venus, Earth, Mars, Jupiter, and the dwarf planet Ceres in Presque Isle.

The Presque Isle Air Museum commemorates the personnel who served at the Presque Isle Army Airfield and Air Force Base with a collection of artifacts, photographs, uniforms, and other memorabilia. Also, wander the nearly 800 acres of land with well-maintained trails for hiking, snowshoeing, and cross-country skiing at Aroostook State Park .

In Caribou, learn about the legends of the city at the Caribou Historical Center & Whittier Museum , featuring the former potato farmer who eventually went to California and developed Beverly Hills. For outdoor enthusiasts, the Caribou Country Club Trails and the ski paths at the Caribou High School Ski Center offer fantastic opportunities to see the area’s natural beauty.

While you’re visiting Presque Isle, some good dining options include Ferris BBQ , Riverside Inn Restaurant , and Teresa’s Corner Cafe & Bakery . Meanwhile, The Par & Grill , Rendezvous Restaurant , and Ruska Coffee are ideal dining options in Caribou.

Continuing north on U.S. Route 1, the next stop on this Maine road trip is Van Buren, located on the Canadian border.

The main attraction in Van Buren is the Acadian Village , a collection of 17 relocated and recreated buildings on the St. John River that preserves the lives of Acadians who were banished from Canada and sought refuge here in the early 19th century.

While in Van Buren, enjoy outdoor activities such as hiking, biking, skiing, snowshoeing, and horseback riding or ATV riding on the Bangor & Aroostook Trail .

This remote, 61-mile path connects Van Buren to Stockholm, Caribou, Washburn, and Mapleton, taking you through deep woods and fields and along several streams. It’s a great way to experience the natural beauty of the area and get some exercise at the same time.

Van Buren Restaurants

There aren’t too many options for dining in Van Buren, but you can’t go wrong at either Big Daddy’s Pizza or Tasty Food . They both have delicious menus.

Madawaska Maine, the northernmost town on U.S. 1, is a Canadian border town with Acadian roots where you can experience the town’s unique culture and history.

At the Acadian Landing & Tante Blanche Museum , see the large cross erected where the first Acadians settled on the St. John River. The museum features historic artifacts and buildings, providing a glimpse into the area’s rich history.

For entertainment, catch a film at the Skylite Drive-In , which celebrated its 50-year anniversary in 2023. The drive-in offers amazing views while waiting for the sunset and the film to start, and the snack bar has all the movie treats you need, including popcorn, fried dough with powdered sugar, and fried clams.

Motorcycle enthusiasts will love Madawaska Four Corners Park , a long-distance motorcycle park that has been operating since 2008 and is one of four in the country. Complete the Titanium Butt Challenge by riding all of the Maine Four Corners Experience Tours. It’s a unique and exciting way to discover the area’s natural beauty and history.

TIP: To fully experience Acadian culture, plan your visit for August to attend the Madawaska Acadian Festival . This festival is a celebration of the area’s unique culture and offers the chance to enjoy delicious food, lively music, and traditional dancing. It’s an excellent opportunity to immerse oneself in the local culture and experience the vibrant spirit of the community.

Madawaska Restaurants

From Acadian dishes to classic American cuisine, check out these restaurants in Madawaska during your road trip visit:

• Jeff’s Pizza & Subs
• Madawaska Tastee Freez

Fort Kent marks the end of this Route 1 Maine road trip itinerary, so make sure to walk America’s first mile at the historical marker for the beginning of U.S. Route 1, which has been standing since 1926. Close to the river is a civic monument dedicated to the spot, adding to the area’s rich history.

Also, trek the 4 miles of the Fort Kent Riverside Trail System , which runs along the St. John River and includes playgrounds, parks, murals, and more.

To learn about the Bloodless War, head to the Fort Kent Blockhouse during the summer. Although the fort was never actually used for battle, it’s a fascinating piece of history. The Fort Kent Historical Society maintains several buildings, including an original Acadian log house from the 1830s, providing a glimpse into the area’s rich history.

During winter, enjoy Alpine skiing, snowshoeing, and snowboarding at Lonesome Pine Trails . Alternatively, plan your visit for the annual Can-Am Crown International Sled Dog Races to witness the beginning of the 250-mile race through Northern Maine from Fort Kent’s Main Street.

Fort Kent Restaurants

Make your last stop on this U.S. 1 road trip memorable by stopping at some of the best restaurants in Fort Kent:

• Rock’s Family Diner
• Sami’s Cuisine & Cocktails

Plan Your Itinerary Along a Route 1 Maine Road Trip

A Route 1 Maine road trip is a unique and exciting way to experience the natural beauty, rich history, and unique culture of Maine. From the southernmost town of Kittery to the northernmost town of Fort Kent, you get to explore charming towns, historic landmarks, and breathtaking scenery.

Along the way, enjoy outdoor activities like hiking, skiing, and snowshoeing, as well as cultural events like the Madawaska Acadian Festival. Whether you’re a history buff, nature lover, or foodie, a Route 1 Maine road trip has something for everyone.

So, pack your bags, hit the road, and get ready for an unforgettable adventure through one of America’s most beautiful regions!

Tiffany Betts is a staff writer and editor with more than 15 years of experience in the industry. In her free time, she loves spending time with her family and playing board and video games — often combining the two.

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The Ultimate East Coast Road Trip: 5 States in 5 Days

While we  Texans  can drive 12 hours and still never leave the state, the east coast is blessed with the accessibility to see a lot in a short amount of time. If you’re looking to make a big dent in your  USA bucket list  and check off a number of new states, here are the shining gems and not-to-miss spots perfect for a spring, summer, or fall east coast road trip. This Maine to Boston itinerary has planes, trains, boats and trolleys, mountains and beaches , small towns and big cities, and is perfect for those without a million vacation days to burn.

Of course, if you have some flexibility, give yourself a few extra days to explore so you can see more. A bit of padding never hurts in case the weather doesn’t cooperate, but if time is tight, you’d be surprised just how much you can pack into a week. Without further ado, let’s  hit the road , shall we?

Day 1: Maine 

Fly into Bar Harbor (10-minute drive) or Bangor (1 hour). Boston Logan has connections from each and grab a rental car.

For your first day, your home base for explorations will be  Bar Harbor at the very tippy-top northeast corner of the US on the Atlantic Ocean before you cross the border to Canada. The gateway to Acadia National Park, this cobblestone beach town looks like it was straight out of a Hallmark movie with all the homes built before 1901 (I forget the east coast has much more history than the rest of the country), and water never gets above 56 degrees (the lobsters love it, the humans not so much). You’ll find almost no chain restaurants or shops so wander the streets, peruse the boutiques, indulge in your first lobster roll and cup of chowda, and watch the boats come in.

Don’t miss:  Your nose will lead you to Ben and Bill’s Chocolate Emporium, which has wall after wall of truffles, fudge, and sweets galore. They boast over 100 flavors of ice cream, including lobster.

When you’re ready to hit the trails, Acadia National Park is a stunning recreational area. It is one of the smallest  national parks  in the country and the first national park east of Mississippi, yet one of busiest. Designed by the same architect as Central Park in NYC , it’s beautifully landscaped (albeit largely manmade). There are a few ways to explore via the self-drive car loop, the Island Explorer, the park’s free shuttle bus, and guided bus and trolley tours if you want to relax and take it all in. One of the most unique ways to see the sights is on one of the park’s carriage routes, available May through October.

Mount Desert  is the most concentrated (read: popular) part of the park and what first-time visitors want to see, which is what the drive loop circles. You’ll hit three of the main attractions: Cadillac Mountain (note: you’ll need reservations to summit), Jordan Pond lake, restaurant and overlook, and Thunder Hole with its iconic pink granite cliffs and dramatic beaches. The park is open 24/7, so if you’re keen on avoiding the crowds or getting a bit of hiking in, consider coming offseason or off-hours.

Hit the Road: From there it’s a three-hour drive up the coast to Portland. But don’t miss the LL Bean flagship store, which is a fun stop and photo op if you need to stretch your legs.

Stop: Portland, Maine

Maine’s largest city, is home to less than 100,000 residents, still giving it that coveted small town, hyper-local feel. It’s artsy, eclectic, hipster, and charming, and the best way to explore is to wander. Head to the Old Port area, take in the waterfront sunsets, boutiques, and insane food scene. If you have time, get out on a boat (we loved the 100-year-old wooden schooners from Portland Schooner Co.), relax at Soakology (a foot spa and teahouse aka. what dreams are made of), eat your fill of seaside seafood, photograph the lighthouses, and marvel at the mega-mansions of Cape Elizabeth.

Overnight in Portland:  The Press Hotel (Splurge), Black Elephant Hostel (Budget)  

Day 2: New Hampshire

Be sure to  pack a jacket  because the landscape is about to change dramatically – and we’re going from one extreme to another, the beach to the mountains. A 2-hour, 20-minute drive from Portland,  Mount Washington  is the highest peak on the east coast and home to the world’s worst weather, which is no joke as the wind regularly clocks in at 70-200 miles an hour (it’s so bad it’s actually where the military practices their extreme helicopter takeoffs).

But don’t let that scare you because the sights are worth it. Part of Appalachian Trail, Mount Washington is a popular hiking area, but the more fun way to summit is the  Cog Railway.  Passing through four eco-zones, the ride up feels like a long and slow ascending rollercoaster in brightly colored cars that looks a bit like a Disney train that takes about three hours round trip. If you’d rather stretch your legs, you can hike 3-7 miles uphill and take the train back down.

STOP: FLUME GORGE

We wanted to save our thighs as just 45 minutes away is the GORGE-ous (pun intended)  Flume Gorge . An accessible 1.5-mile waterfall ravine, scoot along the boardwalks and take in greenery that looks like it’s straight out of Narnia.

  Overnight in New Hampshire : Conway is the largest ski town in the area with the most amenities, but there are tons of B&Bs dotted around the White Mountains (which is a bit of a deceiving name as the area is really quite green in summertime). Recommended hotels: Omni Mount Washington (Splurge), North Conway Grand Hotel (Midrange), North Conway Mountain Inn (Budget)

Day 3: Vermont

Today it’s off for more greenery in the rolling hills of Vermont. Known for cheese, ice cream, beer, cider, and farm to fork goodness, we’re spending the day eating our way through the Green Mountain State. Starting in  Stowe , map out your spots along the  Cheese Trail , taste one of the best apple cider donuts in the country at the Old Cider Mill (they also have hard cider flights and apple cider hot dogs if you’re so inclined), and snag a scoop at the original Ben & Jerry Factory in  Waterbury  where you can also tour the flavor graveyard to see some of the quirkier pints that are no longer with us.

When you’re ready to stretch your legs and give your stomach a break, the Shelbourne Museum is a must-see roadside attraction for art, history, and photography. Home to over 39 buildings, there’s everything from an old ship you can tour to a working carousel and vintage toys.

STOP: BURLINGTON

In the afternoon, it’s off to  Burlington , which, if you’ve been to  Boulder , may look familiar. Another quirky college town, Church Street is a virtual clone of pedestrian Pearl Street, and the city itself has been called “Boulder of the East” (although a bit more crunchy and counterculture-y than trustafarian) and right on the water.

Overnight in Vermont : Hotel Vermont (Splurge), Lang House on Main Street (Midrange), Mad River Barn (Budget)

Day 4: Connecticut

It’s our longest driving day, so get up early and begin the trek south because soon it’s back to the beaches. The Waterbury area to  New Haven  is a little over 3.5 hours, but you can break it up with stops en route.  Hartford  boasts the Mark Twain House and the beautiful Elizabeth Park Rose Garden, and further afield is Gillette Castle State Park and Sleeping Giant State Park.

Once in New Haven, make yourself a self-guided photo tour of Lighthouse Point Park and Carousel or pack a swimsuit and go for a dip on the beach. Wander East Rock Park and Pardee Rose Gardens, or charter a boat tour of  Thimble Islands , a string of 25+ private islands which each have their own charm and appeal, many of which have one summer cottage per archipelago in case you’re looking for some prime real estate.

Overnight in New Haven:   Graduate New Haven (Midrange), The Blake Hotel (Midrange), The Study at Yale (Midrange)

Day 5: Rhode Island 

Drive up the coast an hour and a half due east, and you’ll arrive in the ritzy town of Newport, Rhode Island, but not without a quick stop in Mystic, CT first.  Mystic  was one of Connecticut’s most popular seaports with a historic colonial downtown, steeped churches, and drawbridges. Stretch your legs and grab a bite.

Newport  ended up being one of my favorite stops for its gorgeous landscaping and quaint waterfront. Wander the shops and restaurants around Bannister’s Wharf, tour the Breakers (the Vanderbilt summer home), follow the cliff walk, taking in the oceanside mega-mansions, or hop on a lobster boat and try your hand at fisherman life. If you’re up for one last thrill, the pedal-powered rail bikes are a great adrenaline rush to end the day. If you have more time, definitely tack on a day trip to Block Island or spend a weekend in Providence.

Overnight in Newport:   Pelham Court Hotel (Splurge), The Cliffside Inn (Splurge), OceanCliff Hotel (Midrange)

Day 6 – Optional Add-on: Boston & Cape Cod

From here, you can either fly home from Providence or Boston or continue on to Cape Cod. If you’re up for exploring the Cape, a handful of quaint beach towns await. Explore downtown Hyannis, play Goldilocks with the beaches (you have both saltwater and freshwater to choose from), eat your weight in lobster rolls from the roadside chowder shacks (or try a traditional Clam Bake!), and slowly make your way to Provincetown at the very tip.

One of the most LGBTQ+ friendly cities in the country, P-town is a maze of people watching, whale watching, and rainbow everything. It’s sensory overload in the best way possible.

Overnight in Cape Cod: Crown Point Historic Inn & Spa (Splurge), The Bradford (Midrange), Moffett House Inn (Budget)

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When my third grade teacher told me I should be a writer, I laughed because that was so basic. After all, my best friend was aspiring to be a princess. Lo and behold, 20 years later, here I am, biting my tongue.

A Chicago native, a Denverite by choice, and now an accidental Texan, I've made it my mission to see as much of the world as possible because life is short, but sweet for certain. Subscribe to follow the (mis)adventures.

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