boston to maine road trip

New England Wanderlust

Maine , Massachusetts  ·  February 15, 2024

Unforgettable Boston To Bar Harbor, Maine Road Trip Itinerary (2024)

If you’re here, that means you’re probably planning an epic New England road trip along the coast, and man, I’m SO excited for you! Hi, my name is Sam, and I’ve been exploring this corner of the world for over 15 years now. I’ve taken countless road trips along the coast, and I’ve finally perfected my unforgettable Boston to Bar Harbor, Maine itinerary for those looking to explore the New England coast .

To date, this is my favorite road trip I’ve done, and I can’t wait for you to experience it for yourself. To help you plan the perfect adventure, I’m going to share all my expertise on this area with you, offer my best tips for planning your trip, and give you my ultimate itinerary that was years in the making.

While following along, I encourage you to tailor this itinerary to your own preferences depending on how much time you have for your trip, but I do make suggestions on how long it takes to make the drive, and see all the best places on the way.

Are you ready to start planning together? Let’s go!

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Road Tripping From Boston To Bar Harbor – The Basics

Before we jump into the itinerary, let’s get started with some questions you may have …

How Long Is The Drive From Boston To Bar Harbor?

If you don’t make any stops at all, and take the most direct route, the drive takes between 4 hours and 40 minutes to 5 hours, and spans about 280 miles. It could be longer depending on traffic getting out of Boston. If you happen to leave Boston during rush hour, definitely expect it to take a bit longer.

However, if taking a road trip, you could really make this drive as long as you wanted because there are so many amazing things to see along the way, and some fun detours to take. In just a sec, I’ll give you my suggestions on how long you need to make this trip and see as much of the coast as you can 😉

Is The Drive Scenic?

I think so, yes! But it kind of depends on your expectations.

While many parts of the actual drive are on highways that are kind of boring, there are so many great places to stop along the way that can make the drive very scenic. Especially if you take some of my suggested detours and scenic byways! But is every second of the drive stunning? Well, no. So it’s good to set expectations. It’s really more about the stops you make during the trip than the actual drive itself.

There are some portions of the actual drive that are very beautiful, though.

How Many Days Do You Need To Drive From Boston To Bar Harbor?

Since there are just tons of incredible things to see, I’m recommending one week, or 7-8 days, as I know that this is how much most people have to make this drive. If you have longer than a week, then I say it’s worth it to enjoy going at a slower pace. But you can definitely enjoy the top things to see in a week. This will also include two days in Acadia National Park! For my itinerary, I’m mapping out 8 incredible days for you, and you can adjust it to fit your schedule 😊

Best Time Of Year To Drive Boston To Bar Harbor

Generally, June-September is the best time to drive from Boston to Bar Harbor, as this is when you can expect the best weather, and longest days . July and August is considered peak season along the New England coastline, so this is also when you can anticipate the most crowds and highest hotel prices. But gosh, it’s so worth it!

However, I’ve done this road trip in all seasons – yep, in spring, summer, fall, and even winter! As a second suggestion, I love May to avoid some of the crowds and still enjoy mild weather, and also October to chase all the stunning fall foliage .

I’m going to give you some suggestions later in the post to turn this drive into a fall foliage adventure, so be sure to check that out if you’re planning your trip in the fall season 🍁😉

It’s also good to know that some places along the New England coast are seasonal, especially seafood shacks, boat tours, and ice cream places. If they’re seasonal businesses, it’s likely they won’t open until late May or June and begin to close down around Labor Day or only stay open possibly mid-October. But you’ll always be able to find places that are open year-round, too.

How Many Days Should You Spend In Acadia National Park?

Speaking of Acadia, that’s probably the reason you’re making this drive, right? This park is undoubtedly the top attraction in New England, and rightfully so. I always recommend a minimum of two days to explore, allowing 1 full day in the park, and then at least a half day to see Bar Harbor, which is such a charming town along the coast.

If you have more than a week for this trip, you could definitely add an extra day to Bar Harbor so you have two full days to explore the park.

Is There A Ferry From Boston To Bar Harbor?

No, there is no ferry that goes between Boston and Bar Harbor. The best way to make the trip is to drive.

The only ferry to Bar Harbor is the one from Nova Scotia, which is the CAT Ferry.

Is It Worth Going All The Way To Bar Harbor?

Oh yes! I often get asked this because Bar Harbor is pretty far up the Maine coast, and it’s one of the top attractions most out of the way in New England. But yes, it’s absolutely worth the drive. Because there are so many great things to see along the way, and since Acadia offers some of the best and most iconic coastline views in the Northeast, it’s very much worth the effort. It’s always on my list of best places to visit in New England .

Overview: Best Stops To Make When Driving Boston To Bar Harbor

These are the top places I recommend stopping in that I think are very much worth your time. Some of them require a bit of a detour, but depending on your preferences, you’ll probably be happy you went out of your way!

→ Massachusetts North Shore : This includes Marblehead, Salem, Gloucester, Rockport, Ipswich, and Newburyport. I suggest you drive the Essex Scenic Coastal Byway on your way to or from Bar Harbor to see some of these towns, depending on which appeals to you the most. I have a slight preference for Salem, Marblehead, and Rockport, which are all small and easy to do in a couple of hours each. I’ll go more into this later in the post 😉

→ Portsmouth, New Hampshire : Pretty much just off I-95 and not out of the way at all, Portsmouth is a charming coastal city that feels more like a quaint town. Great historic New England scenery and shopping! I recommend this stop if you’re looking for more of a town vibe vs. coastline, as the coastal views here aren’t as impressive as the rest of the places on this list.

→ Southern Maine Coast : This includes places like York & Cape Neddick, Kennebunkport, and Ogunquit. I usually suggest stopping at Nubble Lighthouse in York, spending a couple of hours each in Kennebunkport and Ogunquit, and even staying the night in one of these two towns.

→ Portland, Maine : The state’s largest city is filled with lots of maritime charm, amazing dining, lighthouses, and history. If you like cities, this may be worth staying a night, but you can also see the highlights in a few hours if you’re not a city person.

→ Freeport, Maine : Home to the flagship L.L. Bean store! It’s not worth it for everyone to stop, but gosh, it’s a pretty cool place to see if you’re looking to pick-up some New England clothing and accessories.

→ Maine’s Midcoast : Between Freeport and Belfast, just before getting to Bar Harbor, there are lots of great towns along the coast to explore in this region, including Harpswell, Boothbay Harbor, Wiscasset, Rockland, and Camden. I have so many suggestions for hidden gems and places to visit along this portion of the drive, which I’ll go more into during the itinerary portion of the post!

The PERFECT Boston To Bar Harbor, Maine Road Trip Itinerary

Overview of this itinerary :.

Since most people reading this will need to start and end their trip in Boston to catch a flight, that’s how I’m formatting the itinerary. You’ll be making most stops on the way to Bar Harbor, but also saving a few for the drive back so you have something to look forward to 😉

Day 1 : Explore Boston.

Day 2 : Get an early start and drive to either Kennebunkport or Ogunquit. Spend 1 night.

Day 3 : Drive to Portland to explore for a few hours, and then make your way to Camden with a few optional detours for lighthouses and great coastal scenery! End in Camden to spend the night.

Day 4 : Spend the morning in Camden, and then drive to Bar Harbor. Enjoy downtown Bar Harbor and grab dinner. Spend two nights here.

Day 5 : Explore Acadia National Park during the day, and more of Bar Harbor at night.

Day 6 : Drive to Boothbay Harbor to spend 1 night. Take a boat tour.

Day 7 : Drive to Portsmouth and spend a few hours enjoying the shops, and drive the Essex Scenic Byway along the Massachusetts North Shore to make your way toward Boston. Stay the night in this area.

Day 8 : Arrive back in Boston to head home.

Day 1: Explore Boston

Boston is the perfect starting point for most New England itineraries, but it’s also one of the top places to explore in the region, so you should definitely plan at least a full day in the city!

Rooted in history, packed with New England charm, and filled with exciting dining and cool things to do, you can actually cover a lot of ground in just a day in Boston, including the top highlights.

Here are some of the top things I suggest first-timers do :

→ Take a food tour to get a taste of what this region is all about. I have a detailed guide on all the best Boston food tours to help you pick the best one! But seafood and Italian cuisine are especially great here.

→ Visit the most charming neighborhoods , which are Beacon Hill and the North End . The North End is also where you’ll find the best Italian restaurants.

→ Stroll through the Public Gardens and Boston Common . The Boston Public Garden was the very first in the U.S., and it’s so beautiful and photogenic 😍 Boston Common isn’t as scenic as the Public Garden, but in the fall during foliage season, it’s on fire with color. Plus, they’re both really close to one another.

→ If you’re looking to do some shopping , head to Newbury Street and Copley Place .

→ Visit the New England Aquarium .

→ Explore parts (or all!) of the Freedom Trail , which is a walking tour that takes you to historically significant places around Boston. You can also take this awesome Freedom Trail tour .

→ Grab lunch or coffee at the beautiful and Instagram-worthy Tatte Bakery , which has locations around the city (you’ll see why I recommend it when you walk in 😉).

→ End your day with a nice dinner out. I love Neptune Oyster , but they don’t take reservations, and it can be a long wait time. If that’s not worth it for you, I also love the Union Oyster House for a traditional New England dining experience. But there are so many fantastic places in Boston to choose from.

How To Get Around Boston :

Boston is very walkable, and most of the tourist attractions, which are truly the top things to see in the city, are within walking distance to one another (less than a mile) in the downtown area. If you’re exploring for a day, you likely won’t need to use public transit, but may want to get an Uber or Lyft, which are widely available, just to save time (or if you’re tired!).

Where To Stay In Boston : All of these suggestions are in great locations, and within walking distance to most everything! → Boston Harbor Hotel → Revere Hotel Boston Common → The Godfrey

Day 2: Drive To Southern Maine

First thing’s first, you’ll want to pick-up your rental car in Boston early in the morning. Then, head out to start your drive to southern Maine! During this part of the trip, you’ll pass through Portsmouth, New Hampshire, but don’t worry, we’re going to stop there on the way back 😉 To get to southern Maine, you’ll hop on I-95.

So, Ogunquit or Kennebunkport ? Well, you can do both if you want! Ogunquit is about 25 minutes south of Kennebunkport, and the biggest difference, as mentioned, is that Ogunquit is more of a beach town, whereas Kennebunkport is more of a coastal town. That said, Kennebunkport also has beaches, and Ogunquit is also just as charming – I honestly love both.

Since you’ll pass by Ogunquit on your way to Kennebunkport, you can stop by for a few hours and see the beach, and the cute little town, and then end in Kennebunkport. You’ll want to decide which town to spend the night in – both have plenty of hotels and dining options.

On your way to Ogunquit and Kennebunkport, I also recommend you stop in York , which is just south of Ogunquit.

Notable stops to make in York if you have time :

• Nubble Lighthouse on Cape Neddick – the lighthouse itself is not accessible, as it’s on its own little island, but the viewpoint is really great and worth a stop! It only takes a few minutes.
• Stonewall Kitchen Flagship Store & Café – This New England brand started in Maine, and is now sold in specialty stores all over the country, but the flagship store has everything, and is really fun! The café is also very good, and a lot of people come here for lunch.
• Downtown York – Waterfront scenery, and some cute shops.
• The York Cliff Walk – A pedestrian path along the coast with beautiful views.

*If you’re short on time , I would just do Nubble Lighthouse and maybe Stonewall Kitchen, but if you have time, I do recommend the other two stops.

Best Things To See In Ogunquit In A Day :

→ The charming downtown is filled with shops and eateries.

→ Ogunquit Beach , which is one of the best beaches in Maine!

→ Marginal Way , which is a pedestrian walking path along the coastline that connects downtown Ogunquit with the cute Perkins Cove Harbor. This is my personal favorite thing to do in Ogunquit. The trail is easily accessible from downtown, and is just over 1 mile long each way.

→ Perkins Cove – Once you arrive there after walking Marginal Way, there are some really cute shops to explore, and a lovely bridge that makes for fun photos.

Where To Eat In Ogunquit :

• Ogunquit Beach Lobster House
• Footbridge Lobster in Perkins Cove for a lobster roll!
• BeachFire Bar & Grille

Psst! I have an entire guide on things to do in Ogunquit , if you’re looking for more ideas!

Best Things To See In Kennebunkport In A Day :

→ The adorable downtown , which is mainly Dock Square. You’ll find colorful storefronts and great restaurants here.

→ Drive to Cape Porpoise , where you’ll find beautiful coastal New England scenery, and the cute Farm + Table shop .

→ Enjoy the views of the cove from Kennebunkport Bridge (right at Dock Square).

→ Take a coastal walk on Parsons Way .

→ If you have time, head out on a lobster tour with Rugosa .

Where To Eat In Kennebunkport :

• Allison’s Restaurant for a great casual meal
• Cape Porpoise Lobster Co. for a lobster roll!
• Old Vines Wine Bar

Day 3: Drive To Portland & Make Your Way To Camden

This day ends in the beautiful coastal town of Camden, but you’ll be making some fun stops along the way! You can make this day easy by just driving to Portland, and then driving straight to Camden, or you can make it longer and more adventurous by making as many stops you as you feel like. Take a look at all my suggestions, and plan according to your preferences 😊

Option to add a night in Portland : The reason I have you scheduled to only stop in Portland for the day is because it’s such a short drive from Kennebunkport and Ogunquit, and personally, I think the scenery around the Camden area is more quintessential Maine. However, if you have extra time, you can definitely stay the night in Portland, and continue on to Camden the next day!

Things To Do In Portland In A Few Hours :

→ Take a food tour! Portland is a huge foodie destination, and this is a great way to taste your way through the city. The Old Port Seafood Lovers Tour , and Old Port Culinary Walking Tour are both great options.

→ Visit the lighthouses. If you only have time for one, definitely make it Portland Head Lighthouse . This is probably the most iconic lighthouse in New England, and it’s absolutely beautiful. Nearby are also Spring Point Ledge Light , and Bug Light , which are smaller, but still fun to visit. These are all in South Portland, so you’ll want to see them first before getting to downtown Portland.

→ Stroll around Old Port . I suggest parking somewhere around Commercial Street, and then walking around from there. This is the most unique and charming part of the city along the waterfront. Exchange Street and the streets nearby are nice shopping areas, too.

Optional Stops That Are Worth Your Time On The Way To Camden :

Some of these will definitely add time to your trip, so map them out carefully based on your plans to ensure you have enough time in your day.

→ Freeport to shop at the L.L. Bean Flagship Campus.

→ Wiscasset – a charming little town with a famous seafood stand called Reds Eats. Also known as being the prettiest village in Maine. You’ll drive right through it on your way to Camden.

→ Pemaquid Lighthouse – a beautiful lighthouse surrounded by dramatic coastline and parks. There is a small fee to enter the grounds, and it’s cash only.

→ Moody’s Diner in Waldsboro is right on your way on the righthand side, making it a little too easy to swing in for one of their famous whoopie pies! It even made my list of the best whoopie pies in Maine .

→ Marshall Point Lighthouse in Port Clyde. This famous lighthouse was featured in the movie Forrest Gump , and it’s such a beautiful area to visit. This is the lighthouse in my homepage photo!

→ Owls Head is a small town that’s not too far of a detour, and is home to Owls Head Lighthouse, and some beautiful coastal scenery. This is one of my top, most favorite lighthouses in New England.

→ Rockland is a charming little coastal town with a great Main Street for shopping. Also home to Rockland Breakwater Lighthouse.

Note s: You’ll pass by Boothbay Harbor on this portion of the drive, but don’t worry! You’ll be stopping there for a night on the way back 😉 You can also make some of these stops on Day 6 of this itinerary when you drive from Bar Harbor to Boothbay Harbor .

You’ll want to arrive in Camden around dinnertime, so you can get settled into your hotel, and then explore the town a bit before sunset.

Best Things To Do In Camden :

→ Head out on a sunset windjammer tour!

→ Walk around the harbor to enjoy the idyllic waterfront scenery. Also walk over to the Bay Road Overlook (comes up in Google Maps) for the perfect view of the harbor backdropped by the mountains.

→ Grab dinner at a fabulous restaurant . Some of my favorites are Natalie’s, The Waterfront (yep, that’s the name 😊), and Franny’s Bistro.

→ Get some ice cream for dessert at River Ducks or Camden Cone.

→ Drive the auto road in Camden Hills State Park to the top of Mt. Battie and enjoy the bird’s-eye views of the harbor. This road is only open seasonally, but usually only closed in the winter.

→ Shop the lovely boutiques on Main Street and Bay View.

Day 4: Spend The Morning In Camden & Then Drive To Bar Harbor

Refer to the section above for ideas on things to do in Camden the next day. If you weren’t able to take a sailing tour the night before, I do highly suggest booking one for the next day before you leave – this is one of the best places in Maine for a sailing tour!

⛵︎ Here is the Camden sailing tour I recommend: Windjammer Classic Day Sail

Then, make the drive directly to Bar Harbor. On the way, you’ll cross the Penobscot Narrows Bridge , which is one of only four bridge observatories in the entire world! If you have time, it’s worth a stop to enjoy the views from the observatory. Click here for information and fees for exploring the bridge . But it is completely free to drive over if you’re just passing by.

Things To Do Your First Night In Bar Harbor :

→ Walk around the adorable town .

→ Enjoy sunset from Shore Path right in town , with is a coastal walkway.

→ Grab dinner out . I love Geddy’s, Side Street Café, and the Happy Clam Shack for lobster rolls if you’re up for a short drive outside of town.

→ If you have the time, you could also drive up Cadillac Mountain for sunset. While it’s famous for being one of the first sunrises in the U.S., I also love sunset on a clear night and it’s usually less crowded. Note that this requires advanced planning and reservations late May – October.

Day 5: Explore Acadia National Park

Today’s THE day – Acadia National Park! Known as the “Crown Jewel” of New England, the park spans over 70 acres on Mount Desert Island, and offers some of the most iconic and famous scenery in the region.

Best Things To Do In One Day In Acadia :

→ Start with sunrise at the top of Cadillac Mountain . You can also save this for the following morning. Depending on the time of year, you may have to wake up very early for this, so it’s definitely not for everyone. But if it works with your schedule, I do think it’s worth it. It’s one of the most popular activities in the park for a reason!

Note : Reservations are required late May – October to drive the auto road to the Cadillac Mountain summit . They release 30% of the available reservations 90 days in advance, and 70% of them two days in advance. I recommend setting yourself a reminder to check the weather two days in advance, and if it’s forecasted to be a clear day, making the reservation if this interests you. That way, it’s worth it! If it’s forecasted to be cloudy and foggy, the views won’t be a great. Click here for reservation info .

→ Drive Park Loop Road , which is one of the most scenic roads in the park that offers so much for little effort. Along this road, you can make stops at Sand Beach, walk the Ocean Path, visit Thunder Hole, and see the Otter Cliffs. Of all these, I recommend parking at Sand Beach and walking Ocean Path to Otter Cliffs and back. It’s flat and easy, and passes by the best views in the park!

→ Lunch at Jordan Pond House . Famous for their popovers and incredible views overlooking Jordan Pond, this is such a fun thing to do in the park. If the weather is forecasted to be nice, I recommend making reservations for outside if you can. They also have a take out café if you want a quicker experience.

→ Take a hike, of course! Some easier to moderate hikes in the park that I love are Great Head, Bubble Rock, and Gorham. If you’re looking for an adventurous hike that’s more challenging, Beehive is the most popular in the park. Great Head is especially nice because you start the trail at Sand Beach, and it offers spectacular views of the coastline. And then you can just leave you car in the parking lot and walk Ocean Path.

→ Head to Bass Harbor Lighthouse for sunset . It’s about 30 minutes from Bar Harbor, but on a nice night, sunset here is really beautiful. You’ll need to climb out onto the coastal rocks to see the lighthouse, and parking fills up fast. But if you come prepared with sturdy footwear and arrive early enough, it’s wonderful!

→ If you don’t feel like driving to Bass Harbor Light, I would head back to Bar Harbor to relax and enjoy your last night in town with a dinner out.

→ You can also try to make a reservation for sunset on top of Cadillac Mountain in the park if you weren’t able to go for sunrise!

Psst! I have some more detailed posts on Acadia, including my Perfect Acadia National Park Itinerary , and the Best Time To Visit Acadia National Park .

Day 6: Drive To Boothbay Harbor

You have the option to start your day with a sunrise on Cadillac Mountain if you weren’t able to plan it the day prior! If you do, I suggest having breakfast at Jeannie’s Great Maine Breakfast in Bar Harbor afterward before heading out. They usually open early in-season for everyone getting up to see the sunrise ☀️

The drive to Boothbay Harbor is about 2 hours and 45 minutes without stops, and you also have the option to take the more scenic route and visit some of the suggested stops I detailed in the Day 3 portion of this itinerary. I would go back and reference those if you want to break up the drive.

Why do I recommend the night in Boothbay Harbor? Well, I just love this little coastal town because of its charm, beautiful scenery, slower pace, and all the amazing boat tour options. From Boothbay Harbor, you can take a boat tour out to a puffin colony, head out on a Schooner, or take a lobster trap haul and lighthouse scenic tour. After exploring Acadia the day prior, it’s nice to stop in a town that forces you to slow down a bit, too.

Best Things To Do In Boothbay Harbor :

→ Take a boat tour! In addition to Camden, this is another one of the best places in Maine for some kind of tour out on the water just because of how many different kinds are offered. Plus, the scenery around this area is absolutely beautiful.

These are the top tours I recommend in Boothbay Harbor: ✓ Schooner Day Sail ✓ Schooner Sunset Sail ✓ Lobster Haul, Lighthouses & Seals Tour

→ Cabbage Island Clambakes! This is SUCH a cool, unique, and authentic Maine experience for dinner. You’ll take a boat from downtown, and be brought to the family’s private island for a traditional New England style clam bake dinner, which includes their famous blueberry cake and gorgeous waterfront scenery. Advanced reservations required.

→ Coastal Maine Botanical Gardens . Located just outside of the downtown area, this is such a beautiful place to explore. Don’t forget to snap your photo with the giant wood troll sculptures!

→ Explore the cute and colorful downtown area .

→ Walk the footbridge , which connects both sides of the harbor.

→ Grab ice cream from Downeast Ice Cream , which is one of my favorites in New England.

Where To Eat In Boothbay Harbor :

• Boathouse Bistro
• Boothbay Lobster Wharf
• Shannon’s Unshelled
• Robinson’s Wharf in the neighboring town of Southport is also worth it!

Psst! I have a post all about things to do in Boothbay Harbor , if you want some more ideas 😉

Day 7: Drive To Portsmouth & The Essex Coastal Scenic Byway

Making your way back to Boston, there are so many wonderful places you can stop on the way! In fact, it’ll be hard to choose because there’s a lot you can pack in on this portion of the drive, especially along the Essex Coastal Scenic Byway in Massachusetts.

Customize this day how you’d like, but if you’re feeling ambitious and you have enough daylight hours in your day, you can see Portsmouth, and all the best towns in the along the Scenic Byway.

Things To Do In Portsmouth In A Few Hours : Portsmouth is very walkable and compact, so you can see the highlights, even with just an hour or two!

→ Market Square , which is the main shopping area downtown. You’ll find lots of great boutiques and eateries in this section of town.

→ Walk down a cute alleyway to Elephantine Bakery for a coffee and a sweet treat.

→ Walk over to Prescott Park for lovely waterfront views and a garden.

→ Visit the Strawbery Banke Museum to see history come to life (open seasonally). If you don’t go to the museum, definitely walk around this area because you’ll see lots of historic houses nearby.

Once you’re done in Portsmouth, take a 30 minute drive to Newburyport and explore there for a bit. This is where I recommend starting the Coastal Byway drive. Follow the Byway through Ipswich, Rockport, Glouster, Manchester By The Sea, and Salem (which is just outside of Boston).

These are the best stops to make along the Essex Coastal Scenic Byway :

→ Newburyport : One of my favorite places to visit in New England, it’s home to amazing shops and such a charming downtown area that sits on the waterfront. Allow about an hour to walk around, grab lattes and whoopie pies from Chococoa Café, and explore the shops.

Psst! I have an entire guide on things to do in Newburyport, MA & Plum Island if you need more info!

→ Crane Estate & Crane Beach in Ipswich . This historic estate is so stunningly beautiful, and the beach nearby is the best on the North Shore. Each requires separate admission fees, and you’ll want to budget your time wisely.

→ Rockport : One of my all-time favorite coastal towns in New England, Rockport is probably the one place I recommend you don’t miss on the drive. It’s very small, but offers an authentic New England fishing village atmosphere with colorful storefronts, lovely art galleries, great dining, and the most painted building in the country – Motif 1 (which was also featured in the movie The Proposal ).

Psst! I have an entire guide on things to do in Rockport, MA if you need more ideas!

→ Gloucester is the best place to stop if you have your heart set on a whale watch tour (but you can also take one that departs from Newburyport if that’s more convenient). Whale watch tours in this region are world-class, and head out to the famous Stellwagen Bank National Marine Sanctuary, which is known for its active marine wildlife.

🐋 Click here to check rates & availability for a whale watch tour from Gloucester

Note : While I do love to visit Gloucester, I think with this amount of time, it’s best to focus your itinerary on the other towns along the drive that I’ve recommended, as I think their scenery is more idyllic than Gloucester. Gloucester is also a city, and is bigger and more spread out, so harder to see on limited time. I do recommend it for a whale watch tour, though! If you take the whale watch tour, just know that it will take at least 3 hours, and likely a bit longer.

→ Manchester-By-The-Sea is a beautiful coastal town that can easily be seen in about an hour or so. very picturesque scenery, and it’s home to a lovely beach called Singing Sands.

→ Salem . I’m sure you know it as a top Halloween destination, but it’s honestly great year-round. Filled with historic New England charm, waterfront areas, and some fun places to eat, it’s also very walkable!

Psst! I have an entire guide on taking a Salem, MA day trip and the Best Time To Visit Salem, MA if you want more information for your visit!

→ Marblehead is such a beautiful town along the North Shore just south of Salem that often gets overlooked, but I absolutely love it here. Also filled with historic charm and lovely waterfront scenery, it’s got a quaint Main Street with some cute shops, a beautiful waterfront park, and some nice places to eat.

Psst! I have an entire guide on things to do in Marblehead, MA if you’re looking for more ideas 😉

More Optional Stops : If you’re looking to explore more of Maine’s coast, there are a few more stops you can make on your way from Boothbay Harbor to Boston. I know, I know – I’m probably tempting you to expand your trip even further, but I’m okay with that 😂

→ Georgetown Island to visit Five Island Lobster Company , which is one of the best lobster rolls in Maine you can get. They’re only open seasonally, and the scenery around there it is very quintessential Maine.

→ The Arrowsic Lighthouses . There are two in this area that I really love: Doubling Point and Squirrel Point. Doubling Point requires a drive down a very bumpy dirt road, and Squirrel Point requires about a 3/4 mile hike through the woods, but they’re both beautiful, small lighthouses on the Kennebec River.

Note : Doubling Point is closed until further notice for repairs. I’m monitoring this and will update once renovations are complete!

→ Bailey Island , which is a very small little island that’s accessible by car, and about a 20-minute detour each way. The best thing to see here is the Giant’s Stairs Trail, which offers beautiful coastal views, and giant rocks you can climb around (just practice caution, of course!). There’s also a cute little place to eat right by the bridge called Sundrenched, which is waterfront and has outdoor seating. This is a nice place to get off-the-beaten-path.

Day 8: Head Back To Boston

It’s the end of your trip! Depending on when you need to make your way back home, or to the airport, you may have some time in the morning to explore a few of the places I mentioned above, but I left this day open in case you have to catch an early flight, or start your drive back home early.

If you do happen to have some time on this day to explore, I would suggest you end the previous day in Rockport, and then explore Salem and Marblehead on this day before heading back to the airport.

Optional Itinerary Adjustments

→ If you have more time and are a city person, I would recommend adding a night to Portland and Boston.

→ If you have extra time and don’t want to add a night to a city, I have two suggestions. First option : add a night to Camden to spend a day exploring the nearby attractions (lighthouses, Rockland, etc.) to make the drive from Portland to Camden easier. Second option : add a night to Bar Harbor to see more of the park, and enjoy more hiking.

→ If you have even longer, you could make this a 2-week adventure by driving up the coast of Maine to Lubec, and then crossing the Canada border to the charming town of St. Andrews by the Sea, and Campobello Island. You could also take the CAT ferry from Bar Harbor to Nova Scotia.

I have a detailed guide on visiting Lubec, Maine , if you wanted to explore places further north!

Best Towns To Stay In On The Drive

For an overnight stay, these are my suggestions on the best places to stay based on experience when it comes to options for dining and accommodations (plus, lovely scenery, of course!). You’ll just want to pick where you stay based on how far you want to drive each day.

As you saw in my itinerary, I included some suggestions for overnight stops, but you may want to customize this trip to your liking (which I encourage!), so I wanted to provide you with more options. It’s also good to know that you won’t have time to stay overnight in all these places unless you extend your trip, but you will be able to, at the very least, drive through them all.

→ Rockport, MA : Not far from Boston, and if you’re looking get a leisurely start or slow-burn end to your trip, I really love to recommend a stay in Rockport. Most everything is pretty walkable, with cool shopping, nice hotel options, and idyllic scenery.

Where To Stay In Rockport : ✓ The Cove at Rockport ✓ Addison Choate Boutique Hotel

→ Portsmouth, NH : As mentioned, fantastic dining and shopping, with lots to keep you busy in the evening after you arrive! Plus, the historic charm is really quite lovely.

Where To Stay In Portsmouth : ✓ The Hotel Portsmouth ✓ Hotel Thaxter

→ Kennebunkport OR Ogunquit : Both of these charming coastal towns that are very close to on another, and both make for a great overnight stay. Kennebunkport has more options for nicer accommodations, but Ogunquit has a gorgeous beach. Both have very charming downtowns that are easily walkable with lots of places to eat and shop! Just pick based on what vibe you’re going for: beachy or just traditional coastal.

Where To Stay In Kennebunkport : ✓ Captains Collection Historic Inns ✓ The Boathouse

Where To Stay In Ogunquit : ✓ Anchorage By The Sea ✓ Cliff House : Technically in York, but a short 10-minute drive to Ogunquit. I like to suggest it because it’s a fantastic resort with amazing coastal views, and worth the splurge! It also makes my list of the top New England resorts and spas 😉

→ Boothbay Harbor : I love stopping here for a night or two every time I make this drive. It’s very small and easily seen in a few hours, and I like to stay the night so I have the option to take a boat tour. I also find the shops and restaurants really great.

Where To Stay In Boothbay Harbor : ✓ Harborage Inn On The Waterfront ✓ Spruce Point Inn

→ Camden : Lastly, I think Camden is the best place to stay before reaching Bar Harbor. Built around a gorgeous harbor, the coastal scenery here is beautiful, and it’s a known sailing destination. There’s also a great Main Street for shopping and dining.

Where To Stay In Camden : ✓ Camden Harbour Inn ✓ Lord Camden Inn

Where To See Fall Foliage Between Boston & Bar Harbor

If you happen to be planning your trip to coincide with fall foliage, then I would love for you to consider adjusting the itinerary slightly (but don’t worry, it’s not too different!). Most places already on the itinerary offer amazing foliage color. Here are some suggestions to keep in mind:

→ The Essex Coastal Byway in Massachusetts is GORGEOUS in the fall with lots of foliage color. I’ve done this drive during peak foliage, and I was shocked at how beautiful it was. Manchester-By-The-Sea, Essex, Salem, and Newburyport are especially beautiful in the fall. And, of course, Salem is famous for its October festivities!

→ Portsmouth offers some really lovely fall foliage during this time of the year. It’s also an especially cozy place to visit because of all the historic New England architecture.

→ Boothbay Harbor is also amazing in the fall, and the entire harbor is surrounded in fall color. Head out on a boat tour to see even more beautiful fall foliage! Tours usually end around mid-October, so there are typically opportunities that coincide with peak foliage.

→ Camden is also spectacular in the fall . I definitely recommend hiking or driving up the Mt. Battie Auto Road to take in the views of the harbor from above. It’s the best during foliage season!

→ Kennebunkport also offers some beautiful fall foliage. Having been in October a few times, the fall season always impresses me in this coastal town.

→ Of course, the starting and end points on this road trip are stand-outs in the fall, too. Acadia National Park is stunning in the fall season with foliage color, and Boston is also amazing this time of the year. Although, it’s good to know that Boston tends to peak later in October, so in the fall, you may want to plan to spend more time in Boston at the end of your trip to get a glimpse of some foliage color.

What To Pack For This Road Trip

This will depend entirely on what time of year you visit, so plan accordingly based on the season when it comes to clothing and footwear. Beyond that, here are some things I recommend you bring regardless of what time of year you visit.

→ Light sweater or jacket – even in the summer! If you plan to take any boat tours or get up for sunrise at Cadillac Mountain, you’ll want this to stay warm.

→ Reusable water bottle to stay hydrated.

→ Dramamine if you plan to hop on a boat tour and tend to get seasick.

→ Comfortable shoes – I know this seems obvious, but you can leave your fancy shoes at home. I usually wear a really comfortable pair of sandals in the summer, or sneakers in the spring/fall. If you take a boat tour, they may have some requirements on the type of footwear you wear, so double check that, too.

→ Hiking boots if you plan to tackle any trails in Acadia. You’ll be happy to have the ankle support.

→ Camera, of course! You’re going to see so much incredible scenery on this trip, you’ll want to capture the best memories along the way. This is a good trip to get a tripod if you don’t have one – they even make inexpensive ones for iPhones that are perfect for just about anyone.

Tips For This Road Trip

→ Offline maps on your GPS! You’ll have cell phone service in most places, but when you’re near a beach or inside Acadia National Park, you may lose service.

→ Be ready to pay tolls on the roads . If you’re renting a car for the trip, I suggest making sure your rental comes with an EZ Pass for the toll roads to make things easier. Most of them in this area are now cashless and don’t require you to stop – you just get a bill for the tolls instead, which you can work out with your rental company.

→ Bring Some Cash – I know this seems obvious, but as someone who never carries around cash, I’m always reminded when I make this road trip that some places still don’t take credit cards! Usually places like ice cream stands and seafood shacks are the ones that may be cash only, so it’s good to have a small amount on you at all times. Better yet, get a debit card that reimburses you for ATM fees, like the Charles Schwab checking card. Most places will take cards, though.

→ Prepare for crowds at popular places . Depending on the time of year you take this trip, most places will bring in some level of crowds. The most popular destination is Bar Harbor and Acadia National Park, and this is where you can expect the biggest crowds. If you travel in spring or fall, you’ll see fewer people, but places will still be lively.

→ Prepare for the cost . New England in general is just an expensive region to visit, unfortunately, and prices tend to be higher than other parts of the country.

More posts you may enjoy:

• The BEST 7 Day New England Road Trip Itinerary
• The PERFECT Fall Foliage New England Road Trip Itinerary
• The Best Time To Visit New England
• Incredible Lighthouses In New England To See
• Maine Lighthouse Road Trip Itinerary
• Gorgeous New England Islands Worth Visiting
• Maine In The Summer

That’s A Wrap On My Boston To Bar Harbor, Maine Road Trip!

And there you have it! After years of perfecting it, I’m thrilled to finally share my unforgettable Boston to Bar Harbor, Maine road trip itinerary with you. I truly believe that the New England coast is such a special and memorable region to experience for yourself, and with this guide, you’ll see the very best it has to offer. Happy planning!

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

• By TripMemos Team
• April 29, 2024
• 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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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.

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17 Best Stops on a Boston to Bar Harbor Road Trip

Last Updated on January 8, 2024

by Maggie Turansky

Disclaimer: This article contains affiliate links. That means if you click a link and make a purchase, we may make a small commission. As an Amazon Associate we earn from qualifying purchases. For more information, see our privacy policy.

If you’re looking for the quintessential tour of New England, then you cannot go wrong with going on a Boston to Bar Harbor road trip. Driving from the Massachusetts capital to the gateway to Acadia National Park will take you through three states and countless amazing places to visit along the way.

There are plenty of people who plan to make this drive in just one day. And while this is certainly possible, you will be missing out on some of the most charming towns and cool spots that Massachusetts, New Hampshire and Maine have to offer. So whether you want to take in every lighthouse possible or sample lobster rolls while meandering up the Maine coast, this is the guide for you.

Planning your road trip can be a joy of an experience when you consider just how much there is to see and do in a relatively short distance. So if you want to go on the perfect drive through coastal Maine, then make sure to include at least some of these stops.

Table of Contents

Planning a New England Road Trip

Unlike embarking on a road trip in the western USA (for instance, from Seattle to Yellowstone National Park ), the drive from Boston to Bar Harbor is relatively densely populated and you won’t be driving through large patches of open wilderness with services available. Conversely, there are plenty of towns along the way and just as many gas stations and facilities so you don’t need to plan too far in advance.

One thing to keep in mind is the season that you plan to do this road trip in. Obviously, the summer months of June, July and August are the most popular for those driving to Bar Harbor as the weather conditions are the mildest.

There isn’t much you need to consider when it comes to road safety in these months, except to be on the lookout for deer and moose and to be aware that conditions can, at times, get foggy.

If you’re travelling in the cooler months from as early as late October through April, be aware that snow can be an option. Particularly in the winter months, there will be quite a bit of snow (and, honestly, Acadia may not be the most pleasant to visit then, anyway).

Autumn is another very popular time to visit, namely because the foliage is simply spectacular. Note that the days do start to get shorter and there can be more rain, but driving conditions should still be fine.

Road conditions are generally good, but it always pays to be aware of wildlife!

If you need to rent a car for this road trip, you can browse Rentalcars.com which shows deals across a number of different car rental companies.

How Far is Boston to Bar Harbor?

Without stopping, the Boston to Bar Harbor drive time along the I-95N is about five hours total and the distance between Boston and Bar Harbor is about 300 miles (483 kilometres). However, staying completely on the I-95 isn’t the ideal route to go if you want to make the most out of this road trip.

Instead, getting off the interstate once you’re past Portland and heading north on Highway 1 is going to be far more rewarding, even if it will add to your overall drive time. This is where you will find the majority of the worthwhile stops on the Boston to Acadia road trip and it is certainly the most picturesque, taking you all along the coast.

Though you could do this drive within the span of the day, if you want to make a road trip out of it, it’s worth planning a few nights to get all the way up to Bar Harbor. Planning to stop for a few nights in Portland and in the midcoast town of Camden or Rockland.

Best Boston to Bar Harbor Road Trip Stops

Salem, massachusetts.

Leaving the city, the first stop on the drive is a bit of a detour, but worth it nonetheless – and that is Salem.

The historic seaside town is notable for being home to the Salem Witch Trials – a series of prosecutions of accused witches in 1692-1693, the trials resulted in over thirty guilty convictions which resulted in the hangings of fourteen women and five men. At least five other people died in prison and one man was pressed to death for refusing to plead.

The Salem Witch Trials are obviously an incredibly dark part of this town’s history and you can learn more about them while visiting this town.

However, these days, Salem is also well known for being a hub for the New Age. So if you’re interested in learning about dark Puritanical history and also may want to pick up a deck of tarot cards or get your palm read, then Salem is an excellent stop for you. It’s also a popular day trip from Boston

Portsmouth, New Hampshire

When driving from Boston to Bar Harbor, the stretch that goes through New Hampshire is only about 20 miles, however, that doesn’t mean there isn’t anywhere to stop in this great state!

And the best place to explore on this route is the lovely seaside town of Portsmouth. Not to be confused with the city in Hampshire, England, Portsmouth, New Hampshire is small but charming and very much worth exploring as you make your way to Maine.

If you’re looking for a great place to grab some lunch, then make sure to head to Geno’s Chowder & Sandwich Shop , located right on the harbour. This place has a great deal on a cup of chowder and a fresh lobster roll, so you can start getting your fix before you’ve officially made it to Maine!

Portsmouth’s town centre is also filled with interesting shops to browse and it can be very much worth taking a stroll along the main drags.

If you’re travelling with children, make sure to make a stop at Treehouse Toys, which is an excellent independent toy store that can be a lot of fun for adults, too!

Cape Neddick, Maine

The next (and subsequent) stop on this road trip from Boston are in the great state of Maine and what could be a more iconic first place to stop than a lighthouse?

And one of the most beautiful lighthouses in Maine happens to be located in the southern town of York on Cape Neddick and that is the beautiful Nubble Lighthouse.

This lighthouse is situated in an absolutely beautiful setting on its own small island. You can view it easily from the mainland while also enjoying the lovely scenery of the waves crashing against the rocky shoreline.

There are also plenty of benches and places to sit around here, so you can spend the time you’d like enjoying the views of this beautiful lighthouse.

Ogunquit, Maine

Only a few miles north of Cape Neddick along the coast of Maine lies the popular tourist town of Ogunquit which is home to, in my opinion, one of the most beautiful beaches in the state.

While the state isn’t necessarily known for having “beach weather,” the few months of the year when it is warm enough to enjoy the white sands, then Ogunquit Beach is an excellent option for this!

Ogunquit is also home to a cute downtown area with plenty of shops along with a lot of other kitschy seaside town mainstays – such as mini-golf!

There are a number of famous lobster shacks to eat at if you have a hankering for seafood. Alternatively, we can recommend eating at the Greenery Cafe , which has an extensive breakfast menu along with plenty of sandwiches and salads for those looking for a great lunch option!

Kennebunkport, Maine

Another very famous seaside town in Southern Maine and a perfect stop on a Boston to Acadia road trip is Kennebunkport. This is another very popular vacation spot and it has a lot to offer visitors.

Of course, like the rest of Maine, lobster shacks and seafood restaurants abound, and there are some lovely beaches to enjoy and a gorgeous harbour and coastal views to take in.

There is also a charming town centre that is filled with interesting shops and other points of interest. There are also a few small museums to take in, should this suit your fancy, And if you’re interested in getting out on the water, there are plenty of options available for you in Kennebunkport.

And if you want to experience another beautiful beach before hitting the next stop, visit Old Orchard Beach – one of the most beautiful in the state.

Cape Elizabeth, Maine

Located directly to the south of Portland (and effectively a suburb of the city), Cape Elizabeth is home to arguably Maine’s most prominent and iconic lighthouse – the Portland Head Light.

Situated in the vast Fort Williams Park, this lighthouse isn’t the only attraction here. Fort Williams Park boasts some beautiful cliffside views and walks, small swimming areas and beaches, an old fort and plenty of beautiful grassy areas to enjoy.

All in all, this makes for an excellent stop in the Portland area before heading into the city proper and exploring the old port, and also gives you an opportunity to take in Maine’s most notable lighthouses!

Portland, Maine

No drive from Boston to Acadia National Park would be complete without a stop in Maine’s largest city, Portland. Though this isn’t a huge city by most metrics (it’s home to only about 70,000 people), this is the largest metropolis in the state and has a lot to offer visitors.

Not only are there fantastic restaurants to enjoy and plenty of locally brewed craft beer to sip, but there are also a number of cool things to see and do that it’s worth spending a couple of days in Portland in order to really get to know this city and to do it justice.

Maine doesn’t have a lot of cities, so it’s a great place to get an “urban” vibe, especially considering how rural and small the rest of the towns on this road trip are!

Freeport, Maine

As the last major stop before you venture off the interstate and onto Highway 1, Freeport is an essential stop on any Maine road trip for one reason – the flagship store of LL Bean.

This shop is absolutely massive and offers anything an outdoor lover could imagine. Set over a number of different areas and across a couple of floors, the LL Bean store is a very “Maine” place to visit.

Known for its massive boot marking the entrance, this is the perfect place to pick up any outdoor gear you may need (or forgot to pack!) for your trip to Acadia National Park.

The town of Freeport itself also has a nice downtown area with several cute shops and cool restaurants to check out, so make sure not to only set your sites on LL Bean and explore a bit of the town, as well!

Wiscasset, Maine

Dubbed “the prettiest village in Maine,” the town of Wiscasset is an excellent stop in the midcoast region on a scenic drive up the coast, especially if you’re feeling a little bit hungry!

Located directly on Highway 1, Wiscasset is perhaps best known for being home to the famous Red’s Lobster Shack , which has been highlighted in a number of different publications over the years.

Because of this, the shack gets queues that wind their way around the corner and up the streets and, in the busy months, you could be waiting to get a lobster roll for hours.

If you want to minimise your wait but still have an incredibly high-quality meal, then head to Sprague’s – located right across the street. They have a similar menu to Red’s, delicious food and they also make incredible milkshakes with the local Giffords Ice Cream! They also have a nice outdoor seating area.

Like most other towns in the area, Wiscasset also has a number of cute shops and things to see and do in the town centre, that is very much worth exploring.

Boothbay Harbor, Maine

This stop is a bit of a detour from Highway 1 and can be a bit of a touristy stop, but if you want to experience a truly charming Maine harbour, then make sure to head to Boothbay while on your Boston to Maine road trip.

Boothbay Harbor is a bit of a kitschy tourist town, but it can be a good place to visit if that is your thing. It’s full of souvenir shops and opportunities to go on harbour cruises and whale-watching tours.

The harbour itself is really lovely and a joy to stroll around and the drive down the peninsula to reach this town is gorgeous, as well.

Damariscotta, Maine

Coastal New England is well known for its oysters but you would be hard-pressed to find a more famous local variety than the Damariscotta oyster – hailing from the eponymous river in this beautiful Maine town! Damariscotta is a small town with a charming main street, home to plenty of local artisan’s shops and a number of great restaurants.

When driving through this region, you will also notice plenty of oyster farms in the river and, if you want to sample some, make sure to head to one of the many oyster bars or restaurants and order a few in any style that you desire!

Waldoboro, Maine

Waldoboro isn’t a stop that makes it onto most Maine road trip itineraries, however, that doesn’t mean that it isn’t worth visiting a few places in this unassuming town! Located on Highway 1, one of the best places to stop in Waldoboro is Moody’s Diner , especially if you’ve got an appetite.

This classic diner has been in business for over 80 years. It’s open daily and serves up diner favourites and also makes dozens of freshly baked pies each day – so even if you’re not hungry enough for a meal, it’s worth stopping by for a slice of pie, at least!

If you’re interested in sampling some locally brewed craft beer, one of our favourite breweries in the region is based in Waldoboro – Odd Alewives Brewery. Located in a refurbished barn on Old Route 1, they have a handful of fantastic beers on tap, a wood-fired oven for delicious pizzas and a delightful garden setting to enjoy.

Rockland, Maine

One of the most popular destinations in Midcoast Maine, this is a can’t-miss stop on your Boston to Acadia drive. There are a number of things to do in Rockland that it can be worth planning to spend a couple of nights in this area so you have enough time to see and do everything there is to offer.

Like many towns in the region, Rockland has a charming downtown filled with art galleries, museums, shops and great restaurants – a personal favourite is North Beacon Oyster!

And if you’re looking for something quick to eat, you cannot go wrong with Wasses Hot Dogs . Rockland is also home to the Maine Lobster Festival, so this is the perfect town to pick up yet another lobster roll.

Make sure to walk out to the Rockland Breakwater Lighthouse also visit the charming lighthouse at nearby Owl’s Head. There is also the opportunity to take a ferry to one of the nearby islands if this suits your fancy.

Rockport, Maine

Located about a ten-minute drive north of Rockland is the small town of Rockport. This town often gets overlooked, with visitors being more taken in by beautiful Camden or bustling Rockland, but Rockport has its own charm and it’s worth stopping in on your way up to the town of Bar Harbor.

Outside of the town centre, you can find the fantastic Oakland Park Lanes , a classic candlepin bowling alley that’s the perfect place to spend a rainy day for young and old alike.

Downtown Rockport has a charming harbour that is arguably prettier than neighbouring Camden. And if you’re looking for a great meal, then make sure to head to 18 Central, located on Rockport’s main drag.

Camden, Maine

Along with Rockland, Camden is probably the most popular place to visit in Midcoast Maine and it’s for a good reason – it is incredibly charming. Located only about eight miles (about a fifteen-minute drive) north of Rockland, there are a number of things to do in Camden that make it a great place to base yourself for a few nights while on your road trip to Bar Harbor.

Camden Harbor is beautiful and you can even opt to take a sailing cruise from here. If you simply want to enjoy the views, then make sure to have a meal at the delicious Waterfront Restaurant. Kids will love the nearby Uncle Willy’s Candy Shoppe — but it is super fun for adults with a sweet tooth, too.

For those looking to get a bit active, then consider going for a hike in the nearby Camden Hills State Park. Either hiking or driving up to Mount Battie – the highest peak in the park – will provide excellent views over Camden Harbor and Penobscot Bay as a whole and there are plenty of other hiking trails to enjoy, as well.

Lincolnville, Maine

Heading north along Highway 1 from Camden, the next major town you will hit is lovely Lincolnville. This little town is pretty small, however, it can be worth a stop – especially if you’re interested in heading to the beach.

Lincolnville Beach is very popular to visit on hot and sunny days in the summer. Though it certainly isn’t the nicest beach in Maine, it can still be worth the stop if it suits your fancy.

For those looking for something a bit more secluded and local, then nearby Ducktrap Beach is a good option. Even if you don’t want to visit the beach, Lincolnville also boasts a cute downtown area with plenty of shops and a handful of restaurants that can be worth browsing.

Belfast, Maine

The last major town before continuing on to Mount Desert Island is the lovely settlement of Belfast. There are lots of cool things to do in Belfast and it is one of the larger cities in this area of Maine – with a whopping 7,000 people who call it home!

There is a lovely downtown to explore filled with great restaurants, art galleries, artisan shops, and much more. There is also a nice waterfront and harbour to walk along, a few museums to visit, and a number of different farmer’s markets on various days of the week.

From Belfast, it is about another hour and twenty-minute drive before you reach Bar Harbor.

Where to Stay on the Boston to Bar Harbor Drive

If you want to make all or even some of these stops along the way to Acadia National Park, then you’re going to want to stop for a few nights along the way. The best places to do that are in Portland and Camden.

In Portland, you will have time to explore the city and the areas surrounding it. Camden is the ideal location for exploring the midcoast region, nearby Rockland, and more.

West End Inn – This quaint bed and breakfast makes for an excellent place to stay in Portland and a perfect base while on your road tip Bar Harbor. Centrally located in downtown Portland, it’s perfect for exploring the city and its surroundings. There are plenty of great rooms available and a wonderful breakfast offered each morning.

The Press Hotel – If you’re after a bit of luxury during your stay in Portland, then this swanky hotel is an excellent option. Centrally located close to all of the top sites of Maine’s largest city, they have a number of plush rooms on offer, a restaurant on site and plenty of other amenities to ensure you have a great stay.

Private Rental – For those after their own place, there are plenty of private vacation rentals on offer in Portland. This chic apartment in the Arts District is just one example of many great properties available in the city.

Not quite what you’re looking for? Click here to browse more Portland hotels!

Abigail’s Inn – If you’re looking for a charming bed and breakfast in Camden, then this is a perfect place to rest your head when on your road trip. They have countless beautiful rooms on offer, a great breakfast available each morning and the perfect location for exploring the midcoast region.

Blackberry Inn – For those after a bit of luxury, this inn is a great choice for you. Located in the heart of Camden, this place makes for the perfect romantic getaway. All rooms are spacious and feature a seating area and/or a balcony and there is a hearty breakfast included each morning.

Private Rental – For those looking for your own space in Camden, a private vacation rental is a great choice. A place like this charming cottage is just one of many to choose from in the area.

Not quite what you’re looking for? Click here to browse more Camden hotels!

Bar Harbor Grand Hotel – Located in central Bar Harbor, this hotel is the perfect base on Mount Desert Island. Centrally located close to everything this town has to offer, they have a number of great rooms available and a complimentary breakfast to enjoy each morning.

Bar Harbor Inn and Spa – If you want a plush experience while visiting Acadia National Park and Bar Harbor, then this hotel is an excellent choice for you. They have a myriad of luxe rooms on offer, a full-service spa to enjoy and plenty of other fantastic amenities to ensure your stay is a memorable one.

Private Rental – If you’d like to have your own place from which to explore Acadia and Mount Desert Island, then a private holiday rental is a good choice for you. There are lots of places to choose from – like this cottage in downtown Bar Harbor – that can suit many travel styles.

Not quite what you’re looking for? Click here to browse more Bar Harbor hotels!

Planning the perfect road trip from Boston to Acadia National Park is only a struggle when you consider just how much there is to see and do on this drive. Make sure you set aside enough time to enjoy what this beautiful section of New England has to offer!

Are you road-tripping to Acadia? Have any questions about this drive? Let us know in the comments!

Related Posts:

The Perfect 2, 3 or 4 Days in Cape Cod Itinerary

Martha’s Vineyard vs Nantucket: Which Island to Visit?

11 Best Things To Do In Camden, Maine

About Maggie Turansky

Maggie is a co-founder and writer for The World Was Here First. Originally from the US, she has lived in five different countries and has travelled to dozens more, both solo and with her partner, Michael. She particularly loves exploring Spain and spending time in the Caucasus and the Baltics. Read more about Maggie

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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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