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A Comprehensive Guide for Boston to Maine Road Trip

Things to do in Boston to Maine Road Trip

November 7, 2022
in Blog
Boston to Maine Road Trip

The breathtaking scenic blue Boston to Maine Road Trip is one of a kind, as it boasts spectacular foliage, splashing water, and more. 

If you want to commence this eye-pleasing journey to Portland, Maine, your eyes will sparkle off this particular voyage.

If we consider the exact time to reach the final destination from Boston to Maine takes approximately 2 hours. However, there are a total of three routes via different highways that save a couple of minutes here and there.

Usually, we see traveling all about the journey and not the destination, so if you are a wanderer, Globetrotter, voyager, vagabond, or even a roadie, you will see paradise on earth.

Don’t worry! Those who are leaving for a business trip, even you, will forget about the worries associated with it and will be more rejuvenated than before. 

Well! Travelers who want a comprehensive itinerary to tick all included in the to-do list, check out our recommendations for an amazing Boston to Maine road trip. Let’s get started!

Table of Contents

  • Important Stops in your Boston to Maine Road Trip
    • Newburyport Massachusetts
    • Portsmouth, New Hampshire
    • Kittery, Maine
    • Wells, Maine
    • Kennebunkport, Maine
    • Biddeford, Maine
    • Portland, Maine
      • Things to do in Portland 
  • The Final Wrap-Up

Important Stops in your Boston to Maine Road Trip

How boring a two-hour trip to Maine will be if you just sit in your car and drive straight to the last stop. But wait, it will be a terrible mistake if you do this with this particular voyage. Don’t worry, as this guide will help you decide where to stop exactly. 

Newburyport Massachusetts

When you commence the tour, the first stop that comes soon after is Newburyport. The coastal city in Essex County, which is just 35 miles northeast of Boston.

It’s quite understandable if you are tired of sitting in one place, park your car in front of Bob Lobster and straighten your legs. 

Additionally, the nature-lovers can go for a stroll at Plum Island Beach or Maudslay State Park. After this little pause, you will be able to start your travel again.

Portsmouth, New Hampshire

While you move north, the next in line is Portsmouth. Interestingly, you will be greeted by quaint, old-fashioned boutique stores, bistros with a vibe, and delicious bakeries. Well! Don’t forget Salt Cellar, where you can get your hands on different finishing salts.

Moreover, the halt here will be worth your time, as you will not only be refreshed but love the overall breezy, fresh feel. 

Kittery, Maine

Soon, you will enter the first and oldest town in Maine, Kittery. Settled in the 17th century, the town has become a popular summer resort. 

If you are traveling all the way from Boston just to be in Maine, it’s a must to take out time and hover around this town. 

Moreover, this town houses the Portsmouth Naval Shipyard on Seavey’s Island. Also, Badger’s Island, the seaside district of Kittery Point, and fragments of the Isles of Shoals. Finally, the beautiful and picturesque landscape of the town will make your soul happy.

Portsmouth Naval Shipyard on Seavey's Island
Source: Pexels

Wells, Maine

After driving again from Boston to Maine road trip, the next stop is Wells. It is the “Friendliest Town in Maine,” also known as the Antique Capital. Also, if you don’t know, you will be passing by the third-oldest town.

So, do take out some time to enjoy its pristine scenery. Moreover, don’t worry about your grub, as numerous food trucks serve yummylicious food. After grabbing a bite, surfing around and exploring will fill you with enthusiasm to continue the trip to Portland, Maine.

Kennebunkport, Maine

A perfect vacation gateway is the southern coastal town of Maine, Kennebunkport. This next step towards the final destination Portland, Maine, is beyond beautiful.

If you are a big fan of sandy, beachy and breezy places, your pit stop at this sea-town will let you lose your hair and unwind.

Finally, the specialty of this place is not just the most popular tourist destination but also rich in its historical background.

Moreover, history buffs will not be disappointed as the town boasts a lot of ancient churches, trolley museums, and more. Lip-smacking sides of food, long-stretched beaches, and cool seashores will make your journey a more memorable one. 

Biddeford, Maine

The second last pit stop of the Boston to Maine road trip is Biddeford. Interestingly, this town is the principal commercial center of York County. In fact, the rugged coastlines and natural environment of the town and around are going to sap away all the travel-tiredness. 

There is a lot to keep tourists interested in Biddeford because of its colorful past, which includes numerous battles with indigenous Native American tribes and fights in the War of Independence.

Walkers, joggers, sunbathers, and surfers will surround you. Also, the refuge is well-liked by birdwatchers due to its numerous well-maintained and trodden routes. 

Old Orchard Beach, a village unto itself located north of Biddeford, maybe to your liking if you’re seeking a beach resort with attractions. Finally, you will get fonder of the town because it has a pretty peaceful environment.

Portland, Maine

The last and final in the line of the Boston to Maine road trip is Portland. Finally, it’s time for you to ditch your car and start this city’s exploration on foot. 

Reward yourself with extremely tasty local food; after all, you drove straight two hours and deserve a treat. 

If you are there for a business trip or just want to have a fun trip with your family and friends, take enough time to roam around the famous city. Moreover, autumn in Portland is a wonderful, inviting spot for tourists. So, don’t worry about the time of the year, as through the year, you will find something or the other.

Things to do in Portland 

Since you have made it to the final destination, make the most of your days there. Therefore, some of the things you should check out are listed below.

  • Most people are unaware that Portland has more breweries per head compared to any other American city. If you are around, don’t pass up the opportunity to stop by the chosen brewery, Allagash. Try out their seasonal pumpkin beer, which will turn out to be a perfect way to spend your day. 
  • Well, if you have a sweet tooth, how can you possibly not include The Holy Donut in your itinerary? Besides, refill your energy to do more things with their buttery soft donuts. 
  • Visit Portland HeadLight if you want to hike along the ocean or go on a picnic nearby to get some exercise. One of the oldest lighthouses in America and the oldest in Maine, is also a museum where you can visit and explore the past of this famous lighthouse.
  • For your lunch, book a table at The Honey Paw will keep your hunger pangs covered. Asian fusion eatery Honey Paw is sure to win over even the most ardent critics.
  • Don’t forget about taking a tour of the Portland Museum of Art. Moreover, when seeking intriguing things to do in Portland, Maine, it makes sense to visit this museum.

Also, it houses impressive collectibles of European, Contemporary, and American art, which is really unbelievable. There are works by local painters as well as works by Monet and Cassatt too. 

The Final Wrap-Up

So, here is the holistic guide for Boston to Maine road trip. From various delicious options for trying out local food to historical explorations, you will have the best days of your life. 

Since it takes a lot of time and effort to plan for a vacation, planning it well will only help you tick all the boxes. If you liked these recommendations, please leave a comment below. Also, don’t forget to check other informational blogs.

Bon Voyage!

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