9  Stunning Stops On A Boston To Bar Harbor Road Trip Itinerary

Boston, Massachusetts

Begin your journey in the vibrant city of Boston, where you can explore historic sites like the Freedom Trail, stroll through Boston Common, and indulge in delicious seafood at local restaurants.

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Portsmouth, New Hampshire

Just over an hour's drive from Boston, Portsmouth offers a charming waterfront area with historic homes, quaint shops, and excellent dining options.

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Kittery, Maine

Cross over into Maine and stop in Kittery to browse the outlets for discounted shopping deals or enjoy fresh lobster rolls at one of the local seafood shacks.

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Portland, Maine

Spend some time exploring Maine's largest city, Portland, known for its vibrant arts scene, bustling waterfront, and award-winning restaurants. Take a stroll through the Old Port district and visit iconic landmarks like the Portland Head Light.

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Freeport, Maine

Home to the flagship store of L.L.Bean, Freeport is a shopper's paradise with a variety of outlet stores and outdoor recreation opportunities.

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Camden, Maine

Known as the "Jewel of the Coast," Camden boasts a stunning harbor surrounded by majestic mountains. Explore the quaint downtown area, hike to the top of Mount Battie for panoramic views, or take a sailing excursion on Penobscot Bay.

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Belfast, Maine

Stop in Belfast to discover its rich maritime history, vibrant arts community, and scenic waterfront. Enjoy a leisurely walk along the Belfast Harbor Walk or visit the Belfast Historical Society and Museum to learn more about the area's past.

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Bar Harbor, Maine

Finally, arrive in the picturesque town of Bar Harbor, located on Mount Desert Island and the gateway to Acadia National Park.

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Boothbay Harbor, Maine

Experience the quintessential charm of a coastal Maine town in Boothbay Harbor. Take a scenic boat tour of the harbor, visit the Maine State Aquarium, or simply relax and enjoy the picturesque views.

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