10 TOP Things to Do in Eastern Massachusetts October 2025

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Most fun & popular experiences in Eastern Massachusetts

Tours & day trips

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History and Hauntings of Salem Guided Walking Tour

Private & custom tours

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Boston: Helicopter Skyline Tour

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Food, drink & nightlife

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Boston to Martha's Vineyard with Optional Island Tour

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Adventure & outdoor

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Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

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Attractions

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Boston CityPASS®: Admission to Top 4 Attractions

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What to do in Eastern Massachusetts

Popular places to visit

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

New England Aquarium

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxboro. Experience the area's great live music and acclaimed theatre scene.

Copley Square

Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.

Boston University

Explore the campus of Boston University, a top university in Boston. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Harvard Square

With a visit to Harvard Square, a favourite shopping spot in Cambridge, you can browse for souvenirs. Experience the fascinating museums and acclaimed art galleries in this vibrant area.

Boston Harbor

Adore Boston’s charming working harbor from the waterfront or head out by boat to get to know it more intimately.

Explore areas of Eastern Massachusetts

Downtown Boston

4.5/5(94 area reviews)

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Back Bay

4.5/5(192 area reviews)

Parisian boulevards and elegant brownstones conjure a truly romantic atmosphere, perfect for strolling and window shopping.

Seaport District

4.5/5(38 area reviews)

Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.

Beacon Hill

5/5(3 area reviews)

Lose yourself in the charming streetscapes, historic buildings and village-like atmosphere of Boston’s oldest and wealthiest suburbs.

North End

5/5(11 area reviews)

The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by New England Aquarium or Boston Harbor while you're visiting, and jump aboard the metro at Aquarium to get around town.

Roxbury

Get to know Roxbury and its many features like its museums and cafes. You might want to explore sights like Samuel Adams Brewery and Franklin Park Zoo, and you can jump on the metro at Jackson Square Station or Stony Brook Station to get around the city.