10 TOP Things to Do in Massachusetts October 2026

A street with autumn-colored trees, a building with a sign for 'EDYTHE & CO.', and a parked car.

A large, illuminated ship docked at a pier with fireworks in the background.

A wooden beach gate leading to a sandy beach with the ocean in the background.

A modern building with a prominent ICA sign, glass facade, and a waterfront location.

A brightly lit Paramount theater with illuminated marquee and signage.

Activities

Boston Old Town Trolley Hop-on Hop-Off City Tour

AU$69

per adult

90% of travellers recommend

Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

AU$52

per adult

92% of travellers recommend

History and Hauntings of Salem Guided Walking Tour

AU$51

per adult

98% of travellers recommend

Classic Tall Ship Cruise in Boston Harbor

AU$56

per adult

94% of travellers recommend

Boston: Sunset Tall Ship Harbor Cruise

AU$105

per adult

100% of travellers recommend

Go City: Boston All-Inclusive Pass with 45+ Attractions

AU$100

per adult

80% of travellers recommend

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

AU$72

per adult

94% of travellers recommend

Boston: Freedom Trail History Small Group Walking Tour

AU$76

per adult

100% of travellers recommend

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

AU$21

per traveller

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Top places to visit

1. Fenway Park

A source of great pride to Bostonians, Fenway Park is home of the world-famous Boston Red Sox baseball team. One of the oldest ballparks in the United States, no trip to Boston is complete without catching a ball game at Fenway Park.

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A cityscape with a prominent stadium, a busy intersection, and a skyline with high-rise buildings.

2. Harvard University

The oldest and most famous university in the United States, Harvard University has been educating the country’s brightest young minds since it was founded in 1636. Along with seven other prestigious academic institutes in the north east, Harvard University is a member of the USA’s Ivy League group of schools. The term “Ivy League” was created in the 1930s for a college football competition, and refers to the presence of the ivy plant on the university buildings.

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A classical building with columns and a blue door, surrounded by trees and people walking.

3. Boston Common

One of the city’s most popular attractions, the large Boston Common is as popular with Boston’s residents as it is with visitors. Covering over 20 hectares, the Common is the ideal place to take a walk, have a picnic or enjoy one of the musical performances or events that are held here throughout the year. The famous Freedom Trail also starts at Boston Common, along which you can visit a number of points of interest from the American Revolution.

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A public park with a large fountain, surrounded by trees and modern buildings.

4. Copley Square

Part of the wealthy Back Bay neighbourhood, Copley Square is a charming green square steeped in history. Historical buildings and the grand Copley Square Fountain form the backdrop for families, friends and office workers who come to relax on the grass and enjoy the great atmosphere. The Square plays host to a large famers market twice a week, and is a good place to sample the diverse local food.

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A historic church with a pointed roof and a large tower, surrounded by modern buildings and a well-maintained park with flowers and trees.

5. Plymouth Harbor

Breathe in the salty sea air and step onto the creaky docks in Plymouth Harbor. A number of America’s most important historical sites surround you. In this picturesque harbor, you are just a short walk from the sites where America’s modern settlement first started.

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A harbor with multiple sailboats and a prominent ship named 'PILGRIM BELLE'.

What to do in Massachusetts

Stay near popular Massachusetts attractions

Fenway Park

9.2/10 (11,009 reviews)

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

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Our guide on where to stay in Massachusetts

Find the best Massachusetts areas for the activities you enjoy most.

Quincy Market with an American flag, historic buildings, and a clock tower in the background.

Downtown Boston

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Massacre Site and Old State House, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

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A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

Back Bay

Gourmet restaurants interesting history and top sights from Copley Square to Newbury Street – discover Back Bay, a destination also famous for its shopping.

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A city skyline at dusk with illuminated buildings reflecting on the water, a prominent bridge, and a large chain barrier along the waterfront.

Seaport District

Travellers to Seaport District praise its captivating waterfront views. If you've got some more time to explore, be sure to stop by Liberty Wharf and Leader Bank Pavilion.

A large brick building with a golden dome, a flagpole with the American flag, and a statue in front.

Beacon Hill

Historical sites, shopping and restaurants highlight some notable features of Beacon Hill. Make a stop by Charles Street or Hatch Shell while you're visiting, and jump aboard the metro at Charles-MGH Station or Park St. Station to get around town.

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A statue of a man on horseback in a park with trees, a clock tower, and brick buildings in the background.

North End

The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Old North Church or Paul Revere House while you're visiting, and jump aboard the metro at Aquarium to get around town.

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