Create an account sign-up-diamond

Start your adventure today.

Already a member? Login

Massachusetts, USA

Walking Tours in Massachusetts

Explore stunning Massachusetts, home to one of America's greatest cities: Boston. Explore history and culture while walking the streets of Boston.

See Map

Displaying 10 of 10 routes

See Map

0 hours

144 hours

0 km85 km

0

5

0

10

10 overall rating
Boston

Fens and Back Bay

This action-packed Boston walking Tour will show you some of the best of Boston. Explore the Greenery of The Fens and the Brownstones of the Back Bay, two of Boston's best neighborhoods. The walk stops at Isabella Stewart Gardner Museum, the Museum of Fine Arts (MFA), The Fens, Fenway Park, Kenmore Square, Newbury Street, and Copley Square before finishing at the impressive Christian Science Church.
Easy
6.3 km
23 m
1.5-2h
10 overall rating
Boston

Financial District to Theatre District

This Boston walking tour will allow you to explore the waterfront and Boston’s Financial District. Don’t let the name confuse you though, there are many must-see historical and fun stops in the area! After time walking through the Financial District head to the more-lively Theatre District. Filled with great restaurants and bars as well as a variety of shows, and of course historically significant buildings housing them all - this makes for a great afternoon into evening walk!
Very Easy
5.2 km
32 m
1.5-2h
10 overall rating
Boston

Freedom Trail

The best walk in Boston for history lovers, The Freedom Trail is one of Boston’s most popular walks. Follow the painted red line on the ground throughout this historic Boston walking tour and see the sites that were most instrumental in the American Revolution.
Easy
6.7 km
71 m
1.5-2h
10 overall rating
Boston

City Hall to North End

This short Boston walking tour shows off a huge number of Boston’s historical attractions. The bulk of Boston’s historical sites and tourist destinations are located around Faneuil Hall Marketplace and the North End. This area is flooded with culture, great restaurants, interesting shops, and sites dating back to the beginning of America.
Very Easy
3.3 km
15 m
1-1.5h
10 overall rating
Boston

Harvard to MIT

This Boston walking tour takes you to adjacent Cambridge, famous for Harvard Business School, Harvard University and MIT. This is an interesting area to explore, and it’s best done by walking. Across the Charles River is Boston, known for its rich history and cultural attractions, but Boston’s sites should not overshadow the ones across the river. Harvard and MIT both have their own interesting landmarks and attractions that are well worth a visit.
Easy
8.5 km
10 m
2-2.5h
9.8 overall rating
Boston

Emerald Necklace Walk

This wonderful Boston walk tour allows you to explore the greenery of Boston with a long walk along the Muddy River and Boston’s best gardens and parks. Known locally as ‘The Emerald Necklace’, this walk goes through a series of green spaces meandering from Dorchester to Back Bay, providing an escape into nature while remaining in the city.
Hard
14.6 km
62 m
3.5-4h
10 overall rating
Boston

Charles River Walk

This Boston walking tour takes in one of the most scenic features in Boston - the Charles River. Walking alongside the Charles is the best way to see incredible views of both Cambridge and Boston depending what side you’re on. This walk will take you by some of those perfect spots, as well as highlighting key sites on the campuses that sit beside the river - Massachusetts Institute of Technology and Boston University.
Easy
5.7 km
13 m
1.5-2h
10 overall rating
Boston

MIT to Beacon Hill

This is another great Boston walking tour for lovers of American History. Boston is well-known for being a historic city and most associate it with the Revolutionary War and the founding of America. When you dig deeper, though, you’ll find that Boston is really a city that has mastered the fusion of new with old. Especially with MIT making its home just across the Charles River in Cambridge, Boston has been filled with modern elements that are just as exciting as those rich with history.
Easy
6.1 km
46 m
1.5-2h
10 overall rating
Boston

Foodie Walking Tour of Boston

The best way to explore a city is with food. This foodie walking tour of Boston will take you to a number of amazing restaurants to show you the best of Boston’s culinary scene. For this foodie walking tour in particular, you’re going to want to make sure you start with an appetite because these are some of the best the city has to offer!
Moderate
8.6 km
11 m
2-2.5h
9.9 overall rating
Boston

Boston Harborwalk

Boston’s harbor walk is a great way to spend the day, mixing in the many wharves along the waterfront and the attractions that are near them. This is a great walk to explore Boston’s maritime history.
Easy
6.3 km
44 m
1.5-2h

1-10 of 10 routes

WE ARE HERE TO HELP

Let someone else do the hard work, book a custom tour in over 85 countries.

Chat with us on our contact page or fill out the form below!

10Adventures Trail App

Take your trails online! Keep track of your route along the way.

Download for free today.

Get travel inspiration and discounts

Join our weekly travel newsletter