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    Massachusetts, USA

    Walking Tours in Massachusetts

    State in United States

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

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    City walking regions in Massachusetts

    Best Walking Tours in Massachusetts

    Open details for Fens and Back Bay

    Fens and Back Bay

    Easy
    6.3 km
    23 m
    1.5-2h

    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.

    User Ratings
    Overall Rating
    10.0
    Technical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Physical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Open details for Financial District to Theatre District

    Financial District to Theatre District

    Very Easy
    5.2 km
    32 m
    1.5-2h

    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!

    User Ratings
    Overall Rating
    10.0
    Technical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Physical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Open details for Freedom Trail

    Freedom Trail

    Easy
    6.7 km
    71 m
    1.5-2h

    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.

    User Ratings
    Overall Rating
    10.0
    Technical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Physical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Open details for City Hall to North End

    City Hall to North End

    Very Easy
    3.3 km
    15 m
    1-1.5h

    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.

    User Ratings
    Overall Rating
    10.0
    Technical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Physical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Open details for Harvard to MIT

    Harvard to MIT

    Easy
    8.5 km
    10 m
    2-2.5h

    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.

    User Ratings
    Overall Rating
    10.0
    Technical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Physical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Open details for Emerald Necklace Walk

    Emerald Necklace Walk

    Hard
    14.6 km
    62 m
    3.5-4h

    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.

    User Ratings
    Overall Rating
    9.8
    Technical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Physical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Open details for Charles River Walk

    Charles River Walk

    Easy
    5.7 km
    13 m
    1.5-2h

    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.

    User Ratings
    Overall Rating
    10.0
    Technical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Physical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Open details for MIT to Beacon Hill

    MIT to Beacon Hill

    Easy
    6.1 km
    46 m
    1.5-2h

    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.

    User Ratings
    Overall Rating
    10.0
    Technical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Physical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Open details for Foodie Walking Tour of Boston

    Foodie Walking Tour of Boston

    Moderate
    8.6 km
    11 m
    2-2.5h

    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!

    User Ratings
    Overall Rating
    10.0
    Technical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Physical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Open details for Boston Harborwalk

    Boston Harborwalk

    Easy
    6.3 km
    44 m
    1.5-2h

    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.

    User Ratings
    Overall Rating
    9.9
    Technical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.
    Physical Difficulty
    Easy (Circle)
    Suitable for beginners, families, young children, and those looking for a casual adventure.

    Change happens, fees shouldn't

    Suggested Tours

    Open details for Summit Mount Olympus Trekking Tour

    Summit Mount Olympus Trekking Tour

    4 days
    From $195
    Months Tour Operates
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    This tour is your chance to trek one of the most mystical mountains on earth: Mount Olympus. This self-guided journey starts in Litochoro, an enchanting town at the foot of Greece’s highest peak. Then you’ll spend two days on the mountain, sleeping in a mountain hut on the second night. You should be comfortable hiking up some serious elevation on this tour to reach the summit, a worthy reward for your effort.

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    Open details for Avalanche Skills Training 1 in the Canadian Rockies

    Avalanche Skills Training 1 in the Canadian Rockies

    2 days
    From $225
    Months Tour Operates
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    Avalanche safety is a must-have tenet of backcountry adventure and a critical step in keeping yourself and your adventure partners safe in the wintertime and shoulder season. The Avalanche Skills Training 1 in the Canadian Rockies tour is a practical chance to learn the basics of avalanche safety in one of the most beautiful mountain environments in the world.

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    Open details for Self-Guided Mount Triglav Trek

    Self-Guided Mount Triglav Trek

    3 days
    From $250
    Months Tour Operates
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    Take on a quintessential Slovenian trekking adventure to the summit of its highest mountain! The Self-Guided Mount Triglav Trek allows you to hike at your own pace and enjoy the incredible scenery of Triglav National Park.

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    Open details for 2-Day Mt Olympus Hike

    2-Day Mt Olympus Hike

    2 days
    From $250
    Months Tour Operates
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    Join an exhilarating 2-day hiking tour through the legendary Mount Olympus, revered as the abode of ancient Greek Gods!

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    Other Activities in Massachusetts

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