This list represents the most popular Massachusetts Walking Tours and City Walks. Use this list to plan your next Massachusetts vacation. Select a state and/or an activity from the pull-down lists below to find even more top getaway ideas.
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1.
Boston Back Bay Walking TourThis is an easy, enjoyable, and interesting urban walk. The neighborhood is beautiful, the architectural styles grand and varied, ... 
Boston, MA - Walking Boston
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Along the Charles River: Boston - Cambridge Walking Tour The Charles River is beautiful, historic, conveniently located, and great people-watching territory. Sunsets over the river from Boston ...
Boston, MA - Walking Boston
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Boston Harborwalk Walking Tour Bostonians have always had a love-hate relationship with Boston Harbor and the waterfront. We alternately embrace it and shun it; ... 
Boston, MA - WalkBoston
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Lexington, Lincoln, and Concord along the Minute Man Trail Walking Tour The battles of Lexington and Concord began the American Revolution. See where much of the action happened, visit restored colonial-era ...
Lexington, MA - Walking Boston
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Beacon Hill and Black History Walk - Boston Walking Tour Can you visit Boston and not see Beacon Hill? Here are interesting old houses—many associated with historical events or literary personages—gas ...
Boston, MA - Walking Boston
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Arnold Arboretum and Jamaica Plain Walking Tour Want a walk among greenery amid beautiful flowers and botanical specimens while learning? This is your walk! The arboretum consists ...
Boston, MA - Walking Boston
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Boston Downtown Walking Tour This is “soup-to-nuts” essential Boston with something for everyone. From early nineteenth-century Bay Village, the Theater District, ...
Boston, MA - Walking Boston
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Arlington, outside Boston Walking Tour At first glance Arlington seems to be one more pleasant suburb of Boston—a good place to live without much for visitors to see. Not ...
Arlington, MA - WalkBoston
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Boston North End Walking Tour Most tourists visit the ever-vibrant area around Faneuil Hall/Quincy Marketplace. While there, see quaint, historic North End. The ...
Boston, MA - Walking Boston
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Concord, Lincoln, and Walden Pond Walking Tour Henry David Thoreau and his Walden Pond stay are famous. See Walden Pond and Thoreau’s cabin site and cabin replica as you enjoy a ...
Concord, MA - Walking Boston
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Boston South End Walking Tour With its picturesque architecture and wonderful mix of tolerant people, the South End is uniquely Boston. More than most neighborhoods, ...
Boston, MA - WalkBoston
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Boston Charlestown Walking TourCharlestown is Boston’s oldest neighborhood—and over the years has been arguably its most volatile. This single square mile of turf ...
Charlestown, MA - WalkBoston
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Dedham, outside Boston Walking Tour In Dedham the charm and grace of the early 1800s are still in evidence. The center of Dedham holds the town’s oldest houses and community ...
Dedham, MA - WalkBoston
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Boston South Bay Harbor Trail Walking Tour The South Bay Harbor Trail is very much a work in progress—as well as an ambitious and exuberant entry into the list of Boston’s paths. ...
Boston, MA - WalkBoston
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Boston Washington Street Walking Tour From Dudley Square to Chinatown, Washington Street is in the midst of an astonishing small-business and real-estate revival that is ...
Boston, MA - WalkBoston
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Chelsea, outside Boston Walking Tour An unexpected delight, Chelsea offers a glorious setting, restored downtown, civic center, and hilly views of the harbor and downtown ...
Chelsea, MA - WalkBoston
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Boston Jamaica Plain Walking Tour Affectionately known as "J.P.,” Jamaica Plain is one of the greenest neighborhoods in the city—surrounded on three sides by large ...
Jamaica Plain, MA - WalkBoston
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Salem Walking Tour Salem has history, the sea and the Salem Maritime National Historic Site, beautiful architecture, a great museum (the Peabody Essex), ...
Salem, MA - Walking Boston
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Boston South Bay and the Shirley-Eustis House Walking Tour This walk leads you through the modern bustle of South Bay and environs—yet if you look past the energy of modern commerce with some ...
Boston, MA - WalkBoston
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Bridges and Esplanades along the Charles River, Boston Walking Tour For a great cinematic view of Boston take a ride over the Charles River on the Red Line across the Longfellow Bridge between Kendall ...
Boston, MA - WalkBoston
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