Walking Tours in Massachusetts
Top 10 Best Massachusetts Walking Tours
Found 355 Walking Tours activities in Massachusetts. Sort by Popularity. - Page 6Requiem for Salem Walking Ghost Tour
Step beyond the cobblestone charm and into the shadowy depths of Salem’s past on this adults-only ghost tour. Requiem for Salem isn’t just spooky—it’s steeped in the grim truths and haunted echoes of a city forever marked ... More
Requiem for Salem Walking Ghost Tour
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Massachusetts
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Exellent596 reviews4.5
Step beyond the cobblestone charm and into the shadowy depths of Salem’s past on this adults-only ....
North End and Boston Market District Food Tour with Local Guide
Recognized by Yelp as Massachusetts #1 food tour in 2025! Locally owned by Boston native. Specialize in award-winning best eats, culinary education, and history. Part 1: Tour begins in the North End, Boston's Little Italy, with a... More
North End and Boston Market District Food Tour with Local Guide
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Massachusetts
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Superb188 reviews4.9
Recognized by Yelp as Massachusetts #1 food tour in 2025! Locally owned by Boston native. Specialize....
Beacon Hill Boston Walking Tour: History + Fun Photo Tips
Don’t miss Beacon Hill’s charming fall decorations, adding a festive touch to its historic and picturesque streets! Explore Beacon Hill on a small-group walking tour led by a longtime Boston guide. Walk along brick sidewalks ... More
Beacon Hill Boston Walking Tour: History + Fun Photo Tips
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Massachusetts
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Superb172 reviews4.9
Don’t miss Beacon Hill’s charming fall decorations, adding a festive touch to its historic and p....
Boston Historical Freedom Trail and Cheers Landmark Tour
Explore the ultimate highlights of one of America’s greatest cities with our comprehensive tour, blending history, culture, and heritage into one unforgettable experience. Delve into the origins of America, uncover riveting stor... More
Boston Historical Freedom Trail and Cheers Landmark Tour
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Massachusetts
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Exellent8 reviews4.5
Explore the ultimate highlights of one of America’s greatest cities with our comprehensive tour, b....
Boston South End Food Tour: Local Flavors Off the Beaten Path
Savor the South End’s Creative Spirit Through Its Flavors, Stories, and Local Makers Discover Boston’s South End through its vibrant food scene and creative energy on this immersive walking tour. Enjoy multiple generous tasti... More
Boston South End Food Tour: Local Flavors Off the Beaten Path
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Massachusetts
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Superb77 reviews4.9
Savor the South End’s Creative Spirit Through Its Flavors, Stories, and Local Makers Discover Bos....
Haunted Salem: Witch Trials and Ghosts Tour
Walk Salem’s dark past under moonlit streets and learn true stories of witch trials, haunted houses, and restless spirits. A clear, friendly voice leads you through historic places and shares tales that send chills. You start w... More
Private Tour
Haunted Salem: Witch Trials and Ghosts Tour
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Massachusetts
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Very Good3 reviews4
Walk Salem’s dark past under moonlit streets and learn true stories of witch trials, haunted house....
Private Tour
North End-Little Italy Boston Walking Tour: History + Photo Tips
Explore Boston’s North End–Little Italy on a small-group walking tour led by a longtime local guide. Walk through the city’s oldest neighborhood and learn about its fascinating immigrant history, iconic landmarks, and Italia... More
Private Tour
North End-Little Italy Boston Walking Tour: History + Photo Tips
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Massachusetts
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Superb28 reviews5
Explore Boston’s North End–Little Italy on a small-group walking tour led by a longtime local gu....
Private Tour
Boston: Underground Railroad History Tour of Beacon Hill
Boston's role in the fight to end legalized slavery is linked by the Black Heritage Trail in historic Beacon Hill. This pedestrian path is best experienced on foot, in a small group, with a knowledgeable local guide! Your 2.5-hour... More
Private Tour
Boston: Underground Railroad History Tour of Beacon Hill
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Massachusetts
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Superb202 reviews5
Boston's role in the fight to end legalized slavery is linked by the Black Heritage Trail in histori....
Private Tour
Self-Guided Audio Walking Tour of Salem’s Witch Trials
Explore the haunting history of Salem with a self-guided walking tour that focuses on the notorious witch trials. Visit significant sites like Howard Street Cemetery, the Old Salem Jail, and the Witch Trials Memorial, gaining in... More
Private Tour
Self-Guided Audio Walking Tour of Salem’s Witch Trials
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Massachusetts
Explore the haunting history of Salem with a self-guided walking tour that focuses on the notorious ....
Private Tour
Salem Witch Tour
Learn about how the city once known for the infamous Salem Witch Trials has become the home of one of the largest communities of Wiccans and pagans in the US. This tour seamlessly blends history and magic. Not only is this a hist... More
Private Tour
Salem Witch Tour
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Massachusetts
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Superb10 reviews5
Learn about how the city once known for the infamous Salem Witch Trials has become the home of one o....
Private Tour
Boston Architectural Landmarks & History Tour with Photo Tips
Boston’s architectural history is spread across several neighborhoods—this small-group walking tour links Back Bay, the Public Garden, and Beacon Hill with commentary from a Boston guide with 20+ years of experience. See landm... More
Private Tour
Boston Architectural Landmarks & History Tour with Photo Tips
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Massachusetts
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Superb112 reviews5
Boston’s architectural history is spread across several neighborhoods—this small-group walking t....
Private Tour
MIT Campus Guided Walking Tour
Meet your guide and group at a location in Cambridge and embark on a 70-minute student-led walking tour of the Massachusetts Institute of Technology (MIT). Beginning late morning in the heart of Kendall Square, you'll be led onto ... More
Private Tour
MIT Campus Guided Walking Tour
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Massachusetts
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Exellent197 reviews4.5
Meet your guide and group at a location in Cambridge and embark on a 70-minute student-led walking t....
Private Tour
Cambridge Innovation Walk at Harvard Yard to MIT with Guide
Explore innovation in Cambridge on this unique walking tour from Harvard Yard to MIT and Kendall Square. Led by a seasoned Boston entrepreneur and innovation professor, this 2.5-hour journey covers 2.5 miles of fascinating history... More
Private Tour
Cambridge Innovation Walk at Harvard Yard to MIT with Guide
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Massachusetts
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Exellent197 reviews4.5
Explore innovation in Cambridge on this unique walking tour from Harvard Yard to MIT and Kendall Squ....
Private Tour
Tour Boston's Rock and Roll Past, Present, and Future
Guided by a local musician, explore Boston’s rock and roll past, present (and future), on a walking tour through Boston’s Fenway neighborhood. Visit the sites of legendary venues like the Rat, Storyville, and the Boston Tea Pa... More
Private Tour
Tour Boston's Rock and Roll Past, Present, and Future
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Massachusetts
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Superb39 reviews5
Guided by a local musician, explore Boston’s rock and roll past, present (and future), on a walkin....
Private Tour
Freedom Trail Experience
Let a costumed colonial dressed expert Guide show you Samuel Adams Boston, Sam Adams was a key figure in many of Boston's key Revolutionary events The Boston Massacre, The Boston Tea Party and more... At The Tour of The Freedom T... More
Private Tour
Freedom Trail Experience
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Massachusetts
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Superb10 reviews5
Let a costumed colonial dressed expert Guide show you Samuel Adams Boston, Sam Adams was a key figur....
Private Tour
Boston Haunted Donut Tour: Sweet Treats and Spooky Stories
Discover the sweeter and spookier side of Boston on this haunted donut walking tour. Enjoy delicious donuts and sweet treats while exploring the city’s eerie history, ghost stories, and local legends. Visit historic Granary Bury... More
Private Tour
Boston Haunted Donut Tour: Sweet Treats and Spooky Stories
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Massachusetts
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Superb18 reviews4.9
Discover the sweeter and spookier side of Boston on this haunted donut walking tour. Enjoy delicious....
Private Tour
Guided Boston City Walking Tour
Discover the heart of Boston with us—Paul and Nick Bessa, a dedicated father-son duo passionate about our city's rich tapestry of history. We're not just guides; we're storytellers and history buffs eager to share Boston's legac... More
Private Tour
Guided Boston City Walking Tour
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Massachusetts
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Superb79 reviews4.9
Discover the heart of Boston with us—Paul and Nick Bessa, a dedicated father-son duo passionate ab....
Private Tour
Candlelit Ghostly Walking Tour of Historic Salem
Wander through the mystique of Salem on this guided Candlelit Ghostly Walking Tour, exploring the city's haunted history. Discover notorious sites such as the Joshua Ward House and the Old Salem Prison, while your guide shares chi... More
Private Tour
Candlelit Ghostly Walking Tour of Historic Salem
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Massachusetts
Wander through the mystique of Salem on this guided Candlelit Ghostly Walking Tour, exploring the ci....
Private Tour
Salem Movie Magic Tour: Hocus Pocus and Bewitched locations
We begin our tour at the restaurant Tipsy Cowboy. We will watch clips from Hocus Pocus, the Bewitched episode in Salem, and Hubie Halloween while enjoying a meal. And then we will visit the amazing locations themselves. Relive th... More
Private Tour
Salem Movie Magic Tour: Hocus Pocus and Bewitched locations
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Massachusetts
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Exellent37 reviews4.5
We begin our tour at the restaurant Tipsy Cowboy. We will watch clips from Hocus Pocus, the Bewitche....
Private Tour
Beacon Hill + Public Garden Walking Tour: History+ Fun Photo Tips
Explore three of Boston’s most scenic attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary and fun photo tips to help you capture memorable pictures along th... More
Private Tour
Beacon Hill + Public Garden Walking Tour: History+ Fun Photo Tips
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Massachusetts
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Superb76 reviews4.9
Explore three of Boston’s most scenic attractions on a small-group walking tour in just two hours.....
Private Tour