Boston · BEACON HILL & BACK BAY WALKS
16 reviewed
Gas lamps, brick sidewalks and Federal townhouses: Beacon Hill and Back Bay are the Boston of the postcards, and they walk beautifully with a guide. These 15 walks are the pick, taking in Acorn Street and the State House. We note how far you go on foot, the pace, and what each costs.
Walk Boston’s Freedom Trail, Beacon Hill, Back Bay, and Copley Square with a local guide, finishing near the Marathon line for $65.
“A very informative guide telling us about the history of Boston. Chris made the tour very enjoyable by including fun bits. A very pleasant walk going through the main streets.”
A 2-hour Beacon Hill true-crime night walk with expert guides, small groups, and Boston street stories. $35, mobile ticket, free cancellation.
“Tony our guide was excellent. He was not only very knowledgeable but was able to engage extremely well with the group. Although the group size was larger than we expected, Tony's delivery meant that in this instance it was not a problem. He provided the right amount of historical detail/storytelling to ensure that the group's interest level was sustained.”
A small-group Beacon Hill history and photo walk with Saba Alhadi’s practical tips, Acorn Street stops, and classic Boston landmarks.
“Saba is a very knowledgeable, personable and experienced guide, who made the tour very enjoyable and worthwhile.”
A 2.5-hour small-group walk through Beacon Hill’s Black Heritage Trail, linking the Civil War, abolition, and Underground Railroad sites.
“Amazing tour given by Meghan! My favorite thing we did during our Boston trip. So much fascinating local history to absorb. Not only do I recommend it but I hope to go again the next time I’m in town.”
A 2-hour small-group photo walk in Boston linking Beacon Hill and Back Bay history with practical smartphone tips at Acorn Street, the Public Garden, and more.
“Saba, our guide was incredibly kind and knowledgeable. We have beautiful family pictures with gorgeous backdrops.”
A 2.5-hour small-group walk through Boston’s Back Bay, spotting suffrage stories tied to landmarks and key women leaders.
“It was a great experience. I really enjoyed learning about the cool history of the women’s segregation.”
Guided 2-hour walk from Copley Square to Faneuil Hall along parts of the Freedom Trail. Small-group guide, Revolution sites.
“Superb walking tour! Our tour guide Andrew was engaging and brought the history to life with fun facts and historical context that was unbeknownst to me, a college history major. It’s amazing how much one can keep learning! I was riveted by it all. Well worth the time and money.”
A small-group Beacon Hill walk through the Black Heritage Trail and Underground Railroad sites, ending at the 54th Regiment memorial.
“The tour was absolutely amazing! Dana is the most awesomest tour guide ever! This was the highlight of our trip to New England for sure!”
Walk Back Bay with Adam, taste Boston chocolate treats, and visit two art galleries on Newbury Street for $65 in about 2.5 hours.
“Great tour. Delivered as promised. Adam provided chocolate, art, and a history of the area. Even was able to accommodate gluten free.”
Self-guided Beacon Hill Underground Railroad audio tour in Boston with named stops, dramatized narration, and flexible pacing for $9.75.
“Lost our way and couldn't get back on the correct route. Tried several times to rewind the tour narration.”
A 7 pm Boston ghost walk through cemeteries, Boston Common, and the Omni Parker House, led by a local historian and storyteller.
“Ghost tours can be cheesy, but this one definitely wasn’t! It was more storytelling based on real historical events, with the idea of hauntings raised as possibilities resulting from the macabre events of Boston’s “dark side”. Stephen was knowledgeable and engaging. I recommend an evening tour to enhance the eeriness.”
A 2-hour Beacon Hill true-crime walk from the Massachusetts State House, covering the Boston Strangler and Parman-Webster trial evidence.
“Andy was so entertaining and extremely knowledgeable. I enjoyed every part of this tour! It did not feel like 2 hours. I would have loved to listen to the stories for longer! Thanks Andy!”
Taste four Back Bay chocolate stops and visit two art galleries on a 150-minute guided walk with Boston tips by Adam.
“The tour was well curated. The mix of chocolate sampling locations, historical sites, and art museums was well thought out. At a little over two hours, the tour was just the right length. Also, the “chocolate samples” were nicely varied - fudge in one place, a cookie in another, and hot chocolate drink in a third. Enjoyed them all. Also, a good way to explore Back Bay. I had never visited this part of Boston. This tour introduced me to Back Bay and opened us up to other possible destinations.”
Private 3-hour walk through Boston Common, Beacon Hill, Freedom Trail sights, the North End, and the Harborwalk. Great guide, big payoff.
“Captivating tour of Boston following the Freedom Trail. Maria immersed us in the historical context of the creation of the United States with the influential personalities, monuments, and places where it all began: The Spirit of America”
Back Bay evening chocolate tour in Boston: four tastings, two art galleries, and an architecture walk. 2 hours, $60.
“Adam from UpandAdam yours was a great host, very knowledgeable. He made the tour interesting and personalized, since I was the only person who signed up!”
