Walk through Boston's darker past on a 90-minute night tour featuring haunted sites and pivotal history, led by expert storytellers. Discover chilling tales alongside rich historical facts in the city’s atmospheric evening setting.
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Difficulty
easy
Duration
1.5 hours
Fitness Level
Suitable for most fitness levels with basic walking ability
Wildlife
History
Boston is the site of the 1770 Boston Massacre, a catalyst event in the American Revolution, and home to legends like the Boston Strangler.
Conservation
The tour respects historic sites through low-impact walking routes, helping preserve Boston’s fragile heritage structures.
Tour of The Freedom Trail
Walk through Boston's darker past on a 90-minute night tour featuring haunted sites and pivotal history, led by expert storytellers. Discover chilling tales alongside rich historical facts in the city’s atmospheric evening setting.
Tour of The Freedom Trail is a Boston, MA-based walking tour operator focused on guided experiences along the city's historic Freedom Trail and themed night walks. The company presents a curated set of tours that combine documented history, interpretive storytelling, and period-costumed interpretation to bring Boston's Colonial and Revolutionary-era sites to life.
Offerings include the Boston Night Tour, a 90-minute haunt and history walk led by expert historians that covers infamous sites such as the Boston Strangler’s path and the Boston Massacre location; the Tour Of The Freedom Trail, a 1 hour and 45-minute walking adventure through key Revolutionary War landmarks; a version of the Freedom Trail tour that meets in front of 120 Tremont led by a colonial-costumed interpreter; and a Private Group Tour, a 90-minute private experience for groups of up to nine with a costumed colonial guide.
Guides are presented as historians and interpreters who focus on documented events and period context. Meeting points and tour durations are specified for each product so visitors can plan logistics. Private group capacity and themed night options provide alternatives for families, small groups, and history enthusiasts. Schedules, booking details, and guest feedback can be verified through third-party booking platforms and local visitor resources.
All descriptions and itineraries reference established Freedom Trail sites and known historical topics to support an informative and structured exploration of Boston's colonial and revolutionary history.
Tours Offered
4
Four distinct guided experiences available
Typical Durations
90–105 min
Tour lengths shown for planning
Private Capacity
Up to 9
Private group tour accommodates nine
Meeting Point
120 Tremont
One tour meets in front of 120 Tremont
Choose from night tours, guided Freedom Trail walks, meeting points like 120 Tremont, or private tours for groups up to nine.
Wear comfortable shoes
City streets and cobblestones can be uneven; sturdy footwear will keep you comfortable throughout the walk.
Bring a flashlight
Though the tour covers illuminated areas, a personal light helps navigate dim pathways and adds to the spooky ambiance.
Dress for the weather
Night temperatures can drop quickly in Boston; layering up ensures warmth without bulk.
Arrive early
The tour departs promptly, and arriving 10 minutes beforehand allows for a smooth check-in and orientation.
Comfortable walking shoes
Necessary for uneven and cobbled urban streets.
Layered clothing
Keeps you warm during cool autumn evenings.
fall
Flashlight or headlamp
Helpful for dark areas and adds to the experience.
Water bottle
Stay hydrated on warmer nights.
summer