Boston: Underground Railroad History Tour of Beacon Hill

From$35
2 hours – 3 hours
Commentary: Guide · en
Boston, USA

About this activity

Discover Beacon Hill's rich abolitionist history on this engaging walking tour, visiting key Underground Railroad sites and learning about Boston's role in the fight for freedom.

Highlights

  • Explore Beacon Hill's historic streets
  • Learn about Boston's abolitionist movement
  • Visit key Underground Railroad sites
  • Discover stories of freedom seekers
  • Engage with knowledgeable local guides

Full description

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 loop tour travels from Boston Common to visit Underground Railroad sites, elite homes of "Boston Brahmins," and abolitionist landmarks such as the African Meeting House. Our small-group walking tour delves deeply into the years 1833 to 1863, the tumultuous years leading toward Civil War. We walk in the footsteps of 19th-century Bostonians, all of whom grappled with the "peculiar institution" of racial enslavement in the U.S. With a captivating storytelling approach, Hub Town Tours provides the perfect introduction to Boston's role in America's "Second Revolution." As we travel past landmarks from Civil War Boston, your guide shares the gripping story of local Bostonians finding their voices and demanding an end to injustice across their young nation.

Included / Excluded

  • Small Groups (16 guests max)
  • Black Heritage Trail (All 10 landmarks)
  • Beacon Hill Neighborhood
  • Gratuity for Guide (optional)
  • Admission inside Museums
  • Guides in Period Costume

Itinerary

1

Meet your guide at the Soldiers and Sailors Monument in the center of Boston Common, steps from the Boston Common Visitors Center at 139 Tremont Street (02108). Look for a white granite column topped by a female figure holding a flag; four bronze statues surround the base of the central column.

Duration: 10 minAdmission: NOT_APPLICABLE
2

Pass by: Oldest public land in the Americas and Boston's communal grazing pasture (1634)

Admission: NOT_APPLICABLE
3

Narrow cobblestone alleyways wind throughout historic Beacon Hill

Duration: 10 minAdmission: NOT_APPLICABLE
4

Pass by: Elegant neighborhood square from elite world of 19th-century "Boston Brahmins"

Admission: NOT_APPLICABLE
5

Built as a whites-only school in 1824, but among the first schools to integrate in Boston by 1855

Duration: 10 minAdmission: NOT_APPLICABLE
6

Home of leading abolitionist, state legislator, and former barber

Duration: 10 minAdmission: NOT_APPLICABLE
7

Pass by: Primary thoroughfare of Beacon Hill, lined with local shops and restaurants

Admission: NOT_APPLICABLE
8

Historic meeting house (1807) and site of contentious debate over racial integration

Duration: 15 minAdmission: NOT_APPLICABLE
9

Pass by: Home of African-American community activist and abolitionist

Admission: NOT_APPLICABLE
10

Underground Railroad safe house owned by the Haydens, staunch abolitionists who were formerly enslaved

Duration: 15 minAdmission: NOT_APPLICABLE
11

1796 residence of Harrison Gray Otis, Boston mayor and nephew of revolutionary James Otis, Jr.

Duration: 10 minAdmission: NOT_APPLICABLE
12

Pass by: Historic 1806 church designed by noted architect Asher Benjamin

Admission: NOT_APPLICABLE
13

Pass by: Home of outspoken abolitionist and U.S. Senator beaten unconscious in the Capitol over the issue of slavery in 1856.

Admission: NOT_APPLICABLE
14

Pass by: Homes of several African-American abolitionists, including historian William Cooper Nell

Admission: NOT_APPLICABLE
15

Pass by: Founded in 1835 as segregated school for Boston's African-American children

Admission: NOT_APPLICABLE
16

Cultural center of Boston's African-American community and oldest extant black church building in the U.S. (1806)

Duration: 25 minAdmission: YES
17

Oldest extant house in Beacon Hill (1787) was home to African-American Revolutionary War veteran

Duration: 10 minAdmission: NOT_APPLICABLE
18

Pass by: Massachusetts state capitol and "Hub of the Solar System" (1798)

Admission: NOT_APPLICABLE
19

Our tour concludes beside the Robert Gould Shaw and the 54th Regiment Memorial opposite 24 Beacon Street.

Duration: 15 minAdmission: NOT_APPLICABLE

Important information

Know before you book

  • Tours are conducted rain or shine; dress accordingly.
  • Advance booking is recommended to secure your spot.
  • Group sizes may vary; contact the provider for specific details.

Know before you go

  • Wear comfortable walking shoes suitable for uneven terrain.
  • Bring a bottle of water to stay hydrated during the tour.
  • Check the weather forecast and dress appropriately for the conditions.

Cancellation policy

Free cancellation up to 1 days before the activity starts

For a full refund, cancel at least 24 hours before the scheduled departure time.

Accessibility

  • Service Animals Allowed
  • Easy Public Transport

Traveler reviews

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Excellent underground railroad tour

Will is a passionate,educated guide and i felt like I was reliving history through him. Highly recommend the underground railroad tour.

scoop1970Jul 14, 2026TRIPADVISOR

Brilliant experience

I had an excellent time on this tour. The guide had a wealth of knowledge and experience in the field of local African American history and delivered the whole tour in an engaging and insightful manner - highly recommend this tour! It has been a highlight of my short trip to Boston.

O8515VDelliebJul 14, 2026TRIPADVISOR

Worth every penny and MORE

BEST WALKING TOUR EVER! Will was an AMAZING guide! We learned so much and The level of detail and the passionate story telling made the Underground Railroad and beacon hill and the Boston of the 1800s come alive for us. I truly cannot recommend this tour enough! Worth every penny and much more.

952tianahJul 14, 2026TRIPADVISOR

The best tour guide EVER.

I am a 76 year old black woman born and raised in Boston listening to a young white man telling me about some very important but not very well known history about blacks in Boston. From the moment Will introduced himself and explained the plan for our tour, I knew he was going to provide us with a great tour and he did. Will not only met my expectation but surpassed them. Every person in our group left more enlightened about the history of Boston and the people who shaped it into the city it is today. I never was made to feel uncomfortable, but felt pride in what my ancestors went thru to get us here, and they couldn't have done it without the help of some white people who believed ALL men were born free. Thanks Will for the history lesson I was never taught in school.

Ann_BJul 13, 2026VIATOR

Great History Lesson

Very informative about the abolishment movement in Boston. Our guide was knowledgeable and very considerate.

pastjuelJul 12, 2026VIATOR