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2 Hour Boston Historical and Heritage Walking Tour

2 Hour Boston Historical and Heritage Walking Tour

Overview

The Story of Boston told on the Freedom Trail differs from all other Freedom Trail offerings in that it covers not only our celebrated Revolutionary sites, but gives visitors a full history of our city. We cover the story, from the early punitive and superstitious Puritans, to the Revolution, the boom years as 'America's Harbor and finally the ascension of the Irish Catholics bringing us to the Hub we know. Along the way, rascals and residents from Ho Chi Minh and Malcolm X to Mayor James Michael Curley, our 'Rascal King' are covered.

City: Boston

Sat 24 May

Other dates

You can choose the date already on the booking website

Starting at $5.00

Make a reservation

Sat 24 May

Starting at $5.00

Make a reservation

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What's Included

In-person Guide: English

Additional Info

Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Suitable for all physical fitness levels

What To Expect

Boston Common

Begin your journey at Boston Common, the oldest public park in America. Learn about its storied past, from colonial military drills to civil rights rallies, and appreciate its role as a gathering place throughout the centuries. The townspeople pastured their cattle on its forty-five acres, gathered for hangings and duels, and in more genteel times strolled beneath the elms on its promenade.

Park Street Church

Park Street Church is known for its significant contributions to the abolitionist movement and its fervent missionary activity. Hear about the famous speeches and influential figures who stood here advocating for freedom and justice. The church hosted the debut of “My Country, ‘Tis of Thee,” also known as “America,” by Samuel Francis Smith on July 4, 1831

Robert Gould Shaw and the 54th Regiment Memorial

Pay tribute to the bravery of the 54th Massachusetts Infantry Regiment, one of the first African American units in the Civil War, and its commander. The monument stands as a testament to their courage and dedication, and you'll learn about their remarkable story of heroism.

Massachusetts State House

Marvel at the iconic golden dome of the Massachusetts State House. Discover the architectural beauty and historical significance of this government building, which has been the seat of the state's legislature since 1798. Pause by the statues of General Joseph Hooker of unfortunate legend and Mary Dyer hanged for her Quaker beliefs.

Boston Athenaeum

Hear the stories of the Private Library of the Brahmins, a hidden gem that holds rare and valuable books. Delve into the literary and intellectual history of Boston's elite who played a pivotal role in shaping American thought.

West End

Explore the vibrant and sometimes rowdy history of Scollay Square. Once a bustling entertainment district, it was known for its theaters, vaudeville shows, and colorful characters. Along the way, glimpse the Love Nest of the Kennedys, with a peek into the romantic history of one of America's most famous families.

Old State House

Stand in the shadow of the Old State House, a landmark steeped in revolutionary history. Learn about the key events that took place here, including the reading of a copy of the Declaration of Independence to the citizens of Boston in 1776. When the oldest public building in Boston fell into disrepair at the end of the nineteen century, the city of Chicago offered to buy it. Bostonians came to the rescue and salvaged the site meticulously restored over the years.

Boston Massacre Site

Visit the site of the Boston Massacre, a pivotal moment in the lead-up to the American Revolution. Hear the gripping account of the confrontation between British soldiers and American colonists that sparked widespread outrage.

Old South Meeting House

Plain and unadorned in Puritan style, here five thousand citizens gathered on December 16, 1773, during the tea crisis agreeing to prevent the landing of the cargo of the British tea ships. A group of men disguised as Mohawk Indians led a mob down Milk Street to Griffiths Wharf for the "Tea Party" which stirred an American rebellion.

Boston Irish Famine Memorial

Poignant memorial to thousands of Irish immigrants who fled the Great Famine of 1845-52, and found refuge in Boston, becoming the largest ethnic group by 1850. It is also a tribute to all immigrant groups who came to the city.

Old Corner Bookstore

Built as a residence and apothecary in 1718, first used as a bookstore in 1828, and for three decades home to Ticknor and Fields publishers. A meeting place for authors such as Henry Wadsworth Longfellow, Nathaniel Hawthorne, Oliver Wendell Holmes Sr., and Ralph Waldo Emerson.

Boston Latin School

School Street named for the site of the first public school in the United States, Boston Latin School, passes King's Chapel, Old City Hall, and the Parker House. You also meet Boston's beloved donkey waiting ever so patiently on School Street.

Faneuil Hall Marketplace

Under its grasshopper weathervane (believed to be modeled after that of London's Royal Exchange) and sometimes referred to as the "Cradle of Liberty." Gifted to Boston by slave trader, Peter Faneuil, it became a meeting place for revolutionary leaders earning an enduring legacy as a symbol of American democracy. It is the headquarters of The Ancient and Honorable Artillery Company of Massachusetts, the oldest military body in the Western Hemisphere which got its charter in 1837.

Boston City Hall

Our tour ends in the shadow of Boston City Hall beside two statues of James Michael Curley, four-time mayor of the city, governor of Massachusetts, and congressman, a flamboyant big-city boss, who was the rascal king of politics for fifty years. A few steps away lie the Union Oyster House, the Bell in Hand tavern, the oldest pub in town, and Hanover Street, the gateway to the historic North End.

Show 11 more stops

Cancellation Policy

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

Traveler Photos

Reviews (9)

Sam_B

Mar 2025

Still talking about this tour the next day! Stephen is engaging, entertaining, and whip smart! One of the very best city tours we've ever taken, covering settlement to modern days in a witty, brisk narrative that kept *everyone's* full attention throughout. Take this tour, and win your next dinner party!

Marco_B

Feb 2025

The whole tour was absolutely worth the time spent, even with a cold weather. The guide was so engaging that the history of Boston became alive at every step of the tour. His passion was visible and captivating. Well done!

shadybfarm

Feb 2025

We enjoyed our tour of the sites on the Freedom trail with Stephen. He was incredibly accommodating and worked hard to keep us warm on a bitter cold, Boston day, all while making the adventure interesting. We learned not only about Boston, but tons about our country’s history. Stephen is kind and full of knowledge & historical tidbits. Very enlightening tour. Thank you!