The Freedom Trail: Exploring Boston’s Past

One of the best ways to explore Boston’s rich history is by embarking on the 2.5 mile journey along Boston’s historic Freedom Trail. The path leads you to 16 of Boston’s most historically significant sights. No visit to Boston would be complete without taking the time to enjoy this informative, fun, & scenic trail. You will follow a brick pathway from the start in Boston Common to the finish at the USS Constitution in Charleston.

Below I have given an overview of the 16 sites you will encounter on the trail, along with a bit of information explaining the significance of each. I hope you enjoy this virtual tour, however, it is by no means a replacement for taking the journey yourself!

And now, a brief overview of the historical sights you will come across on your journey.

1. Boston Common

Boston Common, established in 1634, is the oldest urban park in the US. The beautiful 50 acre park has been used for numerous purposes over the years, ranging from hangings in the early 1800’s to events (such as the annual Christmas tree lighting) today. Frog Pond, one of the most popular features in the park, is transformed into a beautiful ice rink from November through March.

2. Massachusetts State House

The Massachusetts State House, established in 1798, is home to the Massachusetts General Court and the Governor of Massachusetts offices. The building is located on top of Beacon Hill on 6+ acres of land. Great pictures can be obtained across the Street in Boston Common.

3. Park Street Church

Park Street Church, established in 1809, still operates today. The church is location to the first Sunday School (1818) and first anti slavery speech by William Lloyd Garrison (1829).

4. Granary Burial Ground

Old Granary Burial Ground, founded in 1660, is the 3rd oldest cemetery in Boston. Here you will find the gravestones of many prominent historical figures, including: Paul Revere, Samuel Adams, and Peter Faneuil.

Benjamin Franklin’s parents were buried here

Paul Revere gravestone

Samuel Adams gravestone

5. King’s Chapel

King’s Chapel, built in 1688, is an active Ecumenical Church. The architecture inside is supposedly the finest example of a Georgian church in the US. Legend goes that those waiting to be hung could say their last prayers in pew 13.

King’s Chapel Burying Ground

King’s Chapel Burying Ground, founded in 1630, is the oldest cemetery in Boston. It is the final resting place of John Winthrop, the first Puritan Governor of Massachusetts.

The grave of John Winthrop

6. Site of the 1st Public School

Boston Latin School, founded in 1635, was the first public school in Boston. It still lives on today, although not in the same location (the original school was torn down in 1745). Out front, you will find a statue of Benjamin Franklin, one of several prominent figures who attended the school (he later dropped out). The building pictured above is Old City Hall, which was home to the city council from 1865 to 1969. Currently, the building operates as an office and restaurant space.

7. Old Corner Bookstore

This historic building was built in 1712 as an apothecary (similar to what a pharmacy is today), and later transformed into a bookstore in 1828. Most notably, this is the location where several famous books were published including The Scarlet Letter and Walden. It now stands as a Chipotle restaurant, so be on the lookout as there is only a small plaque designating the building.

8. Old South Meeting House

The Old South Meeting House, built in 1729, is most known for the meetings which eventually led to the Boston Tea Party.

9. Old State House

The Old State House, built in 1713, is the oldest surviving public building in Boston. Up until 1798, it was the seat of the Massachusetts General Court. Today, it operates as a museum open to the public.

10. Site of the Boston Massacre

The Boston Massacre is the name for the street riot which took place in 1770 between the American colonists and the British. Tensions built up between the 2 groups and eventually escalated after a colonist insulted the “Redcoats.” In back of the Old State house, there is an emblem commemorating the incident.

11. Faneuil Hall

Faneuil Hall has been used as a meeting place since 1742. In 1806, the space was expanded. Today you will find several restaurants, including the most famous “Cheers” (the pub/restaurant where the TV show was filmed), along with the Quincy Market, which is the largest US food hall (here you will find over 36 international vendors) In addition, you will find numerous shops. Street performances and live events take place throughout the year. Update: Cheers is now closed. However, you can visit the location where exterior shots of Cheers were filmed on Beacon St.

12. Paul Revere House

The Paul Revere house was built in 1680, which makes it the oldest building in Boston’s downtown. Paul Revere, whom is most famous for alerting colonists of the British arrival, resided here from 1770 to 1800.

14. Old North Church

Old North Church, built in 1723, is Boston’s oldest church building. The location is famous for the for being the origination of the “One if by land, and two, if by sea” phrase. From its’ tall steeple (191 feet) Robert Newman signaled Britain’s arrival to Paul Revere – 2 lanterns lit up to announce the Britain’s arrival by sea. The interior is supposedly gorgeous, unfortunately Sunday mass was taking place during our trip. Make sure to check mass times if you plan on touring the interior.

14. Copp’s Hill Burying Ground

Copp’s Hill Burying Ground, founded in 1659, is the second oldest cemetery in the city. Robert Newman, who signaled The Britain’s arrival to Paul Revere from Old North Church,  is one of the notable figures buried here.

The Dupee monument, built in 1846, is the most elaborate in the cemetery.

15. Bunker Hill Monument

Bunker Hill Monument, a 221 foot granite monument, est. 1827-1843 to commemorate the Battle of Bunker Hill. Visitors are able to go inside and climb the 294 steps to the top. I highly recommend planning a stop here along your journey. The views of the Boston skyline are incredible. It’s a steep climb, however, well worth it for the amazing views. Plan for an exhausting workout if you decide to add the climb to an already hilly 5-6 mile walk.

The Statue of Colonel William Prescott, put forth in 1881. Prescott was an important figure in the Battle of Bunker Hill.

Great skyline views!