The Freedom Trail is a 2.5-mile-long (4.0 km) path through Boston that passes by 16 locations significant to the history of the United States. It winds from Boston Common in downtown Boston, to the Old North Church in the North End and the Bunker Hill Monument in Charlestown. Stops along the trail include simple explanatory ground markers, graveyards, notable churches and buildings, and a historic naval frigate. Most of the sites are free or suggest donations, although the Old South Meeting House, the Old State House, and the Paul Revere House charge admission. The Freedom Trail is overseen by the City of Boston's Freedom Trail Commission and is supported in part by grants from various non-profit organizations and foundations, private philanthropy, and Boston National Historical Park.

Charlestown is the oldest neighborhood in Boston, Massachusetts, in the United States. Also called Mishawum by the Massachusett, it is located on a peninsula north of the Charles River, across from downtown Boston, and also adjoins the Mystic River and Boston Harbor waterways. Charlestown was laid out in 1629 by engineer Thomas Graves, one of its earliest settlers, during the reign of Charles I of England. It was originally a separate town and the first capital of the Massachusetts Bay Colony.