Laid out in 1629, this is the oldest neighbourhood in Boston. It is located on a peninsula north of the Charles River, across from downtown Boston. It was originally a separate town and the first capital of the Massachusetts Bay Colony. Today, it is mainly a residential neighbourhood with an institutional presence. Among the most famous historic sites is the Bunker Hill Monument, erected between 1827 to 1843, to commemorate the Battle of Bunker Hill, which was the first major battles between British and Patriot forces in the American Revolutionary War fought there during June 1775.

Warren Tavern is the oldest tavern in the state and one of the most historic watering holes in America, and is still operating today. It was founded in 1780 and was frequently visited by many American heroes such as Paul Revere, Benjamin Franklin, and George Washington.