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.

John Winthrop was an English Puritan lawyer and a leading figure in the founding of the Massachusetts Bay Colony, the second major settlement in New England following Plymouth Colony. Winthrop led the first large wave of colonists from England in 1630 and served as governor for 12 of the colony's first 20 years. His writings and vision of the colony as a Puritan "city upon a hill" dominated New England colonial development, influencing the governments and religions of neighboring colonies in addition to those of Massachusetts.