The Winter Hill Gang was a loose confederation of organized crime figures in the Boston, Massachusetts, area. It is generally considered an Irish Mob organization, with most gang members and the leadership consisting predominantly of Irish-Americans, though some notable members, such as Johnny Martorano, are of Italian-American descent.

Winter Hill is a neighborhood in Somerville, Massachusetts, United States. It takes its name from the 120-foot hill that occupies its landscape, the name of which dates back to the 18th century. Winter Hill is located roughly north of Medford Street, west of McGrath Highway, and east of Magoun Square.