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The Winter Hill Gang was a loose confederation of American organized crime figures in the Boston, Massachusetts area. It was generally considered an Irish Mob organization, with most gang members and the leadership consisting predominantly of Irish-Americans, although some notable members, such as Stephen Flemmi and Johnny Martorano, are of Italian-American descent.
Martorano rapidly became one of the Winter Hill Gang's most prolific enforcers under the tenures of Howie Winter and Whitey Bulger. In January 1968, after Hubert "Smitty" Smith, an African-American man, helped mobsters Rocco Lammattina and John Cincotti beat up Flemmi in an after-hours saloon, Martorano confronted Smith at the saloon the night ...
James Joseph "Whitey" Bulger Jr. (/ ˈ b ʌ l dʒ ər / ⓘ; September 3, 1929 – October 30, 2018) was an American organized crime boss who led the Winter Hill Gang, an Irish Mob group based in the Winter Hill neighborhood of Somerville, Massachusetts, northwest of Boston.
James Joseph McLean (January 26, 1930 – October 31, 1965) was an American mobster boss, who was the original boss of the Somerville, Massachusetts-based Winter Hill Gang during the 1960s. McLean was well known throughout the Greater Boston area as an unstoppable street fighter. He accumulated injuries including several scars on his neck and ...
McDonald was one of the originators of the Irish/Italian Winter Hill Gang and was a close friend and mentor to mob bosses Buddy McLean and Howie Winter. A veteran of World War II, McDonald was a skilled contract killer. In 1963, he escaped from prison while serving a 12 to 18-year sentence for armed robbery.
Howard Thomas Winter (March 17, 1929 – November 12, 2020) was an American mobster who was a boss of the Winter Hill Gang in Somerville, Massachusetts. Early life [ edit ]
Broadway in Winter Hill. 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. [1] Winter Hill is located roughly north of Medford Street, west of McGrath Highway, and east of Magoun Square.
Kevin Weeks (born March 21, 1956) is an American former mobster and longtime friend and mob lieutenant to Whitey Bulger, the infamous boss of the Winter Hill Gang, a crime family based in the Winter Hill neighborhood of Somerville, Massachusetts. After his arrest and imprisonment in 1999, he became a cooperating witness.