The gang was a primarily Irish-American organization. Their name is derived from the Winter Hill neighborhood in Somerville, Massachusetts. The surname of Howie Winter is a coincidence.

Born in Weymouth, Mass., in September 1971 to a “s–t-faced” mother and a father he never met, he was first exposed to the country’s most powerful Irish American mob, the Winter Hill Gang ...

The Winter Hill Community Innovation School closed in June, 2023 after a piece of concrete fell from a wall. Molly Farrar / Boston.com staff By Molly Farrar December 19, 2024 2 minutes to read ...

3. James Whitey Bulger James Bulger was nicknamed Whitey due to his light blond hair, and he was one of the most ruthless criminals who also became the boss of the Boston’s Winter Hill Gang. The ...

Life in accused mob boss James "Whitey" Bulger's gang entailed collecting money from bookies, beating people up and taking long walks along Boston's waterfront to talk business, a top enforcer for ...

Released in 1953 James Bulger in an early-career mugshot. The Boston mobster is accused of running the Winter Hill gang in Boston in the 1970s and '80s. FBI / ZUMAPRESS.com 2004 ...