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The Winter Hill Gang was a loose confederation of 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, though some notable members, such as Johnny Martorano, are of Italian-American descent. [ 1]
Whitey Bulger. James Joseph " Whitey " Bulger Jr. ( / ˈbʌldʒər /; September 3, 1929 – October 30, 2018) was an American organized crime boss who led the Winter Hill Gang, an Irish Mob group in the Winter Hill neighborhood of Somerville, Massachusetts, a city directly northwest of Boston. [ 2][ 3] On December 23, 1994, Bulger fled the ...
John Shea (mobster) John "Red" Shea (born August 12, 1965) is an American former mobster from Boston involved in narcotics and an associate of crime kingpin Whitey Bulger and the Winter Hill Gang during the 1980s and 1990s. He was indicted on cocaine trafficking charges in 1990 and served 12 years in prison.
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.
James "Jimmy" O'Toole was born to the first generation of Irish immigrants from County Cork, Ireland. He was a close friend of the leader of the Winter Hill Gang of Somerville, Massachusetts, James "Buddy" McLean. He was targeted for assassination by the McLaughlin Brothers gang (the Charlestown Mob) of Charlestown, when a Cambridge Winter Hill ...
Irish Mob. Winter was the right-hand man to the originator of the gang, James "Buddy" McLean and took over the rackets, along with Joe McDonald, when McLean was killed during the Irish Mob Wars in 1965. In 1979 Winter, McDonald and other members of the Winter Hill Gang were arrested and indicted on federal "horse race fixing" charges.
Winter Hill is a hill on which the three boroughs of Chorley, Blackburn with Darwen and Bolton meet in North West England. It is located on Rivington Moor, Chorley and is 1,496 feet (456 m) high. Part of the West Pennine Moors, it is a popular walking area, and has been the site of mining activity, aeroplane disasters and murders .
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.