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Massachusetts' Kennedy Clan and Underworld Bootlegging

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Massachusetts' Kennedy Clan and Underworld Bootlegging


For as far back as I can remember, there have been tales of how the Kennedy clan of Massachusetts amassed enormous wealth trading in illicit liquor during Prohibition, which lasted from 1920 to 1933.

The Kennedy Compound in Hyannis Port, Massachusetts, was allegedly paid for with money made through illegal bootlegging – but are the stories true, or are they larger-than-life legends?

David Roos writes for History.com that Kennedy patriarch Joseph P. Kennedy, in fact, “amassed great wealth partly by selling alcohol, but he also made savvy deals and sales that became extremely lucrative.”

The Kennedy’s Of Massachusetts And Underworld Bootlegging

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“As it turns out, one of the greatest American political dynasties of the 20th century was funded only in part by alcohol,” Roos wrote.

According to the book The Patriarch: The Remarkable Life and Turbulent Times of Joseph P. Kennedy by biographer David Nasaw, only some of what you have heard is true.

“I tracked down every rumor I could find, and none of them panned out,” Nasaw wrote.

According to Nasaw’s book, rumors of Kennedy’s bootlegging ties only surfaced in the late 1960s and 1970s “when conspiracy theorists were looking for reasons why the mafia might have played a role in the assassination of JFK.”

The Kennedy’s Of Massachusetts And Underworld Bootlegging

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JFK (John Fitzgerald Kennedy) was elected president in 1960 and assassinated in 1963. He was one of nine children of Joseph P. and Rose Elizabeth Fitzgerald Kennedy.

Nasaw wrote that Richard M. Nixon, who lost to Kennedy in 1960, hired opposition researchers to investigate the Kennedy family during the election.

“They found all sorts of dirt on Joe Kennedy, but not that he was a bootlegger,” he wrote.

Kennedy served as chairman of the Securities and Exchange Commission and was U.S. Ambassador to the United Kingdom.

$55M Summer Estate of Massachusetts’ Own Jackie Kennedy Up for Sale

121 Further Lane, East Hampton, New York listed by Eileen O’Neill of Corcoran and Ed Petrie of Compass

Gallery Credit: Jolana Miller

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Massachusetts

White Christmas chances rise in western Massachusetts

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White Christmas chances rise in western Massachusetts


CHICOPEE, Mass. (WWLP) – There is a chance for snow leading up to Christmas. 

In western Massachusetts, the chances for a white Christmas go up the farther north you are or the closer you are to the Berkshires. In Springfield, the chance for at least one inch of snow on Christmas Day is around 40 to 50 percent.

In Pittsfield, the chances are over 75 percent. In the extreme northwest corner of Massachusetts, near North Adams, the historical chance for a white Christmas is over 90 percent. So, it definitely helps your chances for snow if you’re in one of the higher-elevation areas.

How much snow is expected Tuesday

Light snow will begin on Tuesday around sunrise and continue on and off for much of the day until the evening.  A minor accumulation is expected in the Pioneer Valley with a few inches in the hills and Berkshires. Slick roads and sidewalks are possible, especially if not treated. High temperatures will be in the low to mid-30s.

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What’s the chance of a white Christmas in western Mass?

As of right now, the chances for a white Christmas this year are definitely higher than in the past few years, with some snow on Tuesday. Of course, the best chance for the snow to stick around until Christmas Day without melting will be back in the Berkshires. 

December 25 2025 12:00 am

Christmas Eve and Christmas Day both look dry and comfortable.

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