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Stargell was born in Earlsboro, Oklahoma, but later moved to Florida with an aunt after his parents divorced. Later, he returned to Alameda, California, to live with his mother. He attended Encinal High School, where his baseball teammates included future MLB players Tommy Harper and Curt Motton. Stargell signed with the Pittsburgh Pirates organization and entered minor league baseball in 1959.

At one time, Stargell held the record for the longest home run in nearly half of the NL parks. On August 5, 1969, Stargell hit a home run off of Alan Foster that left the stadium and measured 507 feet, the longest home run ever hit at Dodger Stadium. He hit a second home run out of Dodger Stadium on May 8, 1973, against Andy Messersmith, measured 470 feet. Dodger starter Don Sutton said of Stargell, "I never saw anything like it. He doesn't just hit pitchers, he takes away their dignity." Only four other home runs have been hit out of Dodger Stadium.  On June 25, 1971, Stargell hit the longest home run in Veterans Stadium history during a 14-4 Pirates win over the Philadelphia Phillies. The spot where the ball landed (the shot came in the second inning and chased starting pitcher Jim Bunning) was eventually marked with a yellow star with a black "S" inside a white circle until Stargell's 2001 death, when the white circle was painted black. The star remained in place until the stadium's 2004 demolition. In 1978, against Wayne Twitchell of the Montreal Expos, Stargell hit the only fair ball ever to reach the club deck of Olympic Stadium. The seat where the ball landed (the home run was measured at 535 feet) was replaced with a yellow seat, while the other seats in the upper deck are red. Upon the Expos departure in 2004, the seat was removed and sent to the Canadian Baseball Hall of Fame.  Bob Prince, the colorful longtime Pirate radio announcer would greet a Stargell home run with the phrase "Chicken on the Hill". This referred to Stargell's ownership of a chicken restaurant in Pittsburgh's Hill District. For a time, whenever he homered, Stargell's restaurant would give away free chicken to all patrons present in the restaurant at the time of the home run, in a promotion dubbed "Chicken on the Hill with Will". Prince himself once promised free chicken to listeners if Stargell hit a home run; Stargell did homer and Prince picked up a $400 bill at the restaurant.
Willie Stargell