He became the only World Series Most Valuable Player to be selected from the losing team when he won the award for his play in the 1960 World Series. In 1962, he led the American League (AL) in hits with 209 and snared a line drive off the bat of Willie McCovey to win the 1962 World Series for the Yankees.

In 1965, Richardson released his autobiography, The Bobby Richardson Story. The story became a movie in 1968. Excerpts from the film's audio track were available on an LP record titled: The Bobby Richardson Story: The Exciting First-Person Account of His Own Life, By the Yankees' Famous Second Baseman. He released a new autobiography in 2012 called Impact Player.

He appeared in the film Forrest Gump (1994) as a reporter.