Williams campaigned for Richard Nixon in the 1960 United States Presidential Election, and after Nixon lost to John F. Kennedy, refused several invitations from President Kennedy to gather together in Cape Cod. He supported Nixon again in 1968, and as manager of the Senators, kept a picture of him on his desk, meeting with the President several times while managing the team. In 1972 he called Nixon, “the greatest president of my lifetime.” In the following years, Williams endorsed several other candidates in Republican Party presidential primaries, including George H.W. Bush in 1988 (whom he also campaigned for in New Hampshire), Bob Dole in 1996, and George W. Bush in 2000.