The Pennington School varsity football program enters its 145th year in 2025, making it one of the longest-running programs in the country. Many former players have gone on to join prestigious college programs across all divisions including Dartmouth College, Lehigh University, North Carolina State University, University of Indiana, Franklin & Marshall College, and Wesleyan University, among others. 

Head coach Mike Watkins first took the helm for the 2023-24 season following an outstanding run by Jerry Eure '75. Watkins fosters a team culture centered on a strong work ethic, the development of players, and helping student-athletes achieve academic and personal success.