The Pingree boys' hockey team competes in Division I of the New England Prep School Ice Hockey Association (NEPSIHA), one of the premier leagues in the country. Pingree is also a member of the Holt Hockey Conference . The program provides its players with the opportunity to receive an excellent academic education as well as a competitive athletic experience. A typical week during the season consists of two to three games, four eighty-minute practices, off-ice workouts, and film breakdown. Alumni have gone on to play in NCAA DI,II,III respectfully, with many going on to careers in the professional ranks.