The Pingree School Varsity Baseball Team competes in the Eastern Independent League (EIL), which is composed of 11 schools (8 competing in baseball) from the states of Maine, Massachusetts, and Rhode Island. The Highlanders typically have a 20-game regular season schedule, facing each EIL school once and playing additional games against New England Prep School Athletic Council (NEPSAC) opponents from the Independent School League (ISL) and Central New England Prep School Baseball League. 

Each season, the Highlanders seek to qualify for the 4-team EIL Tournament, as well as the New England Small School Tournament. Pingree Baseball has enjoyed tremendous success in the EIL over the years, having been crowned champions 27 times since 1981 with the most recent title coming in 2022. In addition, the Highlanders have taken home the New England Small School Championship 9 times, with the first title coming in 1988 and the most recent in 2011.

Every year the Highlanders look to add new players who will have the opportunity to step into contributing roles quickly. With both Varsity and Junior Varsity levels offered within the Pingree Baseball Program, there are opportunities for all athletes to be involved, contribute, and work towards developing their baseball skills. Interest and participation in baseball has been expanding rapidly on the North Shore and in the surrounding areas, and many Pingree Baseball Players take advantage of opportunities to play and train with AAU and travel programs during the summer and offseason. Our top priority is to help our student-athletes achieve their athletic goals both here at Pingree and potentially beyond at the collegiate level. In recent years, a number of alumni from the Pingree Baseball Program have gone on to play NCAA college baseball at the Division I, II, and III levels.

Prospective students and families interested in the Pingree Baseball Program are encouraged to contact Mr. Luke Wamboldt, Head Varsity Baseball Coach, via email at lwamboldt@pingree.org.

Recent Pingree Baseball Alumni Collegiate Athletes:

Caleb Clark '21, St. Lawrence University, Endicott College (transfer)
Amogh Prakash '20, Colby College
Cooper McGrath '19, Trinity College, Northeastern University (grad student)
Peter Nichols '19. Roanoke College 
Cal Perry '16, St. Lawrence University
Jeff DePiero '15, Babson College
Erik Larsen '13, St. Lawrence University
Travis Jacques '13, Norwich University
Jolmi Minaya '09, University of Richmond
Lamarre Rey '09, Bentley University
Mike Lamothe '09, Salem State University
Tom Sullivan '04, Middlebury College