Why would you send a sixth-grade boy to boarding school? Shouldn't a ninth-grade student start high school? What is a junior boarding school? Make an appointment to visit us today and learn why Eaglebrook, a boarding and day school for boys in middle school, might be the right place for your son.
Eaglebrook School was founded in 1922 by Howard Gibbs as a private boarding and day school for boys in middle school. Learn about our school in Deerfield, Massachusetts then and now, and read about the Core Skills we think every boy should know.
At Eaglebrook, we recognize that all students learn in different ways, vary in their innate abilities, and come from a variety of educational backgrounds. Classes at Eaglebrook are organized to meet the needs of each boy.
Eaglebrook is a close community of middle school students, teachers, and their families. Activities outside of the academic classroom are important to the intellectual, social, physical, and emotional development of boys in middle school. Learn about the programs we offer at Eaglebrook, from athletics to arts.
At Eaglebrook, boys learn more than they ever thought possible, discover inner resources, develop self-confidence, and have fun along the way. Delivering on our mission is only possible through the incredible generosity of alumni, parents, parents of alumni, and friends.”
Going back to the school’s earliest days, Eaglebrook students took part in the game of hockey.
This comes as no surprise given that it is one of the fundamental beliefs at Eaglebrook that students learn best when they are active.
Milestone Teams
We are especially honoring milestone teams this year, those ending in 1 or 6 for 2026.
Team Photos - Click Through
1956 Hockey Team Captain (Going Strong!)
1961 Varsity Hockey Team
1966 Varsity Hockey Team
1971 Varsity Hockey Team
1976 Varsity Hockey Team
1981 Varsity Hockey Team
1986 Hockey Team
1991 Hockey Team
1996 Hockey Team
2001 Hockey Team
2006 Hockey Team
2011 Hockey Team
2016 Hockey Team
2021 Hockey Team
Tim Winslow '07
A proud Eaglebrook alumnus, Tim now serves as Associate Director of Admissions, Assistant Director of Athletics, and Head Coach of the Varsity hockey and lacrosse teams. He also teaches history, bringing heart, humility, and dedication to every part of school life.
John Rackham
John’s tenure at Eaglebrook began at the same time as The McFadden Ice Rink at Alfond Arena, and he has become known as its most diligent caretaker, as well as our primary Zamboni driver.
In College
Countless alumni have gone on to illustrious careers in prep school, college, and the pros. Let us know if we have missed your name!
In the NHL
Learn more about Mark Fayne '03 and Jon Rheault '02 and their careers in the NHL.
Our Rink
Early Eaglebrook teams practiced and played games outside at Deerfield Academy.
In 1998 The McFadden Rink at Alfond Arena was built and remains the home of the Eaglebrook hockey program to this day.
271 Pine Nook Road | P. O. Box 7 | Deerfield, MA 01342 | 413-774-7411