During the 1960s and 1970s, Coach Jackman Stewart made Berkshire one of the premier soccer programs in New England. As a fitting tribute to his remarkable career at Berkshire, the New England Prep School Soccer Association has named the New England Class A Championship Trophy, the Stewart Cup, in his honor. The proud winning tradition and passion for the game of soccer that Jackman Stewart cultivated in his players has remained a trademark of Berkshire Soccer over the years and continues today. Berkshire annually competes at the championship level, winning the Class A title in 2012, 2013, 2014, 2016, and 2018 while earning the No. 1 ranking among the nation's prep schools.
All of the coaches in the program remain committed to the development of each player and the success of each of the three teams in the boys program. With daily training sessions, a competitive match schedule, and an overall commitment to excellence, Berkshire has been able to remain a leader in the New England Prep School Soccer Association.
In preparation for each season, Berkshire takes a preseason trip, during which the players not only get a full soccer experience but also a valuable cultural experience. In recent years, the team has taken trips to Costa Rica, England, Germany, South Africa, Spain, Sweden, Zambia and to various location throughout the United States.
Berkshire School is a co-ed boarding and day school for students in grades 9-12 and post-graduates. The 400-acre campus is located at the base of Mount Everett (2,624 ft.) in Sheffield, Massachusetts, in the heart of the Berkshire Hills, a popular tourist destination for world-renowned arts and culture, health and wellness retreats and spectacular nature, including the Appalachian Trail, which is a short hike from campus.
By design, every student makes an impact at Berkshire. No student is anonymous. Everyone knows everyone—from faculty and staff to new students and graduating seniors. Our enrollment of 400 students is a sweet spot for Berkshire’s model and culture, allowing us to cultivate an exceptionally affirming and close-knit residential community. From the foundation of being known well, our students build confidence, which enables them to strive, take risks, and reimagine their potential in all areas of their development.