Berkshire School

Berkshire School is a coed boarding and day high school in Sheffield, Massachusetts, tucked beneath Mount Everett in the southern Berkshires. Enrollment falls in the 300 to 500 range, and the school has no religious affiliation. The language program runs deep for a school this size, offering Mandarin, French, Latin, and Spanish alongside the core subjects.

Faculty here usually wear three hats. Most teachers also coach a sport or lead an afternoon program, and many serve as dorm parents or advisors. That model puts adults next to students through class, practice, and evening study — a range of contact that day-only schools cannot match. If you want to know your students well, this structure helps.

Environmental stewardship is more than a line in the mission. The campus sits on open land near the Appalachian Trail, and outdoor programs, farm work, and trail time shape how students spend afternoons. Science and humanities faculty often tie coursework to that setting.

The money side is steady. Berkshire School reported net assets near $290 million and revenue above $48 million in 2023, with fundraising up about 27 percent year over year. For staff, that usually means reliable salaries, funded professional development, and on-campus housing for boarding faculty — a real benefit in a high-cost corner of New England.

Hiring covers English, math, science, history, arts, and world languages each spring, plus coaching, admission, advancement, and operations roles as they post. Residential openings recur often given the size of the boarding program.