Berkshire School is a boarding community dedicated to serving the best interest of the students and adults living within it. We hire proven leaders who recognize the benefit of hard work, building community and sharing success. While most full-time faculty will teach four sections, coach two seasons and work within the residential program, every successful employee working at the School understands and appreciates the twenty-four hour nature of a Berkshire education, which is why working at Berkshire is a way of life and not simply a job.

Berkshire School is an equal opportunity employer.

Faculty Positions

Send inquiries to:

Jean Woodward Maher
Associate Head of School
Berkshire School
245 North Undermountain Road
Sheffield, MA 01257

email jmaher@berkshireschool.org
fax 413-229-1010

English Teacher

Berkshire School seeks to hire a dynamic, full-time, Grade 9-12 English teacher beginning in the 2018-2019 academic year. The ideal candidate will be capable of teaching all levels, including Advanced Placement and Senior elective courses. S/he is expected to have several years of relevant teaching experience with the affection for adolescents, capacity for teamwork, and disposition that such a life demands. In addition to teaching, applicants should expect to be actively involved in all aspects of the School's programs, including living in a dormitory and participating in the school's athletic and/or co-curricular programs as a coach or program director. A bachelor's degree in English or a closely related field is required and a master's degree or higher is preferred.

Salary is competitive and includes year-round housing plus utilities, and meals when school is in session. Health and retirement benefits, including TIAA-CREF, are part of the compensation package. Funding exists to support advanced degree work, as well as participation in professional conferences, workshops, summer study, and travel.

Staff Positions

Substitute Teacher

Undermountain Child Care Center at Berkshire School is looking for a substitute teacher who is available for flexible coverage. Applicants with some Early Childhood teaching experience are preferred. A CORI check and SAFIS check are both required. Interested applicants please email or send resume and letter of interest to Director, Tammy Wysocki, umcc@berkshireschool.org, or 245 N Undermountain Rd., Sheffield, MA 01257

Custodial Position

Berkshire School has an opportunity for an experienced custodian to work in a boy’s dormitory and other facilities. Requires attention to detail, good humor, and willingness to pitch-in and help others. Early morning (4:00 a.m.) start time. Some weekend work required. Physical requirements include lifting, operating heavy machines, working with cleaning agents, etc. Full time position with a full benefit package available.

Please contact John Malarney at 413-229-1336

Administrative Positions

There are currently no openings.

Summer Programs

Berkshire School seeks highly motivated and energetic staff members for our Summer Programs. Summer Staff members are mission driven and display a proven record of success in effectively supervising and managing youth. Staff members also build relationships and ensure the safety and well-being of everyone in their camp community. Available opportunities exist for Directors, Teachers, and Counselors in our Day Camp (participant ages 3-9) and Sports Camps (participant ages 9-18).

Interested applicants should fill out the Summer Employment Application and send to summer@berkshireschool.org. Please include a resume.

For more information, please contact Chris Landosky, Director of Summer Programs, at clandosky@berkshireschool.org or 413-229-1207.


Camp Director

Activity Teacher

Camp Counselor