Staff Positions

Berkshire School is an equal opportunity employer. 

administrative assistant/database manager

Berkshire School seeks a full-time Administrative Assistant/Database Manager to work full-time in a busy, active Admissions Office.  Responsibilities include entering data from applicants and their families, writing reports and organizing data, answering the phones and other clerical tasks as needed.  Hours are Monday-Friday 8:00am-4:00pm.  Successful applicants will have excellent computer skills, be willing to learn additional computer programs, flexibility, excellent interpersonal, communication and telephone skills. Competitive hourly rate and full benefits package included.  Interested parties contact: Cheryl Geerhold, Director of Human Resources,

 daycare teachers, part and full-time

Undermountain Child Care @ Berkshire School is looking for 3 individuals to join our teaching team. 1 full time position and 2 part time positions are available beginning July 6th.  The center is open Monday-Friday  7:30am-5:00pm with shifts within those hours.  Applicants who are teacher qualified by the Massachusetts Department of Early Education and Care preferred.  A CORI check and SAFIS check are both required.

Email or send resume and letter of interest to Director Tammy Wysocki,  or 245 N. Undermountain Rd. Sheffield, MA  01257

Part-Time Theater Assistant

The theater assistant will support the theater director with all aspects of the theater program. In particular, the theater assistant will attend daily rehearsals, do scene coaching and character work with students, oversee costumes and student crew heads, assist with set builds, light hangs, and cuewriting sessions and execute light administrative functions as needed. Successful candidates will have some experience in theater, be a positive role model to teenagers and show a strong  capacity for mentorship. The position is part time with daytime, evening and weekend hours.  Longer hours will be necessary in the weeks leading up to a production.

Interested candidates should submit materials to: Cheryl Geerhold, Director of Human Resources,

Early Childcare Professional –
per diem Substitute

Qualified person needed to provide on-call coverage for our busy child care center, Monday-Friday. Prefer applicants who are Teacher Qualified by the Massachusetts Department of Early Education and Care.  All Massachusetts mandated background checks will be required.  

Send or e-mail resume and letter of interest to:  Tammy Wysocki, Director, Undermountain Childcare, Berkshire School, 245 North Undermountain Road, Sheffield, MA  01257-9672 or e-mail


Berkshire School

245 North Undermountain Road
 |  Sheffield, MA 01257
 |  T: 413 229 8511

Berkshire School is a co-ed, New England college preparatory boarding and day school offering a rigorous academic course of study. Our campus, located in Massachusetts, has state-of-the-art academic, artistic and athletic facilities on a stunning 400-acre campus in the Berkshires.

Berkshire School received 5 out of 5 stars from over 3 Google reviews.

powered by finalsite