Westover School is an all-girls boarding and day school, grades 9-12 where smart, motivated girls become confident, connected women. We are committed to providing a college preparatory education in a small community atmosphere that emphasizes student-adult interaction. Westover, through program and faculty, endeavors to develop in each student the confidence and strength to shape their own life.

We are EMPOWERING students to be themselves, to make their own choices, and to appreciate diversity, resulting in young adults who find lives of purpose and meaning, who understand they can make a difference and who understand the power of relationships.

We celebrate diversity of all kinds and are committed to creating an inclusive culture built on a foundation of respect for all individuals. We seek to hire, develop and retain talented people from all backgrounds. Individuals from non-traditional backgrounds, historically marginalized or underrepresented groups are strongly encouraged to apply.

Career Opportunities

Job Title: Groundskeeper Location: Westover School, Middlebury, Connecticut Job Type: Full-Time Job Description: Westover School is seeking a dedicated and skilled Groundskeeper to maintain and enhance the beauty and functionality of our campus grounds. The ideal candidate will have experience in landscaping, tree and hedge trimming, mulching, and equipment maintenance. In addition to…
Office of Admission About Westover School Westover School is a vibrant independent boarding and day school dedicated to empowering young women through rigorous academics, leadership opportunities, and a supportive community. The Associate Director of Admission position will play a key role in the school community by engaging and recruiting mission-appropriate students who can thrive at…
Humanities Teacher Westover School | Middlebury, CT Reports to: Department Heads of English and History Position Overview: Westover School seeks an engaging, student-centered Humanities Teacher to join our dynamic faculty. This educator will be responsible for teaching 4–5 sections of humanities courses (splitting their time between History and English departments), advising students, and…
Academic Coordinator and Registrar Westover School | Middlebury, CT Reports to: Associate Head of School and Director of the Teaching and Learning Center for Academic Engagement Position Overview: The Academic Coordinator and Registrar serves as a key support to the Associate Head of School, providing direct administrative and logistical assistance in overseeing academic operations, faculty…
Auxiliary Programs Manager & Admissions Associate Westover School | Middlebury, CT Reports to: Associate Head of School & Director of Enrollment Management Position Overview Westover School seeks a dynamic and organized professional to serve as the Auxiliary Programs Manager & Admissions Associate. This full-time role blends leadership in managing auxiliary programs (including summer camps…
Humanities or STEM Fellowship Westover School | Middlebury, CT Primary Reporting: Director of Community Life, Director of Athletics, Department Heads Secondary Reporting: Associate Head of School Position Overview: Westover School seeks recent college graduates with a passion for teaching and learning to join our community as a Humanities or STEM Fellow. This one-year fellowship offers…
WESTOVER SCHOOL Part-Time Driver School Information: Westover School is an all-girls boarding and day school, grades 9-12 where smart, motivated girls become confident, connected women. We are committed to providing a college preparatory education in a small community atmosphere that emphasizes student-adult interaction. Westover, through program and faculty, endeavors to develop in each…