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: Staff Accountant Department: Business Office Reports to: Controller Location: Middlebury, Connecticut Position Type: Full-Time, 12 month About Us Westover School is a gender-inclusive girls boarding and day school serving grades 9–12. We are committed to providing a college preparatory education in a small community atmosphere that emphasizes meaningful student-adult…
Position Title: Junior Varsity Volleyball Coach Department: Athletics Reports To: Director of Athletics Status: Seasonal, Stipend Position Start Date: September 2026 School Information: Westover School is a girls-centered boarding and day school education experience for grades 9–12. We are committed to providing a college preparatory education in a small community atmosphere that…
Job Title: Groundskeeper Department: Facilities Reports to: Director of Facilities Location: Middlebury, Connecticut Position Type: Full-Time, 12 month About Us Westover School is a gender-inclusive girls boarding and day school serving grades 9–12. We are committed to providing a college preparatory education in a small community atmosphere that emphasizes meaningful student-adult…
Job Title: Administrative Assistant to the Chief Financial and Operations Officer (CFOO) Department: Business Office / Campus Operations Reports to: Chief Finance and Operations Officer (CFOO) Location: Middlebury, Connecticut Position Type: Full-Time, 12-Month About Us: Westover School is an all-girls boarding and day school in Middlebury, Connecticut, with a mission to empower young…
Associate Director of Admission Department: Office of Admission Reports to: Director of Enrollment Management Status: Full-time, 12-month position About Us Westover School is a vibrant independent boarding and day school dedicated to empowering young women through rigorous academics, leadership opportunities, and a supportive community. Our mission-centered admission process is…
Title: Director of Advancement Department: Advancement Reports to: Head of School Type: Full-time, 12 month position Westover School (Westover), an independent, college-preparatory boarding and day school for girls in Middlebury, Connecticut, seeks a dynamic fundraiser and team leader with a proven track record to serve as its next Director of Advancement (DOA). Reporting to the Head of…
Department: Transportation Reports to: Transportation Coordinator Position Type: Part-time, Non-exempt About Westover School Westover School is a gender-inclusive girls boarding and day school serving grades 9–12, where smart, motivated students become confident, connected adults. We are committed to providing a college preparatory education in a small community atmosphere that…