Westover School

Westover School is an all-girls boarding and day high school in Middlebury, Connecticut. It enrolls between 100 and 200 students and has no religious affiliation. The school organizes its program around three stated values: strength of character, women's empowerment, and passion for learning. Its mission is to prepare young women to lead lives of consequence.

Teaching at a small girls' school means smaller sections and closer advising. Faculty work with students who chose a women's school on purpose, which tends to produce engaged discussion. Class sizes let teachers shape how a course runs rather than follow a fixed script. Language offerings include French, Latin, and Spanish, plus English as an Alternative Language for international boarders who need extra support.

Because Westover is a boarding and day school, residential faculty roles often include on-campus housing and term-time meals as part of the package. That mix matters in Connecticut, where rental costs can eat into a published salary. Westover School's finances are steady for its size, with about $83 million in net assets and $20 million in annual revenue as of 2023. That base supports competitive pay and benefits for teaching and staff hires.

Hiring spans academic departments, residential life, athletics, arts, admission, advancement, and student support. Most faculty searches run in late winter and spring. Staff jobs open year-round, and candidates apply through the school website.

Middlebury sits within reach of Hartford, New Haven, Waterbury, and the Berkshires — a useful radius for dual-career households.