Canterbury School

Canterbury School is a Catholic, co-educational boarding and day school for grades 9 through 12. Founded in 1915, it sits on a hilltop campus in New Milford, Connecticut, in Litchfield County. Downtown is a three-minute walk, and New York City is about ninety minutes south. Total enrollment runs between 300 and 500 students, which keeps class sections small and faculty close to the students they teach.

The Catholic heritage shapes how Canterbury talks about leadership, service, and ethics, but the school is not a seminary. The academic program is college-prep, with French, Latin, and Spanish alongside the core subjects. For teachers who want a moral frame for their work without a heavy doctrinal load, Canterbury School tends to be a comfortable fit.

Compensation reflects the boarding-day mix. Residential faculty roles usually include on-campus housing and meals during the term. In Connecticut, that housing benefit alone can shift the real value of a teaching salary by a meaningful margin. The school reported roughly $28 million in revenue and $76 million in net assets in 2023, a stable base for hiring and faculty retention.

Canterbury hires teachers, coaches, residential life staff, and administrators. Recent searches have included senior posts such as Dean of Faculty, along with the classroom jobs that open each spring. Most teaching contracts pair academic work with a coaching season and dorm duty, so candidates should plan for a full residential schedule rather than a nine-to-three day.