Long Trail School

Long Trail School is a day school in Dorset, Vermont, enrolling about 250 students in grades 6 through 12. The Green Mountains provide a rural New England setting without the geographic isolation that smaller towns sometimes impose. The school operates without religious affiliation, welcoming families across different backgrounds and belief systems.

What sets this school apart is the day-school model combined with genuine small-scale operations. Teachers know students and their families over multiple years, yet leave campus each evening—a rhythm that suits educators who want real involvement without residential dorm duty. You teach, advise, and often coach. Your evenings, though, are yours. That boundary appeals to people building lives outside school walls while staying central to student learning.

Hiring spans English, mathematics, sciences, and humanities, plus instruction in French, Spanish, and English as an Alternative Language. Coaching and advising are woven into the teaching culture here, not add-ons. The school maintains stable enrollment and reported net assets exceeding $17 million as of 2023, signaling financial health that supports ongoing investment in compensation and facilities.

Benefits typically include health coverage, retirement contributions, and professional development support standard among Vermont independent schools. Day-school positions also mean lower housing pressure—you're not competing for scarce on-campus housing the way residential school faculty do. Many teachers in Dorset commute 20 to 30 minutes from larger towns like Manchester, making work-life separation practical.

For educators seeking a Vermont teaching job where individual student growth matters and your personal time remains protected, Long Trail School offers faculty and coaching roles without the burnout risks of residential models.