
Cheshire Academy Launches Next Chapter of Roxbury Program
Combining 25 Years of Legacy with Cutting-Edge Brain Science-Backed Pathways CHESHIRE, Conn. — Jan. 5, 2026 — Cheshire Academy today announced the

Combining 25 Years of Legacy with Cutting-Edge Brain Science-Backed Pathways CHESHIRE, Conn. — Jan. 5, 2026 — Cheshire Academy today announced the

Chase Harding combines athletic excellence with service, embodying Cheshire Academy’s mission of “Individual Growth. Global Purpose.” When Chase Harding returned

Rewarding collaboration, character, and mastery is key at Cheshire Academy In a November episode of the podcast “The Brighter Side of

Community invited to experience luminaries, support local charities on December 17 CHESHIRE, CT – Cheshire Academy is bringing back a cherished

Guest column offers thought leadership to readers around the globe Cheshire Academy Head of School Tom Woelper shared his insights on teaching

George Aiello, Cheshire Academy’s academic technology coordinator and librarian, recently shared his insights on technological innovations in education with Authority Magazine, a publication of Medium, where

Cheshire Academy teachers are lifelong learners and experts in their fields. We asked them to share their thoughts and scholarship

Inquiries now accepted, registration opens Jan. 5 INQUIRE NOW CHESHIRE, CT – Cheshire Academy is pleased to announce Summer at

Pat McCaskey ’68, corporate secretary and vice president of the Chicago Bears, came back to Cheshire Academy for Homecoming Weekend

Joseph P’26, MacMullen, Svensk ’64 have joined the Cheshire Academy Board of Trustees, bringing a wealth of knowledge from the

Cheshire Academy teachers are lifelong learners and experts in their fields. We asked them to share their thoughts and scholarship

Aidan Connor ’26 makes headlines after discovering 150-million-year-old dinosaur bone on Montana expedition funded in part by CA’s Venture Grant
Decision Day is March 10! Don’t miss out on your chance to start your journey at CHESHIRE ACADEMY.