
Cheshire Academy Reignites Community Tradition with Lights of Hope Event
Community invited to experience luminaries, support local charities on December 17 CHESHIRE, CT – Cheshire Academy is bringing back a cherished

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

Nia Jackson ’26 appeared recently on WTNH-TV, the ABC affiliate in New Haven, celebrating her summer spent in a prestigious Yale

The Academy receives high marks for diversity, activities, college prep in national survey Cheshire Academy received an overall grade of

Beloved alum, former trustee, passed away Oct. 8, 2025 It is with heavy hearts that we share the passing of
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