MIT Technology Review Makes Cheshire Academy a Case Study in AI Adoption
CA Experts Explain Teaching Responsible Usage, Model Best Practices Two Cheshire Academy faculty members provided their expertise for MIT Technology Review’s special newsletter on AI in education. The Education edition of “Making AI Work” provides practical guidance for working professionals about how generative AI is being deployed, including detailed commentary from Librarian and Technology Coordinator George Aiello and Miriam […]
Coed Fencing Medals at 2026 State Championships
Men’s Épée Take Bronze, Four Fencers Rank The Men’s Épée team of Cheshire Academy Coed Fencing earned bronze at the Connecticut State High School Fencing Team Championships over spring break, with four CA fencers ranking the top 30 at Burton E. Moore Connecticut High School State Championships. Eve Raymond ’27, of Cheshire, CT, placed 10th in Women’s Saber and […]
Varsity Boys’ Basketball Reaches NEPSAC Championship Game
Cats Log Thrilling Post-Season Run to Kick Off Spring Recess On Sunday, March 8, 2026, the Cheshire Academy Varsity Boys’ Basketball Team took the court in a championship game against top-seeded Cushing Academy. They came up short on the scoreboard—Cushing won 64-55 – but the Cats played with tenacity and teamwork. “I have watched a lot […]
Lindsay Shaw ’01 Tumbles into a Life of Sports and Scholarship
There are moments in the lives of many high school students when a mentor offers something that ends up changing the course of their young life. Such was the case for Lindsay Shaw ’01 when Head of School Dr. Jerry Larson gave her a book on sport psychology. Lindsay isn’t sure, but she thinks it […]
Cheshire Academy Senior Named Presidential Scholar Candidate
Changyi Zhou ’26 vies for top honor for U.S. high school students Changyi “Jason” Zhou ’26 is a candidate for the U.S. Presidential Scholar Program, one of the nation’s highest honors for high school students. Established in 1964, the invitation-only program recognizes those who score exceptionally high on the SAT or ACT or demonstrate exceptional talent in the visual, creative, and […]
Cheshire Academy Dean of Curriculum Featured on “Lost Ladies of Lit” Podcast
Bass-Riccio discusses Salt House, the out-of-print 1934 novel transcribed by Cheshire Academy students Allison Bass-Riccio, Cheshire Academy dean of curriculum and faculty development and champion of Provincetown author Hazel Hawthorne, discussed this “Queen of the Dunes” on “Lost Ladies of Lit,” a national podcast whose guests have included New York Times book critic Sadie Stein and Academy Award-winner Peter Davis. Bass-Riccio, also the […]
Cheshire Academy Appoints Melissa Terrio as Inaugural Dean of Enrollment Management
Historic New England Boarding School Marks Strategic Milestone with Senior Leadership Appointment Cheshire Academy is proud to announce the appointment of Melissa T. Terrio, M.Ed., as its inaugural dean of enrollment management, effective May 1, 2026. This newly created senior leadership position represents a defining moment in the school’s evolution. Founded in 1794, Cheshire Academy […]
The Power of the Postgraduate Experience: Christian Terrell ’13
One can only imagine how many great stories have arisen from Chesire Academy athletics over 232 years. Among other things, I wish we had more in writing about the post-Civil War period when just a few sports were played at CA. What were the games like then? With very few schools in existence in the area, where did we find teams to […]
Remembering Cheshire Academy Alum James Van Der Beek ’95
Class of 1995, Cheshire Town Scholar, 1977-2026 It is with profound sadness that Cheshire Academy mourns the passing of James Van Der Beek ’95, who died on February 11, 2026, following a courageous battle with colorectal cancer. He was 48 years old. James embodied everything the Cheshire Town Scholar award represents: scholarship, citizenship, ambition, and […]
Cheshire Academy to Launch Apogee Fencing Program
Elite program pairs world-class coaching with rigorous IB academics at historic Connecticut boarding school CHESHIRE, Conn. — Jan. 14, 2026 — Cheshire Academy today announced the launch of Apogee Fencing at Cheshire Academy, an elite competitive program offering promising international fencers the opportunity to compete at the highest levels of the sport while earning their […]
