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 Appoints Melissa Terrio as Inaugural Dean of Enrollment ManagementÂ

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 […]
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 next evolution of one of its most distinctive academic pillars: the newly rebranded Roxbury Center for Learning & Leadership, a comprehensive, neuroscience-driven program designed to help every student reach their fullest potential. A signature program unique […]
NBC Features Cheshire Academy 12th Grader for Offering Free Tennis Clinic in Jamaica

Chase Harding combines athletic excellence with service, embodying Cheshire Academy’s mission of “Individual Growth. Global Purpose.” When Chase Harding returned to his hometown of Kingston, Jamaica this summer, he didn’t just visit — he created opportunity. The Cheshire Academy 12th grader brought donated rackets and equipment to the neighborhood of Payne Land, where he hosted […]
Cheshire Academy Academic Dean Shares Grading Insights on National Podcast

Rewarding collaboration, character, and mastery is key at Cheshire Academy In a November episode of the podcast “The Brighter Side of Education,” Cheshire Academy Dean of Academics Marc Aronson imagined a school where grades reward collaboration, character, and genuine mastery—not just memorization and speed. He shared with teachers across the country how Cheshire Academy rethought assessment through Grading What Matters, a framework […]
New Trustees Bring Business Acumen, Educational Expertise to Cheshire Academy

Joseph P’26, MacMullen, Svensk ’64 have joined the Cheshire Academy Board of Trustees, bringing a wealth of knowledge from the education and international business fields. The Cheshire Academy Board of Trustees has welcomed three new members – Priya Joseph P’26, William “Willy” MacMullen, and Robert E. Svensk ’64. They were elected during the Board’s May […]
Cheshire Academy Student Makes National News for Remarkable Jurassic Discovery

Aidan Connor ’26 makes headlines after discovering 150-million-year-old dinosaur bone on Montana expedition funded in part by CA’s Venture Grant program Cheshire Academy senior Aidan Connor ’26 is making headlines across the country this week, with his paleontological discovery featured on Yahoo News and CT Insider. The 17-year-old from Southington captured national attention after discovering a […]