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 tradition this December with the return of Lights of Hope, an evening event that celebrates service, unity, and the power of giving back. A Beloved Tradition Returns Inspired by the original Lights of Hope […]
Cheshire Academy’s Woelper in EdTech Digest: “The Case for Private High School in a Tech-Driven World”
Guest column offers thought leadership to readers around the globe Cheshire Academy Head of School Tom Woelper shared his insights on teaching responsible use of AI in “The Case for Private High School in a Tech-Driven World,” a guest column published in EdTech Digest. Woelper shared his timely thoughts on how independent schools are uniquely positioned to cultivate the judgment, creativity and self-direction needed as routine cognitive […]
Cheshire Academy Announces 2026 Online Summer Program for Students Entering Grades 7-12
Inquiries now accepted, registration opens Jan. 5 INQUIRE NOW CHESHIRE, CT – Cheshire Academy is pleased to announce Summer at Cheshire Academy 2026, a five-week online learning experience designed to help students get ahead, stay sharp, and prepare for academic success. Running from July 13 through August 14, 2026, this program offers live, engaging courses […]
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 […]
‘Behind the Seams’ – How a Private School Costume Shop is Preparing Students for Life
Cheshire Academy teachers are lifelong learners and experts in their fields. We asked them to share their thoughts and scholarship on vital issues in education. Sara Kelleher is an instructor in the Roxbury Academic Support Program at Cheshire Academy. A teacher for a decade, she holds an M.Ed. from Johns Hopkins University School of […]
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 […]
Remembering Cheshire Academy Trustee Emeritus David Jepson ’59
Beloved alum, former trustee, passed away Oct. 8, 2025 It is with heavy hearts that we share the passing of former trustee and true son of Cheshire Academy, David Jepson ’59. David was a graduate of Cheshire in 1959 receiving the Costin Cup, the award for the student who most improved while at the school. […]
Dean of Academics Discusses ‘Grading What Matters’ on Education Podcast
Marc Aronson enters timely discussion of how grading measures learning, motivates students Cheshire Academy’s Dean of Academics Marc Aronson appeared on “The Grading Podcast,” a national podcast reimagining grading as a tool for student success. “The liberation that can be gained from throwing away the percentage-based scale as a mindset I think is something that […]
Cheshire Academy 12th-Grader Makes Career Discoveries at Yale Summer Research Program
A Venture Grant Adventure More than 200 high school students from across the country applied for the prestigious Discovery to Cure Internship in women’s reproductive cancers at Yale University this summer. Nia Jackson ’26 was one of just 19 who earned a coveted spot in the program, getting a taste of life as a lab […]
Cheshire Academy Presents Diplomas to 97 Class of 2025 Graduates
Deserving students, faculty hero honored at historic Academy’s 231st Commencement – plus, three sets of twins graduate in the Class of 2025! Cheshire Academy held its 231st annual commencement exercises May 31 in a festive celebration of individual journeys and the promise the future holds for its new graduates. Despite cool breezes and intermittent rain, […]
