Cheshire Academy Alum Molly Golden to Headed to Super Bowl LX
Sophomore is youngest Ithaca College student ever to cover the Big Game from the official Super Bowl Media Center and Radio Row Molly Golden ’24 is headed to California to report on Super Bowl LX for Ithaca College, where she is a sophomore. Golden, who started the popular “Molly’s Minute” Instagram series while at Cheshire Academy, is the youngest-ever student to be […]
CT Media Giant Taps Cheshire Academy Experts for Education Insights
Hearst Media “Education Outlook” Section Showcases Cheshire Academy Experts Hearst Connecticut Media turned to Cheshire Academy for expert insights for its quarterly education outlook section that ran in 10 state publications. The section, focused on school libraries, included a cover story, “School Libraries: Offering Resources, Source Knowledge, Respite & Much to Read,” featuring comments from Director of Library Services Kate Daly ’05. In the current world, Daly said, a […]
Two CA Tennis Aces Make For A Once-In-A-Lifetime Wimbledon
Cheshire Academy can boast of being the home of what is almost certainly the most incredible prep school tennis story in U.S. history. It involves two graduates from the class of 1929. The All-England Club Championships at Wimbledon in 1931 featured the only “walk-over” in the championship match in tournament history. In the second semi-final […]
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 […]
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 […]
1936 Commencement: How the Roxbury School Became Cheshire Academy
One of the many interesting aspects of my 37-year career at Cheshire Academy is thinking about the 232-year history of the school and my place in it. I wrote 4,500 words about the school’s history over two issues of 1794 Magazine seven years ago. (The full article is available on the school website.) It was fascinating digging into the archives […]
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 […]
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 […]
