Coed Fencing Medals at 2026 State Championships

Men’s ÉpĂ©e Take Bronze, Four Fencers Rank The Men’s ÉpĂ©e 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 […]
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 Alum Molly Golden to Headed to Super Bowl LXÂ

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 […]
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 […]
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 […]
Chicago Bears VP, Cheshire Academy Alum Returns to Inspire Football TeamÂ

Pat McCaskey ’68, corporate secretary and vice president of the Chicago Bears, came back to Cheshire Academy for Homecoming Weekend 2025, enjoying dinner with the football team and offering inspiring words before their victorious match-up against Brunswick School. “He had dinner with us in Bowden Hall, which is big for the kids because they see […]
Former Cheshire Academy QB Reno Talks to NY Times on Yale MoveÂ

Quarterback Dante Reno ’24, who led the Cheshire Cats to a league championship in 2023, was interviewed by the New York Times about his decision to play football at Yale University, where his dad, Tony Reno, is head coach.  The announcement made sports news across the country, with stories about the novel father-son arrangement in […]
Cheshire Academy Quarterback Featured on ESPN Podcast

Cheshire Academy Quarterback Keegan Croucher ’27 got some airtime on the popular national podcast ESPN College GameDay, after he garnered interest at the May 12 Football Showcase. During the segment “On Pete’s Radar,” hosts Rece Davis and Pete Thamel discussed Croucher as a top 2027 prospect who was one of several CA standouts who drew […]
Postseason Brings Victory in Three Sports at Cheshire Academy

Girls’ Lacrosse scores first-ever WNEGL championship, while softball wins back-to-back titles, and three track athletes medal Cheshire Academy athletes celebrated across the state last weekend as Varsity Girls’ Lacrosse clinched their first-ever WNEGL title, three track athletes won medals at the New England Preparatory School Athletic Council (NEPSAC) Division II Championships, and Varsity Softball won its […]