Meet Cheshire Academy’s New Varsity Head Coaches

Brian Looney, Bradley Orban, Chris Russo, Kevin Warnock bring decades of collegiate, professional and club-level experience to Cheshire Academy’s athletics program. CHESHIRE, Conn.— Cheshire Academy has announced the appointment of four new varsity head coaches to lead the Cats for the 2026-27 year: Brian Looney, baseball; Bradley Orban, boys’ tennis; Chris Russo, girls’ soccer; and Kevin […]
Cheshire Academy’s Chase Harding Brings Tennis Clinic to Jamaica — NEPSAC Magazine

Recent grad is living CA’s mission of “Individual Growth. Global Purpose.” Tennis player Chase Harding ’26 brought donated rackets and equipment to his hometown of Kingston, Jamaica, because he wanted to host a tennis clinic for kids and foster a love for the sport that he enjoys so much at Cheshire Academy. His efforts did not […]
WTNH News 8 Spotlights Cheshire Academy Linebacker Vince Reno ’27

Star Senior Talked About College Prospects, Growing Up in a Football Family Vince Reno ’27, the youngest of a family of football standouts, talked about his prospects for college play and what it’s like to be the son of former Yale University head coach Tony Reno and brother of Yale’s current quarterback, Dante, in an interview with WTNH News 8. “I grew up with it,” […]
Football Showcases Bring 100+ College Coaches to Campus

Annual Recruiting Days highlight opportunities for student-athletes More than 100 coaches and recruiters from top-tier colleges and universities converged this spring on Simosa Field to scout our student-athletes, one of the many opportunities Cheshire Academy creates for those hoping to play in the future. The sessions also provide students a chance to discover the many […]
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 […]
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 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 […]
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 […]