Category: Athletics

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 Team 

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 Move 

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 […]

Class of ’63 Alum’s Love for Lacrosse Never Flagged 

Alumnus Spotlight: Mickey-Miles Felton ’63 Mickey-Miles Felton ’63 started playing lacrosse at Cheshire Academy in 1963 and his love for the game has led to a lifetime of involvement, including plans to volunteer at the 2025 JCC Maccabi Games® near his Tucson home this summer.  The games, which will take place from July 27 through […]

Cheshire Academy Announces 2025 Hall of Fame Inductees 

Ceremony planned for Reunion Weekend includes two new categories  Several alumni – including a Paris Olympian, the president of a leading wholesale distributor, an award-winning sportswriter and columnist, and the storied 1964 track team – will be inducted in the Cheshire Academy Hall of Fame at Reunion 2025.  “We’re thrilled to celebrate the outstanding achievements […]

Cheshire’s Reynolds ’24 Shines for Penn State Football 

Freshman Tight End Plays in College Semifinals, Makes Key Surprise Play  Cheshire Academy football standout Luke Reynolds ’24 is already making a name for himself as a first-year tight end for the Penn State Nittany Lions, even catching a pass in this month’s semifinal nailbiter against Notre Dame.   Dubbed “a centerpiece of Penn State’s […]

Assistant Dean of Students Alex Conaway Wins National Grant for Doctoral Study Abroad 

Funds will support research in Europe in May 2025  Cheshire Academy Assistant Dean of Students Alex Conaway, who is completing advanced study in Global Sports Leadership, won a $1,000 Healthy Living Grant from the National Society of Leadership and Success (NSLS) to support students’ holistic well-being. One of just 10 winners of the national grant, Conaway […]