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Resources and updates for the 2024-2025 school year are available here

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Cheshire Academy Presents Diplomas to 87 Graduates

Class of 2024 commencement recessional

Find The Good founder Jack Tarca ’18 reminds grads to “embrace the challenge and enjoy the journey” Cheshire Academy held its 230th annual Commencement exercises June 1 in a festive ceremony that celebrated community, connection, and interaction. The nation’s 11th oldest boarding school, Cheshire Academy awarded 87 degrees and several awards under picture-perfect blue skies on […]

Former CA Postgraduate Signs with Carolina Panthers

Former CA Postgraduate Signs with Carolina Panthers All-American Jaden Shirden broke program records with Monmouth University Hawks Running back Jaden Shirden, who came to Cheshire Academy for a post-graduate year in 2020, recently signed with the Carolina Panthers in the National Football League (NFL).  Shirden, who went on to play for Monmouth University, totaled 3,697 […]

CA Track Star Alexis Holmes ’18 is Olympics Bound

CA Track Star Alexis Holmes ’18 is Olympics Bound Record-setting sprinter qualifies for the women’s 4×400 in Paris this summer Professional sprinter Alexis Holmes ’18, Cheshire Academy’s first Division I female track athlete, qualified on May 4 for the Paris 2024 Olympics after anchoring the U.S. women’s 4×400-meter qualifying team.  “Your CA fam is beyond […]

Find The Good Founder, Alum is 230th Commencement Speaker

Find The Good Founder, Alum is 230th Commencement Speaker Jack Tarca ’18 started his business–now a BetterHelp official partner–while a student at UConn in 2020 Jack Tarca, founder of Find The Good Brand, will be the keynote speaker for Cheshire Academy’s 230th commencement ceremony on Saturday, June 1. Tarca is a 2018 graduate of Cheshire […]

Father-Daughter Duo Makes History at Cheshire Academy

Father-Daughter Duo Makes History at Cheshire Academy Basketball star De’Naya Rippey repeats dad’s record of 1,000 points. Senior De’Naya Rippey hit a significant milestone during her final season as a Cheshire Academy Cats varsity girls’ basketball player, achieving 1,000 points in her high school career. And this honor holds extra special meaning for her. Rippey […]

CA Alumnus Coby Tippett Joins New England Patriots Coaching Staff

Coby Tippett Cheshire Academy

CA Alumnus Coby Tippett Joins New England Patriots Coaching Staff Feb 28, 2024 Coby Tippett, a member of Cheshire Academy’s Class of 2017, recently achieved a new milestone in his career in athletics by being named special teams coaching assistant/quality control with the New England Patriots. At Cheshire Academy, Tippett helped lead the varsity football […]

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