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 […]
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 […]
Never Give Up, Never Grow Up: Alum’s Journey from Cheshire Cat to Furby
Richard C. Levy ’64 Many students come to Cheshire because of its academic reputation, top-notch college counseling, or chance to catch the eye of NCAA Division I university coaches.  For Richard C. Levy ’64, it was all about the jacket. While touring Cheshire Academy, he took one look at the school’s navy wool classic emblazoned […]
Caring Alum Makes a Difference at Ann Hewan Foundation
Exposure to international issues at Cheshire opened a whole new world for one caring alum Others might look at the forlorn field behind Goodwill School in Montego Bay, Jamaica, and see uneven ground, rubble, and the odd tree stump. Jaida Williams ’19 sees opportunity. By creating a soccer field behind the school Williams’ parents attended, […]
AJ Soldra ’23 drafted by the L.A. DodgersÂ
Soldra is the first Cheshire Academy alum to be drafted to Major League Baseball. AJ Soldra ’23, a former post-graduate outfielder at Cheshire Academy, was chosen by the Los Angeles Dodgers in the 16th round of the 2025 Major League Baseball draft. Cats Head Baseball Coach Anthony Giano P’19,’20,’23 certainly isn’t surprised. “He had tremendous […]
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 […]
Class of ’63 Alum’s Love for Lacrosse Never FlaggedÂ
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 […]
IB Students Applaud Actor John Jiang ’17 in NYC PlayÂ
Students attended Mandarin play, toured Museum of Chinese in America Students in IB Theatre and IB Chinese Literature traveled to New York City in April to see former Cheshire Academy School President John Jiang ’17 perform in the world premiere of a Mandarin-language off-Broadway play and enjoy a guided tour of the Museum of Chinese […]
Cheshire Academy Announces 2025 Hall of Fame InducteesÂ
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 FootballÂ
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 […]
