Remembering Cheshire Academy Trustee Emeritus David Jepson ’59
Beloved alum, former trustee, passed away Oct. 8, 2025 It is with heavy hearts that we share the passing of former trustee and true son of Cheshire Academy, David Jepson ’59. David was a graduate of Cheshire in 1959 receiving the Costin Cup, the award for the student who most improved while at the school. […]
Dean of Academics Discusses ‘Grading What Matters’ on Education Podcast
Marc Aronson enters timely discussion of how grading measures learning, motivates students Cheshire Academy’s Dean of Academics Marc Aronson appeared on “The Grading Podcast,” a national podcast reimagining grading as a tool for student success. “The liberation that can be gained from throwing away the percentage-based scale as a mindset I think is something that […]
Cheshire Academy 12th-Grader Makes Career Discoveries at Yale Summer Research Program
A Venture Grant Adventure More than 200 high school students from across the country applied for the prestigious Discovery to Cure Internship in women’s reproductive cancers at Yale University this summer. Nia Jackson ’26 was one of just 19 who earned a coveted spot in the program, getting a taste of life as a lab […]
Cheshire Academy Presents Diplomas to 97 Class of 2025 Graduates
Deserving students, faculty hero honored at historic Academy’s 231st Commencement – plus, three sets of twins graduate in the Class of 2025! Cheshire Academy held its 231st annual commencement exercises May 31 in a festive celebration of individual journeys and the promise the future holds for its new graduates. Despite cool breezes and intermittent rain, […]
Cheshire Academy Teacher Advances to Van Cliburn Piano Finals
Cheshire Academy piano teacher Vitaly Starikov is one of six finalists in the Van Cliburn International Piano Competition, considered one of the most prestigious music competitions in the world. The competition was founded in 1962 to celebrate Cliburn’s victory at the 1958 Tchaikovsky Competition in Moscow. Twenty-eight of the world’s best young pianists traveled […]
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 […]
CA Students Take Top Honors in 2025 DNA Essay Contest
Xuchu “Sam” Ding ’27 and Yinuo “Eason” Gao ’27 place first and second For the second year in a row, Cheshire Academy students won first and second place in the regional Teaching the Genome Generation (TtGG) DNA Day Essay Contest, sponsored by The Jackson Laboratory for Genomic Medicine. Xuchu “Sam” Ding won the contest, and […]
EXPLO Elevate Publishes Expertise from Head of School Tom Woelper
Cheshire Academy’s Head of School, Tom Woelper, shared his insights on the future of education in “Lessons from the Startup Frontier: Transforming Traditional Education,” an essay published by EXPLO Elevate, a national organization that partners with schools on strategic planning, governance, and leadership. Woelper’s expansive essay touches on the history of American independent schools and what’s […]
