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 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

Cheshire Academy Girls' Varsity Lacrosse Championship

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 

Mickey-Miles Felton '63

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 

Tom Woelper Head of School Cheshire Academy

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 […]

New Cats on the Block 

Accepted Students Day 2025

Students, families picture themselves in blue and white at Accepted Students Day  Dozens of prospective Cheshire Cats converged on campus on April 1 and 4, enjoying pep rallies, a faculty-student basketball game, activities fairs, mock classes, and a chance to talk to current students and parents about their experiences.   Events began with a welcome in […]

Aerial view of the town of Cheshire, CT
JOIN US FOR A

FALL OPEN HOUSE

Dec. 8

Note: October & November events are now both FULL! New date added due to high demand. Sign up now to secure your spot.