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 […]
Statement: Hurley Hall Fire at Cheshire Academy

At approximately 4:30 a.m. on Tuesday, May 6, 2025, a fire broke out in Hurley Hall dormitory at Cheshire Academy. All students were safely evacuated and accounted for, and the fire department successfully contained the fire. There are no injuries reported among students or first responders. Emergency protocols were activated immediately. Hurley residents have been […]
Expanded Ninth-Grade Experience Wins High Marks

Programming helps students bond, prioritize wellness, and prep for success What do bowling, singing, and seminars on sleep hygiene and time management have in common? They’re all part of Ninth-Grade Experience, a year-long initiative to help our newest students bond, build community, and transition to the high school years. “We really started being intentional about […]
IB Students Applaud Actor John Jiang ’17 in NYC Play

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 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 Alums Detail How Roxbury Support Impacted Their Lives

Skills and Strategies Learned Offered a Leg up in College and Beyond Parents and friends this month got a look at how well Cheshire’s signature Roxbury Academic Support Program prepares students for their future during a special alumni panel discussion now available on video. The best-attended event so far in the series celebrating Roxbury’s 25th […]
Annual Spring College Fair Draws 137 Colleges & Universities

Admissions professionals answer questions, CA students formulate future plans Cheshire students from all grades – with a special focus on the 10th and 11th graders considering where to apply – had an opportunity to engage with 137 college representatives at the 22nd annual College Fair on Wednesday, April 16. The gymnasium at Arthur Sheriff Field House was bustling […]
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 […]
New Cats on the Block

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 […]