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Inaugural Health & Wellness Weekend Helps Students Energize and Relax 

Chill Out! Cheshire Academy takes time for student wellness on new Community Weekend  The entire Cheshire Academy family learned ways to promote self-care and build community during Health and Wellness Weekend. One of five Community Weekends planned throughout the academic year, the three days of programming offered students, faculty, and staff time to unplug and […]

Students Prep for the Future at College Workshop Day 

Practice tests, mock interviews help boost confidence and skills  Cheshire Academy held its annual College Workshop Day on Wednesday, Oct. 9, as sophomores took practice PSATs, juniors sat for the actual PSAT, and faculty worked one on one with seniors and postgraduate students to complete their college applications and polish exceptional essays and interview skills.  […]

O’Connell Invitational Draws Hundreds of Runners  

12 NEPSAC schools took part in the 20th annual event   More than 275 runners hit the trail Sept. 28 for the 20th annual O’Connell Invitational, Cheshire Academy’s signature cross country event.  Founded in 2003 by Greg O’Connell ’66, the race brought 11 other NEPSAC schools to campus, which was festively decorated and groomed to meet […]

CA Athletic Trainer Shares Health Advice on Podcast

Smith encourages athletes to eat wisely, stay hydrated and try to have fun! Danielle Smith, one of two full-time athletic trainers (ATs) at Cheshire Academy, knows a thing or two about concussions. She wrote her senior thesis in the honors program at SUNY Cortland on “neurocognitive effects of concussions on youth athletes” and she works […]

Convocation Officially Opens 231st School Year

Speeches, solos, and celebration mark annual ceremony on Simosa Field  Cheshire Academy on Sunday opened its 2024-25 academic year with its Convocation, featuring songs and speeches from students, a Top 10 list from Head of School Julie Anderson, and wise words from three teachers marking their final year at CA after many years of service.  The 231-year-old […]

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 celebrated the conclusion of its 230th year at the annual Commencement exercises June 1 in a festive ceremony. The event celebrated community, connection, and potential. The nation’s 11th oldest boarding school, Cheshire Academy awarded 87 degrees […]

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Winter Campus Cheshire Academy
CHESHIRE ACADEMY

OPEN HOUSE

January 20, 2025