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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 […]

Join Us for Alexis Holmes Day: Friday, Nov. 8 

Cheshire Academy to celebrate Olympic champion and alum at football game vs. Suffield Academy  Please join Cheshire Academy in welcoming back 2018 alum and 2024 Olympic gold medalist Alexis Holmes on Friday, November 8. Holmes will be here at her alma mater speaking with students in a Q&A session led by fellow alum and four-time […]

Woelper named next Cheshire Academy Head of School

Nationwide search results in appointment of experienced private school leader  The Cheshire Academy Board of Trustees on Oct. 17 announced the appointment of J. Thomas “Tom” Woelper as the next head of school of Cheshire Academy upon the recommendation of the Search Committee and the unanimous approval of the Board. The announcement was made after […]

Cheshire Academy Trustee Petit wins Human Spirit Award 

Dr. Petit honored for forming foundation to address education, illness, and violence issues  Dr. William A. Petit, Jr., a member of the Cheshire Academy Board of Trustees, is one of five inaugural winners of the Denise D’Ascenzo Foundation Human Spirit Awards. Dr. Petit will be recognized Saturday, Nov. 9, at the 2024 Human Spirit Awards Dinner, which […]

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 […]

Global Perspectives: Temilade Onile ’22 Conducts Research in Tanzania  

Class of 2022 alum uses lessons learned on CA campus during life-changing college research trip  When she was a Cheshire Academy student, Temilade Onile ’22 loved meeting all the students who came to campus from around the world.  But this past summer, she was the one doing the traveling: the Boston College junior spent three […]

CA Stages Going-Away Surprise for Dining Hall Icon  

Keeon “KeKe” Shattuck receives standing ovation for more than 16 years of service with a smile  Keeon Allen Shattuck, the smiling face of Gideon Welles Dining Hall, logged her final day at Cheshire Academy on Wednesday, Sept. 18, enjoying flowers, a handmade card, and a standing ovation from hundreds of grateful students.  “I’m so honored […]

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 […]

Remembering Former Cheshire Academy Head of School Jerry Larson

JERRY LARSON

Beloved former head passed away August 27 after a battle with cancer  It is with great sadness that we share that former Cheshire Academy Head of School Dr. Jerry Larson, of Bristol, RI, has passed away after battling cancer. Larson was Head of School from 1999-2004 and returned as Interim Head for two more years from […]

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Winter Campus Cheshire Academy
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January 20, 2025