Father-Daughter Duo Makes History at Cheshire Academy

Father-Daughter Duo Makes History at Cheshire Academy Basketball star De’Naya Rippey repeats dad’s record of 1,000 points. Senior De’Naya Rippey hit a significant milestone during her final season as a Cheshire Academy Cats varsity girls’ basketball player, achieving 1,000 points in her high school career. And this honor holds extra special meaning for her. Rippey […]

CA Alumnus Coby Tippett Joins New England Patriots Coaching Staff

CA Alumnus Coby Tippett Joins New England Patriots Coaching Staff Feb 28, 2024 Coby Tippett, a member of Cheshire Academy’s Class of 2017, recently achieved a new milestone in his career in athletics by being named special teams coaching assistant/quality control with the New England Patriots. At Cheshire Academy, Tippett helped lead the varsity football […]

Seven Cheshire Academy Student-Athletes Commit to Collegiate Athletics

Seven Cheshire Academy Student-Athletes Commit to Collegiate Athletics Student-athletes sign on to play softball, baseball, and football – bringing CA to 26 college sports commitments in the senior class.   On Wednesday, Feb. 7, seven Cheshire Academy students signed letters of intent to play collegiate-level athletics from Division I-III around the country. The student-athletes come […]

What Black History Month Means to Our Community​

What Black History Month Means to Our Community Feb 1, 2024 We got to chat with several of our amazing Cheshire Academy alumni during Black History Month, and we’re excited to share their thoughts with the rest of the community. Read below to learn more. Tiara McKnight ’12 What does Black History Month mean to […]

Head of School Julie Anderson Announces Departure

Head of School Julie Anderson Announces Departure Head of School Julie Anderson announced on Thursday, Feb. 8, that she will step down at the end of the 2024-2025 academic year, concluding a more than two-decade career of service at Cheshire Academy. “Serving as head of school these past seven years has been the most profound […]

Cheshire Academy fosters a Beloved Community for MLK Weekend

Cheshire Academy fosters a Beloved Community for MLK Weekend “It starts with me.”  For 230 years, Cheshire Academy has celebrated the uniqueness of each individual student in an internationally minded community, encouraging curiosity and appreciation for other cultures, traditions, backgrounds, and experiences. So, for the school’s Diversity, Equity, and Justice Community Weekend and 34th annual […]

Welcome Joe Long, Chief Advancement Office

Welcome Joe Long Jan 17, 2024 Cheshire Academy is happy to welcome Henry “Joe” Long Jr. as its new chief advancement officer. Long will oversee all development operations, including major gifts, planned giving, annual giving, alumni and parent relations, advancement services, and constituent records. With more than 25 years of experience in alumni and family […]

Kempton, Sacchetti Join Board of Trustees

Kempton, Sacchetti Join Board of Trustees Two experienced members of the Cheshire Academy community have joined the Board of Trustees, bringing with them a wealth of knowledge from their fields that will no doubt benefit the school for years to come. At its May meeting, the Board of Trustees elected Dr. James Kempton P’20. An […]

Drew Gamere Bowl Champs

Drew Gamere Bowl Champs Varsity football ends the season with 35-28 victory over Avon Old Farms. With 36 seconds remaining in the fourth quarter, quarterback Dante Reno ’24 took the snap, stepped back, and looked down the field to the left. There, he saw tight end Luke Reynolds ’24 running to the end zone. Reno […]

Convocation 2023

The theme of belonging was apparent during Cheshire Academy’s Convocation ceremony ringing in the 230th academic year, with students and faculty recounting how they have become members of the longtime educational institution’s community. An annual tradition, Convocation began with students gathering on Slaughter Field during the morning hours of Friday, Sept. 8. A procession followed, […]