New England Baseball Journal highlights Cheshire Academy’s 17 college commitments 

New England Baseball Journal highlights Cheshire Academy’s 17 college commitments New England Baseball Journal highlighted Cheshire Academy’s “quite remarkable” year, noting 17 of 24 Cats have already committed to playing in college. “The number of commitments might be surprising to some, but it speaks volumes about the hard work and commitment our student athletes put […]

2024 Cheshire Academy Town Scholar Announced 

2024 Cheshire Academy Town Scholar Announced Hope Ostrowsky surprised by CA “party bus” with four-year scholarship Cheshire resident Hope Ostrowsky thought she was going out with her parents for an early dinner on March 7. But when she walked outside, she found herself the center of a celebration in her driveway – complete with a […]

Cheshire Academy Fencers are State Champs with Undefeated Records

Cheshire Academy Fencers are State Champs with Undefeated Records The Cheshire Academy Cats have seen their share of talent in varsity coed fencing. This year, the women’s foil team not only won the Connecticut State Championship on Saturday, March 9, but two standouts swept competitions and took home numerous accolades throughout the season – including […]

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 ’18 What does Black History Month mean to […]

Head of School Julie Anderson Announces Departure

Head of School Julie Anderson Announces Departure Feb 13, 2024 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 […]

Cheshire Academy fosters a Beloved Community for MLK Weekend

Cheshire Academy fosters a Beloved Community for MLK Weekend January 18, 2024 “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 […]

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 […]