Cheshire’s Reynolds ’24 Shines for Penn State Football
Freshman Tight End Plays in College Semifinals, Makes Key Surprise Play Cheshire Academy football standout Luke Reynolds ’24 is already making a name for himself as a first-year tight end for the Penn State Nittany Lions, even catching a pass in this month’s semifinal nailbiter against Notre Dame. Dubbed “a centerpiece of Penn State’s […]
GRADUATING CLASS: Three retiring teachers reflect on their time and legacy at Cheshire Academy
The 102nd episode of “The Twilight Zone.” “The Changing of the Guard,” focuses on Professor Ellis Fowler, a gentle teacher facing retirement after 51 years at a boys’ prep school in Vermont. Thumbing through the pages of old yearbooks, he’s convinced his lessons have been disregarded, that he has given his students “nothing, nothing at […]
Assistant Dean of Students Alex Conaway Wins National Grant for Doctoral Study Abroad
Funds will support research in Europe in May 2025 Cheshire Academy Assistant Dean of Students Alex Conaway, who is completing advanced study in Global Sports Leadership, won a $1,000 Healthy Living Grant from the National Society of Leadership and Success (NSLS) to support students’ holistic well-being. One of just 10 winners of the national grant, Conaway […]
10 Things to Know About Cheshire Academy’s New Head of School Tom Woelper
On January 1, longtime educator Tom Woelper will take the reins as Cheshire Academy’s next head of school. You may know that he was the founding head at New England Innovation Academy in Massachusetts, that he’s worked at Groton, Taft, and Hotchkiss or that he was head of school at the American Pacific International School in […]
TEAM PLAYER: Riley Norwood ’20
A Commencement honor fuels a life of character and commitment to others Each year at Commencement, Cheshire Academy bestows the Jennifer Hawke-Petit Recognition Award on a deserving senior who emulates the late nurse’s wisdom, expertise, caring, and kindness. The 2020 recipient, Riley Norwood ’20, was no exception. “Riley accepted that award and made it her […]
Cheshire Academy Announces Global Citizenship Diploma Distinction, Honors Designations
Major academic overhaul provides more unique pathways to college, opportunities to achieve Cheshire Academy today announced an exciting new Global Citizenship Diploma Distinction, a leadership pathway recognizing top-caliber work, as well as other curricular enhancements to make already cutting-edge course offerings even more dynamic, relevant, and forward-thinking. The changes will provide rigorous, personalized learning opportunities, […]
Scary Good: Kyle Alex Brett ’05
A thrilling ride from a corporate lawyer to a creative executive for the team behind the hit chiller “Speak No Evil” Kyle Alex Brett ’05 instantly related to director Jordan Peele’s Oscar-winning film “Get Out.” First, the film reminded him of a short story he wrote in college. Second, he was a corporate lawyer for […]
Record Number of Prospective Families Welcomed at Open Houses
Third visit day planned to highlight signature academics, support, and more More than 250 people attended two Fall Open Houses at Cheshire Academy in October and November, respectively – getting an insider’s view of the unique blend of challenging courses, varied athletics and activities, and peerless college counseling and support this close-knit community offers. Interest was […]
A Studio of One’s Own: Cheshire’s Art & Music Majors Prepare Future Artists
The Art and Music Majors offer promising artists space to experiment, learn, and prepare for a creative life A pristine gallery to display paintings, sculptures, and imaginative installations. Ample opportunities to play and sing for a live audience. Dedicated studio and practice space. These are just a few of the benefits Cheshire Academy’s Art and […]
Unlocking Potential: 25 Years of Roxbury Academic Support
Becca Yimlamai ’25 has a lot on her plate. Part of both the Asian Student Union and the Jewish Student Union, she is a member of Eco Leaders and a student leader of The Coleman Group, a campus mentorship club that aims to empower young women. She was elected as treasurer of the National Honor […]
