‘They Believed in Me Before I Did:’ Cheshire Academy’s Class of 2026 Marks a Milestone Commencement
An alum returns as keynote speaker, a new tradition takes root, and 111 graduates carry CA’s lessons forward Cheshire Academy held its historic 232nd annual Commencement Exercises June 6 in a festive celebration of chances taken and given and the school’s faith in each student’s burgeoning potential. Under sunny skies and a warm wind, the […]
UVA Associate Professor, Alum is 232nd Commencement Speaker
Christi Lockwood ’04 Will Address Building a Life of Chances Taken Christi Lockwood ’04, Ph.D., associate professor of management at University of Virginia, will be the keynote speaker for the 232nd Cheshire Academy Commencement Exercises on Saturday, June 6. The 9 a.m. ceremony will take place on Kevin Slaughter Memorial Field, with 111 seniors and postgraduates expected to receive their diplomas. “Cheshire’s willingness to give me a chance as a […]
From Cheshire to Forever: A Love Story
A Twin’s Hunch Leads Two Cheshire Academy Alums to a Campus Proposal Salena Khan ’20 didn’t think twice when English teacher Nicole Beaudwin P’26 asked if she could come to campus for a “Where are They Now?” interview for the Cheshire Academy yearbook. After all, she had worked on The Rolling Stone when she was a student, and she looked forward to spending some […]
Best-selling Author Mark Kurlansky ’66 Visits Classes, Gives Public Book Talk
Award winner toured campus, met with students hoping to follow in his footsteps Mark Kurlansky ’66, an award-winning author of more than 40 books, stopped by Cheshire Academy February 19, visiting several classes and signing books before an evening author talk at Barnes & Noble Cheshire. Kurlansky met with aspiring writers in the Writing Center and addressed classes in both history […]
Remembering Cheshire Academy Alum James Van Der Beek ’95
Class of 1995, Cheshire Town Scholar, 1977-2026 It is with profound sadness that Cheshire Academy mourns the passing of James Van Der Beek ’95, who died on February 11, 2026, following a courageous battle with colorectal cancer. He was 48 years old. James embodied everything the Cheshire Town Scholar award represents: scholarship, citizenship, ambition, and […]
Cheshire Academy Alum Molly Golden to Headed to Super Bowl LX
Sophomore is youngest Ithaca College student ever to cover the Big Game from the official Super Bowl Media Center and Radio Row Molly Golden ’24 is headed to California to report on Super Bowl LX for Ithaca College, where she is a sophomore. Golden, who started the popular “Molly’s Minute” Instagram series while at Cheshire Academy, is the youngest-ever student to be […]
Cheshire Academy Reignites Community Tradition with Lights of Hope Event
Community invited to experience luminaries, support local charities on December 17 CHESHIRE, CT – Cheshire Academy is bringing back a cherished community tradition this December with the return of Lights of Hope, an evening event that celebrates service, unity, and the power of giving back. A Beloved Tradition Returns Inspired by the original Lights of Hope […]
Chicago Bears VP, Cheshire Academy Alum Returns to Inspire Football Team
Pat McCaskey ’68, corporate secretary and vice president of the Chicago Bears, came back to Cheshire Academy for Homecoming Weekend 2025, enjoying dinner with the football team and offering inspiring words before their victorious match-up against Brunswick School. “He had dinner with us in Bowden Hall, which is big for the kids because they see […]
Never Give Up, Never Grow Up: Alum’s Journey from Cheshire Cat to Furby
Richard C. Levy ’64 Many students come to Cheshire because of its academic reputation, top-notch college counseling, or chance to catch the eye of NCAA Division I university coaches. For Richard C. Levy ’64, it was all about the jacket. While touring Cheshire Academy, he took one look at the school’s navy wool classic emblazoned […]
Caring Alum Makes a Difference at Ann Hewan Foundation
Exposure to international issues at Cheshire opened a whole new world for one caring alum Others might look at the forlorn field behind Goodwill School in Montego Bay, Jamaica, and see uneven ground, rubble, and the odd tree stump. Jaida Williams ’19 sees opportunity. By creating a soccer field behind the school Williams’ parents attended, […]
