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 […]
Cheshire Academy to Welcome Award-Winning Author Jason Reynolds for All School Read
MacArthur Fellow to visit campus Sept. 29 to discuss his acclaimed Long Way Down Jason Reynolds, who has won the Newbery Medal, NAACP Image Award, and 2024 MacArthur “Genius” Fellowship, is the keynote speaker for Cheshire Academy’s annual All School Read program on Tuesday, Sept. 29. As required summer reading for all Cheshire Academy students, the entire community will read his acclaimed book Long Way Down as a stepping-off point for a series […]
Honduras Trip is Unforgettable Experience for One Cheshire Academy Junior
Madelyn Ventola ’27 hopes to return to the orphanage where she volunteered Madelyn “Maddy” Ventola ’27 has a spring recess she’ll never forget. While she and her family have traveled to the Bahamas, St. Kitts, and St. Lucia on previous school breaks, this year she and her mom flew to El Progreso, Honduras, where they spent […]
Lindsay Shaw ’01 Tumbles into a Life of Sports and Scholarship
There are moments in the lives of many high school students when a mentor offers something that ends up changing the course of their young life. Such was the case for Lindsay Shaw ’01 when Head of School Dr. Jerry Larson gave her a book on sport psychology. Lindsay isn’t sure, but she thinks it […]
Cheshire Academy to Launch Apogee Fencing Program
Elite program pairs world-class coaching with rigorous IB academics at historic Connecticut boarding school CHESHIRE, Conn. — Jan. 14, 2026 — Cheshire Academy today announced the launch of Apogee Fencing at Cheshire Academy, an elite competitive program offering promising international fencers the opportunity to compete at the highest levels of the sport while earning their […]
‘Behind the Seams’ – How a Private School Costume Shop is Preparing Students for Life
Cheshire Academy teachers are lifelong learners and experts in their fields. We asked them to share their thoughts and scholarship on vital issues in education. Sara Kelleher is an instructor in the Roxbury Academic Support Program at Cheshire Academy. A teacher for a decade, she holds an M.Ed. from Johns Hopkins University School of […]
Cheshire Academy Gets an A+ in 2026 Niche Rankings
The Academy receives high marks for diversity, activities, college prep in national survey Cheshire Academy received an overall grade of A+ in the 2026 Niche ratings of high schools across the nation, ranking #159 in the Best Boarding High Schools in America category. The independent boarding and day school also ranked in the top 5 […]
Building a Reading List That’s Both Rigorous and Relevant
Cheshire Academy teachers are lifelong learners and experts in their fields. We asked them to share their thoughts and scholarship on vital issues in education. English Department Chair Jaimeson Lynch teaches IB® English Literature at Cheshire Academy, where she received the 2024 D. Robert Gardiner Excellence in Teaching Award. She is also an IB English A […]
Why Should I Attend Private School?
Choosing between private and public high school can be nerve wracking. Here are a few things that set independent schools apart. If you’re deciding whether to send your child to public or private high school–or if you yourself are looking, you may be asking yourself: What makes private school worth the investment? What benefits are […]
