Tag: Independent School

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 […]

College Fair Draws 135+ International Colleges & Post-Grad Programs

Cheshire Academy Hosts One of Largest College Fairs in Connecticut Cheshire Academy students had an exclusive chance to engage with representatives from 135 colleges and universities at the 23rd annual College Fair on Wednesday, April 15. In addition, representatives from ROTC, summer programs, and the Connecticut Higher Education Supplemental Loan Authority (CHESLA) were on hand to help students and […]

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 Appoints Melissa Terrio as Inaugural Dean of Enrollment Management 

Historic New England Boarding School Marks Strategic Milestone with Senior Leadership Appointment Cheshire Academy is proud to announce the appointment of Melissa T. Terrio, M.Ed., as its inaugural dean of enrollment management, effective May 1, 2026. This newly created senior leadership position represents a defining moment in the school’s evolution.  Founded in 1794, Cheshire Academy […]

Cheshire Academy Launches Next Chapter of Roxbury Program

Combining 25 Years of Legacy with Cutting-Edge Brain Science-Backed Pathways CHESHIRE, Conn. — Jan. 5, 2026 — Cheshire Academy today announced the next evolution of one of its most distinctive academic pillars: the newly rebranded Roxbury Center for Learning & Leadership, a comprehensive, neuroscience-driven program designed to help every student reach their fullest potential.  A signature program unique […]

NBC Features Cheshire Academy 12th Grader for Offering Free Tennis Clinic in Jamaica

Chase Harding combines athletic excellence with service, embodying Cheshire Academy’s mission of “Individual Growth. Global Purpose.”  When Chase Harding returned to his hometown of Kingston, Jamaica this summer, he didn’t just visit — he created opportunity. The Cheshire Academy 12th grader brought donated rackets and equipment to the neighborhood of Payne Land, where he hosted […]

Cheshire Academy Academic Dean Shares Grading Insights on National Podcast

Rewarding collaboration, character, and mastery is key at Cheshire Academy  In a November episode of the podcast “The Brighter Side of Education,” Cheshire Academy Dean of Academics Marc Aronson imagined a school where grades reward collaboration, character, and genuine mastery—not just memorization and speed. He shared with teachers across the country how Cheshire Academy rethought assessment through Grading What Matters, a framework […]

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 […]

‘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 […]