Guiding Photography Students from Looking to Seeing

The journey of visual thinking beyond passive observation into active perception 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. Antonio Alfaiate is the photography and digital imaging educator at Cheshire Academy. His diverse teaching background includes college art […]
Statement: Hurley Hall Fire at Cheshire Academy

At approximately 4:30 a.m. on Tuesday, May 6, 2025, a fire broke out in Hurley Hall dormitory at Cheshire Academy. All students were safely evacuated and accounted for, and the fire department successfully contained the fire. There are no injuries reported among students or first responders. Emergency protocols were activated immediately. Hurley residents have been […]
Expanded Ninth-Grade Experience Wins High Marks

Programming helps students bond, prioritize wellness, and prep for success What do bowling, singing, and seminars on sleep hygiene and time management have in common? They’re all part of Ninth-Grade Experience, a year-long initiative to help our newest students bond, build community, and transition to the high school years. “We really started being intentional about […]
Cheshire Academy Announces 2025 Hall of Fame Inductees

Ceremony planned for Reunion Weekend includes two new categories Several alumni – including a Paris Olympian, the president of a leading wholesale distributor, an award-winning sportswriter and columnist, and the storied 1964 track team – will be inducted in the Cheshire Academy Hall of Fame at Reunion 2025. “We’re thrilled to celebrate the outstanding achievements […]
Cheshire Alums Detail How Roxbury Support Impacted Their Lives

Skills and Strategies Learned Offered a Leg up in College and Beyond Parents and friends this month got a look at how well Cheshire’s signature Roxbury Academic Support Program prepares students for their future during a special alumni panel discussion now available on video. The best-attended event so far in the series celebrating Roxbury’s 25th […]
Annual Spring College Fair Draws 137 Colleges & Universities

Admissions professionals answer questions, CA students formulate future plans Cheshire students from all grades – with a special focus on the 10th and 11th graders considering where to apply – had an opportunity to engage with 137 college representatives at the 22nd annual College Fair on Wednesday, April 16. The gymnasium at Arthur Sheriff Field House was bustling […]
1794 Challenge Surpasses Goals, Raising More than $200,000

More donors than ever support key Cheshire Academy Annual Fund initiatives A record 383 donors took part in the 1794 Challenge: Cheshire Gives, raising more than $203,000 to help keep Cheshire Academy one of the best independent schools in the country. The 1794-minute campaign – s-purred on by creative “Catflix” videos that parodied popular TV […]
Announcing Summer at Cheshire Academy

Online courses to provide academic edge and enrichment during two summer sessions Cheshire, Conn.––We are thrilled to announce Summer at Cheshire Academy, a program providing online education exclusively for Cheshire Academy students and families. Students can take six-week credited courses and/or three-week enrichment courses. Taught virtually over Zoom, Summer at Cheshire Academy provides the perfect […]
Elizabeth Bradfield Takes CA to Antarctica at All School Read

The acclaimed author and naturalist kicked off a day of readings, workshops, and contests Award-winning author and naturalist Elizabeth Bradfield had a timely message for the sea of teenagers that greeted her in Gideon Welles Dining Commons to kick off Cheshire Academy’s annual All School Read. “Seek curiosity,” the keynote speaker urged the group. “Protect […]
Lift Every Voice

Cheshire Academy pauses to celebrate, reflect during Diversity, Equity, Inclusion & Justice Community Weekend Chill winds did nothing to lessen the warmth of Cheshire Academy’s annual Diversity, Equity, Inclusion & Justice Community Weekend, a celebration of the values that make the international school a welcoming place for all. “It was heartwarming to see our […]