100% of Cheshire Academy Full-Time Faculty Earn QPR Certification
All full-time, student-facing employees are certified in “Question, Persuade, and Refer” (QPR) suicide prevention protocol to recognize and intervene in crises Cheshire Academy recently marked a significant milestone in emergency education: the school’s Wellness Center has trained all full-time, student-facing faculty in QPR (Question, Persuade, and Refer) protocol for suicide prevention. QPR training equips […]
Cheshire Academy’s Dr. Alex Conaway Published in TEACH Magazine
The lessons of athletics reach far beyond the scoreboard. Dr. Alex Conaway, associate dean of students for school culture and belonging, explains in TEACH Magazine how involvement in athletics provides built-in opportunities to bolster students’ sense of self, resilience, confidence, and leadership skills. “How Athletics Can Be One of the Most Powerful Classrooms” also shows […]
Cheshire Academy’s Roxbury Center Named to Top 15 NAIS Global Innovations
The National Association of Independent Schools report includes programs in Luxembourg, the U.A.E., Canada, Mexico, and the U.K. Cheshire Academy’s forward-thinking Roxbury Center for Learning & Leadership is one of the top 15 international success stories in the National Association of Independent Schools (NAIS) “2026-27 NAIS Education Innovations Around the World.” Roxbury joins eight programs from across the United States, one of only […]
Cheshire Academy Head Talks Personalized Learning, AI on National Podcast
Woelper weighs in on “How Adaptive Learning Changes Teaching Without Replacing It” Cheshire Academy Head of School Tom Woelper discussed how students can develop independent thinking skills with the help of AI, while still maintaining the crucial connection, guidance, and encouragement from teachers on the national podcast “The Brighter Side of Education.” Woelper discussed the evolving role of teaching in an AI world with Dr. Lisa […]
Cheshire Academy Associate Dean Shares Power of Athletics in Southington Magazine
Dr. Alex Conaway discusses how team sports provide an authentic building ground for resilience, perspective, other key life skills Dr. Alex Conaway, Cheshire Academy’s associate dean of students for school culture and belonging, explained how athletics build stronger students, healthier communities, and brighter futures in “More Than A Game,” a guest essay in the Autumn 2026 issue of Southington Magazine. “Sports has a unique […]
Cheshire Academy Leader Selected to Toddle’s 100 Innovative Educators
Woelper among 100 independent school educators recognized for advancing innovation in the curriculum, AI, and school leadership Cheshire Academy Head of School Tom Woelper is one of The 100 Independent School Innovators 2026, a select group of school leaders whose work is making learning more meaningful, more equitable, and more future-facing. Recognized by Toddle, a leading AI-powered platform for teaching and learning, Woelper was invited to join those chosen at The Summit, a December gathering for peer exchange […]
Cheshire Academy Announces New Parent Education and College Finance Series
New workshops, Zooms, and school resources give parents the tools they need and strengthen school-home connections Cheshire Academy is excited to announce two new series of workshops on parenting issues and financial literacy, providing parents and families with up-to-date information to make smart, informed decisions for their students. “A strong partnership between home and school is key to […]
Cheshire Academy Marketing Director Featured on FOX61, Yahoo! News
Sarah LeBlond says critical issues discussed at Connecticut marketing event inform Cheshire Academy intern program, support Strategic Plan Cheshire Academy Director of Marketing & Communication Sarah LeBlond shared with FOX61 News in the Sept. 22 “Live at 5” television broadcast the lessons she planned to share at an event for state marketing leaders. Furthermore, she noted the […]
Independent School Magazine Features Cheshire Academy Head Tom Woelper
Woelper discusses his path to Cheshire Academy and what inspires him in the Fall 2026 issue of Independent School Magazine Recently, Cheshire Academy Head of School Tom Woelper appeared on the National Association of Independent Schools (NAIS) podcast Member Voices to trace his career, how the school is addressing the widespread challenges of financial stability and AI in the space, and the enduring need for empathy and […]
Cheshire Academy Convocation: New Students, New Mascot Name, New Year
New traditions, speeches, songs, and a name for the Cheshire Academy Cat mark annual ceremony on Simosa Field Cheshire Academy opened its 2026-27 academic year on Monday, September 7, with a lively Convocation, featuring songs and speeches from students, and the unveiling of the school mascot’s forever name. A large crowd of family, friends, and alumni attended the event under picture-perfect skies. The 233-year-old school, […]
