Country School alumni live out the mission of the school in fields as diverse as the arts, business, sports and nonprofits. What they all share is a deep connection to this place that shaped them. Our alumni were seen and known here. They emerged from childhood having internalized the core values of community, courage, curiosity and kindness.
We love how connected our Alumni are to our school community, and to each other. Do you have an update, change of address or news to share? Please contact Director of Alumni Affairs and Advancement Events Lexi Cimmino.
Lisa Pike Sheehy ’83
“When I look back I’m really struck by how much the school felt like a community. The teachers, kids and parents were supportive of us and each other.”
Each May, we welcome our alumni back to campus on the weekend of Frogtown Fair. The celebration includes the Alumni Award & Luncheon and the Alumni Art Show and Reunion Dinners for milestone classes. Save the date for May 15–16, 2026!
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Embodying Our Mission
Alumni Award Winners
Each year we honor a member of the alumni community who best embodies our mission statement. They have included Olympic Gold medal winners, environmental activists, technology pioneers, military veterans, human rights advocates, physicians, filmmakers, attorneys and even Country School educators! The Alumni Council reviews all nominations during the council’s fall meeting. The award recipient is determined by majority vote. Read More
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100 Faces of Country School
Created in 2016 to commemorate our school’s centennial, 100 Faces of New Canaan Country School captures the diverse paths, passions, and accomplishments of 100 graduates, whose stories reflect the enduring mission of Country School and the remarkable impact of our alumni community.
New Canaan Country School admits students of any race, color, national and ethnic origin and are afforded all the rights, privileges, programs, and activities generally accorded or made available to students at the school and does not discriminate on the basis of race, color, age, sex, sexual orientation, national origin or ancestry, or disability in administration of its educational policies, admissions policies, financial aid policies or any other school-administered programs.