Canterbury School
New Milford, CT
Canterbury Old Guard Reunion 2026
Come back to the place you once called home, relive cherished memories (and make some new ones!), and renew the unique bonds formed in your youth that continue today.
A weekend of events and activities is planned to help you celebrate, including private dinner reception, a student panel, a campus tour, and more! In honor of your milestone the Old Guard is invited to attend the weekend as our complimentary guests—all registration fees are waived for you and your guest.
Date and time
Saturday, September 19th, 2026 –
Sunday, September 20th, 2026
Organizer
About
Saturday | Celebrate, Reflect & Reconnect
Ease into the day with a return to campus—revisiting familiar spaces, discovering what’s new, and enjoying meaningful moments with classmates.
9:30 AM
Registration – Welcome back and reconnect as the day begins
10:15 - 11:30 AM
Campus Tours & Classroom Visits – Step back into the classrooms and walk the paths that shaped your Canterbury experience
11:45 AM
Introduction to the Carillon Society
A special 30-minute session with Pete Cotier ’86 P ‘19, ‘20 offering insight into legacy giving and the enduring impact of supporting Canterbury’s future
12:30 PM
Lunch & Archival Exhibit – Gather as a class and enjoy a curated look back at your time on campus
Afternoon
Alumni Games & Sideline Celebration – Cheer on Canterbury athletics with fellow alumni in a spirited show of community
Followed by Time to Relax, Explore, or Prepare for the Evening
Saturday Evening | A Signature Celebration
Cocktails with Caroline Blatti | O’Connor House
Spend the evening with Canterbury’s Head of School in a welcoming, intimate setting—an opportunity for conversation, connection, and reflection.
1976 & Old Guard Private Dinner | Academic Hub
An elegant evening to honor your milestone reunion—celebrating lifelong friendships, shared memories, and the legacy of your class.
Sunday Breakfast | River and Rail Cafe
Swing by for a quick bite and coffee on your way out of town—one last chance to say goodbye and carry the spirit of the weekend with you.
Attend Sunday Mass on Campus at 11:30am
Chapel of Our Lady