Reunion Weekend 2025 takes place on October 3-4, 2025, honoring class years ending in 5s and 0s — it’s almost here! This special occasion brings together alumni from across the decades to reconnect, reminisce, and celebrate the enduring bonds of the Trinity-Pawling community.
Homecoming and Reunion Weekend is one of our most cherished traditions, providing an opportunity for alumni to revisit campus, reconnect with classmates, and witness the growth of the School firsthand. Whether it’s strolling through the historic campus, cheering on our athletic teams, or attending special class gatherings, there’s something for every Pride member to enjoy.
This weekend is not just about looking back; it’s about celebrating the present and inspiring the future. Alumni will have the chance to meet current students and faculty, hear updates on exciting school initiatives, and share stories that highlight the lasting impact of their Trinity-Pawling experience.
From spirited events on campus to intimate class dinners, Reunion Weekend promises a mix of nostalgia, laughter, and meaningful connection. It’s a time to honor the legacy of your class, celebrate achievements, and strengthen the lifelong relationships that make our community so extraordinary.
We look forward to welcoming you back to campus for a Reunion to Remember! Don’t miss this opportunity to celebrate your time at Trinity-Pawling and create new memories with the Pride.
Here’s the full schedule:
Friday, October 3, 2025
School Store Hours: 8:30 – 11:30 AM and 12:30 – 6:00 PM
10:00 AM – 3:00 PM: All-Class Reunion 18-Hole Golf Outing, Salem Golf Club
3:30 – 5:00 PM: Alumni Hockey Game and Class of 1973 Zamboni Dedication, Tirrell Hockey Rink (Dependent on Rink Conditions)
3:00 – 6:30 PM: Registration and Welcome, Cluett Lobby
6:00 – 6:30 PM: The Trinity-Pawling Experience Student Panel with Head of School Bill Taylor, Gardiner Learning Commons
6:30 – 8:30 PM: All-Alumni Welcome Reception, Scully Dining Hall
7:30 – 9:00 PM: 35th Reunion Dinner for the Class of 1990, Gamage House
Saturday, October 4, 2025
School Store Hours: 9:00 AM – 3:30 PM
9:00 AM – 3:30 PM: Registration and Welcome, Cluett Lobby
9:30 – 10:45 AM: Honor Guard Reception 1942-1975 and Distinguished Alumni Awards – Moderated by Head of School Bill Taylor, Gardiner Theater
11:00 AM – 12:00 PM: Alumni Memorial Service, All Saints’ Chapel, including a tribute to Ted Kneeland
12:00 – 1:00 PM: BBQ Lunch, Scully Dining Hall
1:15 – 2:45 PM: Athletic Hall of Fame and Arts Hall of Fame Induction Ceremony, Gardiner Theater
3:00 – 6:00 PM: Homecoming Football Game, David N. Coratti Field
*Please be aware: According to the NEPSAC Code of Ethics and Conduct, the use of alcohol and illegal drugs should not be associated with any athletic event on campus.
6:00 – 7:30 PM: All-Alumni Farewell Reception with Refreshments & Hors d’oeuvres, Smith Field House Terrace
7:00 – 9:00 PM: 55th Reunion Dinner for the Class of 1970, Barone Dining Room
7:00 – 9:00 PM: 50th Reunion Dinner for the Class of 1975, Gamage House
If you haven’t done so yet, RSVP today and join us for this special weekend of tradition, camaraderie, and celebration!