Join the celebration! Come back to campus, reminisce with friends and faculty, and see what’s new at your alma mater. We can’t wait to see you!
HOMECOMING AND REUNION WEEKEND HIGHLIGHTS
Friday, October 3, 2025
All-Class Reunion 18-Hole Golf Outing
The Trinity-Pawling Experience Student Panel Presentation with Head of School Bill Taylor
All-Alumni Welcome Reception
25th Reunion Dinner for the Class of 2000
Saturday, October 4, 2025
Honor Guard Reception for Classes of 1942-1975
Distinguished Alumni Awards Honoring:
- Tom Hess ’70
- Sam Hemingway ’70
Alumni Memorial Service with the Trinitones
Athletic Hall of Fame and Arts Hall of Fame Induction
Homecoming Football Game
All-Alumni Farewell Reception
50th Reunion Dinner for the Class of 1975
CELEBRATING CLASS YEARS ENDING IN 0s AND 5s!
While all alumni are invited back for Homecoming and Reunion Weekend, these classes are celebrating milestone reunions:
MILESTONE REUNIONS IN 2025:
2020 – 5th reunion
2015 – 10th reunion
2010 – 15th reunion
2005 – 20th reunion
2000 – 25th reunion
1995 – 30th reunion
1990 – 35th reunion
1985 – 40th reunion
1980 – 45th reunion
1975 – 50th reunion
1970 – 55th reunion
1965 – 60th reunion
1960 – 65th reunion