2023 Reunion and Homecoming Weekend

Celebrating our alumni is at the heart of Homecoming and Reunion Weekend, one of our most cherished traditions! This event holds immense significance for the entire Trinity-Pawling community and we are eagerly looking forward to your return!

ALL ALUMNI are invited back to campus to celebrate Reunion Weekend 2023!  Here are the weekend highlights:

Friday, September 22, 2023
Honor Guard Reception
All-Class Welcome Reception in Gamage Gardens
Student Experience Panel with Head of School William Taylor
Student-led Campus Tours

Saturday, September 23, 2023
Student and Alumni Jam Session
Alumni Memorial Service, All Saints’ Chapel
Distinguished Alumni Awards & Career Panel, moderated by Head of School William Taylor
Inaugural Arts Hall of Fame Induction Ceremony
Athletics Hall of Fame Induction Ceremony
Historical retrospective honoring the Class of 1973
Homecoming Football Game vs. Hotchkiss
JV Soccer vs. Frederick Gunn
Cross Country vs. Avon and Salisbury
All-Class Farewell Reception
50th Reunion Dinner for the Class of 1973

View the full weekend schedule here. If you haven’t done so already, be sure to REGISTER TODAY!

Reminder: Book your hotel soon! Fall is a very busy time for hotels in the area, so we highly recommend booking your accommodations now.

Questions? Visit or please reach out to Thank you!