Reunion Weekend 2021

This fall, we will host the classes ending in 0s, 1s, 5s, and 6s for our first ever double reunion on October 22-23, 2021! Just as in years past, all alumni classes are also invited back to celebrate and reminisce during this very special, in-person Homecoming and Reunion Weekend.

Enjoy traditions such as Class Dinners, the Athletic Hall of Fame, the Homecoming Football Game, and other sporting events. The weekend will also include the Alumni Memorial Service. Stay tuned for the full weekend schedule, additional accommodation information, and more in the coming months.

We miss our alumni and look forward to reconnecting in person once again!


A hotel block for Reunion Weekend is available for all alumni and guests at the Hilton Garden Inn in Danbury, Connecticut. Be sure to mention that you are booking with the Trinity-Pawling School Reunion Weekend group when making your reservation.

Virtual Reunion 2020: Recap

Past Reunion Weekend Photo Albums

All details for Homecoming and Reunion Weekend 2021 are subject to change if forced by the response to COVID-19.