Welcome to the Pride!


You are one of a fantastic group of young men who have been accepted to Trinity-Pawling School for the 2020-2021 school year. We are excited to see you again soon!

Directed and produced by Video Production students Peter Claro ’21 and Jack Kalin ’21

Next Steps

Virtual Trinity-pawling Experience

A series of 4 interactive webinars with key members of our school community

At Trinity-Pawling, we believe learning takes place in a community. While nothing can be a substitute for experiencing Trinity-Pawling in person, we are excited to offer you this series of virtual webinars to stay connected, answer your questions, and introduce you to the School community. Headmaster Bill Taylor, our Pride Parents, alumni, and students truly enjoyed sharing their experiences and we hope you enjoy watching the webinars and learning more about the value of a Trinity-Pawling education!

Headmaster Bill Taylor answers parent questions during an interactive webinar

Q&A with Headmaster Taylor

Join Headmaster Bill Taylor and Director of Admissions JP Burlington ’95 for a Q&A session about the Trinity-Pawling experience – including our distinctive programs, outstanding faculty, the brotherhood, and a community like no other!

Trinity-Pawling young alumni speak about their experiences at the School in an interactive webinar

Q&A with Alumni

Join a group of recent Trinity-Pawling graduates to learn about the valuable education they received and how it prepared them for college and beyond.

Current and past Trinity-Pawling parents answer questions and speak about their experiences in an interactive webinar

Meet our Pride Parents

Hear from a fantastic group of current and past parents about their experiences at Trinity-Pawling — from preparing your sons for the boarding experience to the many ways Trinity-Pawling helps boys grow into men.

The 2019-2020 Prefects speak about their Trinity-Pawling experiences in an interactive webinar

Meet the Prefects

Meet our current student leaders to learn all about life on campus. They each have a special focus – school spirit, the arts, service, academics, honor, and victuals (that's food!) – they're eager to share what a day in the life at T-P is all about.

Trinity-Pawling has given me the support and leadership skills to prepare me for anything that may come along in my journey.
Richard Bolding ’20

Boys walking across campus
A group of Trinity-Pawling students in the Dann Building before class

Trinity-Pawling partners with Smart Tuition for all tuition and financial aid.
Following your enrollment in the School, you will receive instructions on accessing your Smart Tuition account.