Join us in recognizing the generosity of the Trinity-Pawling community by viewing the Annual Report of Giving online.
A student who achieves a term academic average of greater than 90 and an academic effort average of 1.99 or better earns a spot on the Headmaster's List.
On Monday November 17th, the Trinity-Pawling School community gathered to honor the Varsity Athletes for the Fall season.
  • January, 2015
    • SunJan04 Vacation Ends return by: 9:00 PM
    • SatJan10 Junior Parents' College Day
    • MonJan19 Admission Open House
Athletic Results
Saturday, 12/20/2014
Hockey - Varsity
  vs. St. Paul's
Avon Christmas Classic
T   |  2-2 OT
Basketball - Varsity
  vs. Belmont Hill
W   |  69-58
Friday, 12/19/2014
Hockey - Varsity
  vs. Avon
Avon Christmas Classic
L   |  2-4   |  recap
Basketball - Varsity
  vs. Tabor Academy
Seacoast Holiday Classic
L   |  52-45   |  recap
Basketball - Varsity
  vs. Deerfield Academy
W   |  58-52
Hockey - Varsity
  vs. Berkshire
Avon Christmas Classic
L   |  3-4
Thursday, 12/18/2014
Hockey - Varsity
  vs. Tabor Academy
Avon Christmas Classic
L   |  0-1 OT   |  recap
In the spotlight

A Commitment to Character

As we prepare young men for the world beyond Trinity-Pawling, we seek to convey this fundamental lesson: Character is the single most influential force to propel us forward - whether academically, physically, socially, or spiritually.

Trinity-Pawling has so much to offer!

Check out everything you can do and be in the pages on our site.  And if you'd like to contact us, we'd be happy to hear from you.  You can reach the admission office at 845-855-4825 or by email at

Not Just In the Classroom

What makes Trinity-Pawling unique? The Effort System is at the heart of everything we do.

The Pride

At Trinity-Pawling, every boy is a three-season athlete.  Whether he is learning the basics or has been excelling for years, he is part of the School's century-old athletic tradition.  T-P competes in the Founders' League, a highly competitive arena showcasing some of the nation's best prep school talent. T-P offers 13 interscholastic sports with 30 teams.

We're Seriously Creative

The Arts are an integral part of every Trinity-Pawling student's education. Whether they wish to develop existing talents or experiment with an entirely new form of expression, each student will have at least one year of music, theater, visual art or art history.


As a parent or guardian of a Trinity-Pawling student, you are a welcome member of the community. Your involvement through event attendance, participation in the Parents' Association, or simply staying connected is appreciated.

This could be you!

Over 100 years ago, Frederick Luther Gamage, Trinity-Pawling's Founding Headmaster, said, "Whether a boy succeeds or fails in the first instance at everything he tries is irrelevant.  The only boy who truly fails is the boy who fails to try."  Today, a century later, 315 boys live learn and grow together in an environment that fosters commitment, effort and character across the board.

Stay Connected!

Trinity-Pawling has a rich tradition of alumni connectivity. We want you to participate in the life and vitality of the School. Through this engagement, alumni will help Trinity-Pawling propel forward.

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