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History & Mission


Dr. Frederick Luther Gamage, the widely respected Headmaster of St. Paul's School in Garden City, Long Island, founded the Pawling School in 1907. He left St. Paul's determined to create a new institution that embodied his own educational philosophy-one grounded on the idea that effort across the board is the foundation on which all achievement ultimately rests. "Whether a boy succeeds in the first instance at all he attempts is irrelevant," Dr. Gamage used to say. "Over time, effort inevitably yields achievement. The only time a boy truly fails is when he fails to try."

Spend some time on campus and you'll see for yourself that Dr. Gamage did indeed create the school of which he dreamed. Located on 230 acres high on a hill overlooking the Hudson River Valley, Trinity-Pawling boasts stately brick architecture, sweeping green fields and a picture postcard view. If Trinity-Pawling is beautiful on the outside, experience it from the inside and its magic truly becomes apparent. We instill the confidence you need to tap your gifts and talents and reach your potential and beyond.


To educate and instill a value system that prepares young men to be contributing members of society amidst the challenges of an ever-changing world.

Core Values


Trinity-Pawling values respect for self and others, honorable behavior and ownership of responsibility.


Trinity-Pawling upholds its Episcopal foundation by instilling in boys intellectual growth, hard work, faith and a healthy lifestyle.


Trinity-Pawling embraces the philosophy that learning best takes place where students, faculty and staff live and work together.

Vision Statement

Trinity-Pawling will be a school with a sound financial foundation that inspires a vibrant, diverse and engaging community of students, faculty, alumni and parents.

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.

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.

As a convenience, Trinity-Pawling School links to Google Translation which provides an automated translation of our website. The tool is not perfect, and the context of the copy may not be precise when it is translated. As a result, sometimes the translation may lose some of its intended meaning. Therefore, Trinity-Pawling School cannot guarantee the accuracy of the converted text. Where there is any question, the English version is always the authoritative version of the website.

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