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You’ll take risks.
Triumph or stumble, it’s all part of the adventure.

Boys learn best by doing, so our classes are filled with activity. We use project-based learning to engage you with the real world, and we use technology to take teaching to the next level. If you want to dive deep, we have areas of study that will let you explore what piques your curiosity.

Sink your teeth into business and economics with courses in Public Speaking, Business of Baseball, and Economics in our Times. Unravel what makes humans tick in social sciences like anthropology, psychology, and diversity. Or step into the great outdoors with hands-on environmental courses in geology, meteorology, oceanography, or environmental field science. 

If you’re media-minded, head to our idea lab for a class in Broadcast Journalism. Gain a new perspective with global studies courses in international relations or U.S. diplomacy, or immerse yourself in a foreign culture in our travel abroad program.

Headmaster Bill Taylor Implements Project-Based Learning

In the Classroom

Trinity-Pawling School faculty strive to provide each of our students with the fundamental skills and knowledge necessary to succeed at the college level and beyond.  Our academic year is divided into three terms: Fall, Winter and Spring. Courses vary in length from 1-3 terms, with a term-long course worth 2 credits and a full year course worth 6. While at Trinity-Pawling, students are required to complete 112 credits: 90 credits within our core curriculum and 22 credits in elective courses. 

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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