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Forget reciting the right answers. 
Instead, learn how to ask thoughtful questions.

The world is transforming, and so are academics at Trinity-Pawling. You’ll gain the skills and self-awareness to navigate a complex and ever-changing society. We believe that critical thinking is key, and we’ll teach you to think outside the box. 

Get ready for dynamic classes—you’ll work in teams to find solutions, stretch your mind with vigorous discussions, and explore beyond the textbook with hands-on experiments. Our teachers are passionate about their subject matter and generous with their time, and they’ll push you to become fearless leaders and humble team players. You’ll have your pick of exciting and challenging classes, including honors-level and Advanced Placement courses. And our college counseling team is ready to find the best college fit. 

We’ll also teach you something you can’t measure: you’ll learn to respect yourself, your fellow brothers, your surroundings, and your future. You’ll graduate as the next generation’s problem solvers, game changers, and thought leaders.

The Practicum for Civic Leadership

You’ll identify and tackle a pressing issue of the day. As juniors, you’ll learn to collaborate, problem solve, and communicate solutions. As seniors, you’ll deepen your studies, pursue a passion, and discover the power of mentorship. Your score as an informed citizen just skyrocketed.

Winter Term Projects

Every winter term, you’ll intensely study a unique topic and produce a creative final project, such as a screenplay, a constructed object, a video, or a podcast. Past topics included the Polarization of Climate Change and Build a Roller Coaster. Use our idea lab to create a final project—like designing a mobile phone case with a 3D printer or editing the music video you directed. 

How high will you soar?
It’s up to you.

An Ethos of Effort

You’re on time for classes and you’re devoted to studying. But do you go above and beyond to challenge yourself? Are you a role model on campus? Go the extra mile to help a brother? Lead a campus tour, or step up even when no one’s watching? We see how hard you’re trying in all aspects of life (not just test scores), and we’re going to help you meet your goals.

Enter the Effort System, Trinity-Pawling’s unique way of encouraging self-reflection. Every six weeks, faculty members will assess your efforts in becoming a well-rounded and conscientious young man, and the more you invest of yourself the greater your accomplishments will be. It’s up to you to shape your experience.

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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