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Sing (act, draw, paint) your heart out.

Maybe you sing like a star, and your charcoal sketches could grace a gallery. Or maybe you only hum in the shower and doodle in the margins. Whether you’re a seasoned artist or newly creative, we’ll introduce you to a variety of art forms so you can discover and nurture your passions. 

We teach our art classes in a step-by-step manner—how to match pitch, to throw a pot, to draw a line. Even if you think you’re not artistic, you’ll build on these skills over time so you can develop your own creativity and awaken the artist in you. We believe that cultivating self-expression builds confidence and focus, which is why art classes are central to our curriculum. You’ll take at least one year of music, theater, visual arts, art history, or music appreciation, with the opportunity to continue on to advanced-level classes. 

Your instructors are teachers and accomplished professional artists who are active in their fields. You’ll learn from the best, and you’ll do it in our Arts Center, a showpiece in itself, which houses a 400-seat theater, rehearsal spaces, practice rooms, and a dark room, as well as studios for pottery and painting.

So go ahead - unlock your imagination.

You can learn art, just like you learn Spanish. You don’t roll over as a newborn and say, ‘I’m good at Spanish.’ You have to learn words and put sentences together. The same is true for the arts. NED READE, CHAIRMAN OF THE ARTS
Hitoshi Matsukage- Edward Hopper Lighthouse

Let NYC inspire you.

The hub of art and culture---New York City---is our neighbor to the south! Throughout the year, you'll hop on a train to visit some of the world's finest museums, galleries, and concert halls. Join our Broadway Series Pass program to see highly acclaimed theater productions.

Ned Reade

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.

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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