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Put down roots.
You’ll want to stay awhile.

Find your home away from home on our stunning 150-acre campus. We’re a buzzing community, with eight dorms, a gym and state-of-the-art athletic facilities, a chapel, and an Arts Center with a theater and painting studios. Zip into New York City by train for cultural activities and weekend trips, or enjoy the great outdoors just minutes from campus. The best way to get involved at Trinity-Pawling is to dive right in.


Join the Record Club to broadcast your favorite music on our student radio show. Write an editorial and see your byline in the student newspaper The Phoenix. Lead campus tours with the Key Club, become an academic leader with the National Honor Society, and volunteer for community service. The list of clubs goes on. You’ll make deep friendships, build your resume, and discover lifelong passions.

What about the weekends?

You hit the books hard, but you’ll get plenty of down time. You can take a weekend hike on the Appalachian Trail. Challenge the faculty to a softball game on the Quad. Or test your bowling chops, join a trip to the mall, or wow us with ’80s movie quotes at trivia night. Speaking of movies, catch the latest James Bond film in our theater, or meet up with your friends (yes, girls) at a social or sporting event.


Maybe you were born to lead, or maybe you’re learning what it takes. Our community is intentionally designed to draw out your gifts. Build your character and integrity by becoming a senior prefect, a dorm proctor, a club head, an athletic team captain, or a dean’s assistant. Step up with senior leadership programs and the ropes course, which will build your confidence and teach you how to be an effective leader.

Be your best self.
We won’t let you settle for less.

Make yourself at home at Trinity-Pawling. And then leap out of your comfort zone. As a brotherhood, we’re a caring community that will push you to be nothing short of extraordinary. 

So what’s a typical day on campus? It’s action-packed. Chapel warms your spirit, academics churn your mind, and sports pump your heart. After a family-style meal, you’re free to toss a Frisbee on the Quad, cast a lure in the pond, or Skype with your parents. Study hall follows—with opportunities to meet your teachers for extra help. Cap the night with a trip to The Cave for a snack and your favorite show on the big screen TV. Check in with your dorm parents, who are there whenever you need them—at any hour. Day students are always welcome to join evening and weekend activities. 

But it’s not just what you do each day that counts. It’s how you do it. You’ll learn what it means to be a good citizen and a man of great character through opportunities to lead and to serve. You’ll live among boys from all over the globe who will expand your worldview. And you’ll be ready for college and beyond with 300 brothers behind you every step of the way.

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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