Trinity-Pawling School

Trinity-Pawling School

Trinity-Pawling offers an individualized educational experience to 300 boys in grades 7-12 and postgraduates. Our expansive 230-acre campus is 60 miles north of New York City, in a bustling small town in the heart of a region renowned for outstanding independent education.

The School delivers entrepreneurial and ambitious programs that provide opportunities for collaboration and camaraderie, independent exploration, and the discovery of passions and talents. With over 100 academic courses, 16 AP courses, 13 athletic teams competing in the New England Founders League, and a multitude of extracurricular activities, our students have many opportunities to reimagine and own their education.

At Trinity-Pawling, we make learning happen everywhere. We teach and learn from experience. The academic programs are active and applied — packed with opportunities for hands-on learning. Our students are ambitious participants and co-creators — in and out of the classroom.

Follow the links to learn more about some of the innovative teaching approaches and experiential learning opportunities unique to our School.


  • Highly individualized attention.
  • 24/7 faculty dedication — mentors like these are rare.
  • Wintersession — two and a half weeks to dive into a passion.
  • The campus pizza oven, built by a team of students for a Winter Project.
  • The arts program — it’s innovative, inclusive, and engaging — you’ll want to be part of it.
  • The Reading and Writing Lab, where extra help is always available.
  • The “outdoorsy” campus is steps away from ponds, fields, and trails. You can fish, bike, run, hike, and explore here!
  • The college counseling team, ready to find the best college fit.
  • 300 friends who feel like brothers.
  • The farm!

We encourage you to visit our campus, meet our teachers and students, and spend some time learning about the hallmarks of a Trinity-Pawling education. We offer tours and virtual visits every weekday plus Saturday. If a visit is not possible, view our virtual tour and contact our Office of Admission with your questions at 845-855-4825 or email

We look forward to telling you why there is no better place for boys to prepare for this ever-changing world.

Trinity-Pawling School

700 Route 22. Pawling, NY 12564
Phone: 845-855-3100

Under: Education
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