A Transformational Experience for Boys
As a top independent school, Trinity-Pawling’s programs are intentionally designed to engage, inspire, and challenge high school and middle school boys as they grow into young men of integrity.
The Trinity-Pawling experience is a focused experience for boys to help them develop a sense of responsibility, self-sufficiency, and brotherhood; build lifelong friendships; and discover their gifts and talents along the way.
Trinity-Pawling is an all-boys, college prep, boarding school in New York that provides a dynamic learning experience for grades 7-12/PG. Emphasizing creativity, critical thinking, and character, we are the best school to prepare young men for an ever-changing world.
Do you want to discover how an all-boys education at Trinity-Pawling can help your son reach his highest potential?
Why All-Boys?
The next-generation school for boys
We’re experts in boys’ education.
10 things you'll love about Trinity-Pawling:
- Highly individualized attention.
- Dedicated teachers and coaches — mentors like these are rare.
- Wintersession — two and a half weeks to dive into a passion.
- Our hilltop campsite for cookouts and team-building weekends.
- 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.
- The college counseling team, ready to find the best college fit.
- 275 brothers who have your back.
- The farm!
Institutes for Active Learning
Students learn critical 21st-century skills by participating in challenging learning experiences in one of the four Institutes for Active Learning: Leadership, Citizenship, Entrepreneurship, and Environmental Stewardship.
Elite Athletics
The Pride of Trinity-Pawling competes in the Founders League — a highly competitive private school arena where student-athletes are prepared for college-level sports.
Effort Challenge
We cultivate a powerful work ethic at Trinity-Pawling. The Effort Challenge (TEC) motivates students to strive for excellence in scholastics, citizenship, co-curriculars, athletics, service, and community engagement.
Our Center for Learning Achievement programs give strategic support to students who have dyslexia, language-based learning differences, executive function challenges, or who lack academic English proficiency.
Center for Learning Achievement
700 Route 22. Pawling, NY 12564
845-855-3100 | Privacy Policy
Trinity-Pawling has brought out the best in our son. He's totally engaged in his classes and loving it. The faculty supports kids in the passions they already have, and helps them find the talents they never knew they had. We are so glad we found this school.
PARENT ’23
Upcoming Admissions Events
Join us for an Admissions Open House
Saturday, November 2 (9:00 AM - 12:00 PM)
Calling all future members of the Pride! Tour our dynamic learning environment, learn about our student-centered programs, and meet our engaging faculty.
Tuesday, May 16 (7:00PM EST)
State of the School
Tuesday, May 16 (7:00PM EST)
The next-generation school for boys is here, in an academic community that thinks ahead, looks forward, and attains transformational results. Tune in for a conversation with Headmaster Bill Taylor and Board President Erik Olstein to learn more about the School’s 2022-2023 academic year and the strategic goals we have been working towards.