Founded in 1907, Trinity-Pawling School is an all-boys college preparatory school located in Pawling, New York. We serve 300 boys in grades 7-12 and offer a postgraduate program. Our beautiful 230-acre campus is situated just 60 miles north of New York City. The dynamic learning environment at Trinity-Pawling emphasizes innovation, creativity, critical thinking, and a commitment to experiential learning. With 90% of faculty living on campus, our students learn and grow in a close-knit and caring community. They are guided by dedicated teachers who are also their coaches and dorm parents, establishing strong faculty-student collaboration that provides 24/7 learning.
We offer over 100 academic courses and 20 AP courses, competition in 13 New England Founders League sports, and a diverse menu of clubs and activities, allowing students to explore and discover their interests and passions. Most importantly, our graduates leave with confidence, integrity, and lifelong friendships. The experience at Trinity-Pawling combines a timeless commitment to character with a dedication to prepare young men for an ever-changing world.
Dr. Frederick Luther Gamage founded the Pawling School in 1907. He sought to create a new institution that embodied his educational philosophy, grounded on the idea that effort across the board is the foundation on which all achievement ultimately rests. Three words permeate the ethos of Dr. Gamage: courage, love, and faith. He strove to instill these three traits in "his boys," and every decision Dr. Gamage made revolved around one question: What is best for the boys?
The seven headmasters of Trinity-Pawling, from Dr. Gamage through William W. Taylor, have been guided by two principles: the ethos of effort and a commitment to help every boy discover his distinctive gifts and develop new skills. In turn, the faculty provide engaging opportunities that spark a student's curiosity and cultivate his mind, body, and spirit. Young men graduate from Trinity-Pawling with greater confidence in their academic, athletic, artistic, and leadership skills.
Aside from a brief period (1973-1985) when girls attended the School as day students, Trinity-Pawling has chosen to remain an all-boys institution dedicated to young men's education. For more than a century, our faculty has hewed to best practices of helping boys grow into confident young men, as each student taps into his true potential.
Our School has a history of close faculty and student connections. No one falls through the cracks at Trinity-Pawling. Dr. Gamage viewed the School as a natural extension of his own family, and that ethos persists today. Faculty and staff are invested in guiding young men. Generations of alumni speak of 'the Brotherhood,' the enduring bond forged from living and growing with 300 brothers that lasts a lifetime.
Trinity-Pawling has long cultivated a broad and diverse community, attracting students from around the world. Alumni often attest that their ability to collaborate with people from diverse backgrounds or beliefs was nurtured in their Pawling years. Fostering respect for other cultures is fundamental to the Trinity-Pawling experience and integral for today's global citizens. The mission of Trinity-Pawling School is to educate and instill a value system that prepares young men to be contributing members of society amidst the challenges of an ever-changing world.
Trinity-Pawling School
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Founding year: 1907Website: Visit WebsiteTel: +18458553100Number of students: 0Genders Accepted: BoysLeadership: Mr. Bill Taylor (Head)Number of staff: 0Email: [email protected]User Feedback



