A Transformative Experience
At Trinity-Pawling, we see that spark of greatness in each boy. We help our students turn hopes into achievement and hard work into results. Along the way, they discover that greatness takes many forms — a breakthrough English paper, an act of kindness, a game winning goal. It's all about discovering talents and putting them into action. At Trinity-Pawling, no one sits on the sidelines. Get ready, go far.
![Quote 4]([{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_1/v1568643904/trinitypawling/nfjbqjk2cbdvlcsi78n8/RichardBolding.jpg","width":256},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_2/v1568643904/trinitypawling/nfjbqjk2cbdvlcsi78n8/RichardBolding.jpg","width":512},{"url":"https://resources.finalsite.net/images/f_auto,q_auto/v1568643904/trinitypawling/nfjbqjk2cbdvlcsi78n8/RichardBolding.jpg","width":545}])
In life, there are many obstacles we have to maneuver through. How we respond to those obstacles makes all the difference. Trinity-Pawling has given me the support and leadership skills to prepare me for anything that may come along in my journey. Richard Bolding ’20
![Quote 4]([{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_1/v1569946405/trinitypawling/updfetyblv3bmpm0pp33/EmilyTucci.jpg","width":256},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_2/v1569946405/trinitypawling/updfetyblv3bmpm0pp33/EmilyTucci.jpg","width":512},{"url":"https://resources.finalsite.net/images/f_auto,q_auto/v1569946405/trinitypawling/updfetyblv3bmpm0pp33/EmilyTucci.jpg","width":545}])
I teach very matter-of-fact. I believe that the boys want to be able to ask a question and get a truthful answer. My goal is to have my students leave class in awe of the human body and all of it's capabilities. Emily Tucci, Science Teacher / Athletic Trainer
![Quote 1]([{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_1/v1568647461/trinitypawling/hhbbooujnhqqkwdhknzq/SamClougher.jpg","width":256},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_2/v1568647461/trinitypawling/hhbbooujnhqqkwdhknzq/SamClougher.jpg","width":512},{"url":"https://resources.finalsite.net/images/f_auto,q_auto/v1568647461/trinitypawling/hhbbooujnhqqkwdhknzq/SamClougher.jpg","width":545}])
Our goal is to help each player realize the simplicity of soccer and how 11 players working together can make the game look easy. As a coach, it's important to me that they feel encouraged to try new things, without worrying about mistakes or others' expectations. Sam Clougher, Varsity Soccer Coach
![Trinity-Pawling graduate and NFL player Shayne Skov ’09]([{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_1/v1546640517/trinitypawling/qvxheqjwzxskugb0rzw0/ShayneSkov_Home_New.jpg","width":256},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_2/v1546640517/trinitypawling/qvxheqjwzxskugb0rzw0/ShayneSkov_Home_New.jpg","width":512},{"url":"https://resources.finalsite.net/images/f_auto,q_auto/v1546640517/trinitypawling/qvxheqjwzxskugb0rzw0/ShayneSkov_Home_New.jpg","width":760}])
The faculty here both nurtured me and held me accountable. Their unfiltered honesty forced me to acknowledge my shortcomings and change my approach. Shayne Skov ’09, NFL
Distinctive Programs
Rise to the Challenge
Active, engaged, and out of their seats. Our distinctive programs bolster the way boys learn best: by doing. Every moment spent as a boarding or day student at Trinity-Pawling takes students farther than they ever thought possible.
Bold Discoveries
Reach your potential and beyond
We’re a school that celebrates giving your all to everything.
It’s our focus on effort and character where things get interesting and life-changing learning begins.
![We're a Family]([{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_1/v1546719289/trinitypawling/s3p2qi8kkwdjnafpruxc/Homepage_BoldDiscoveries_Family.jpg","width":256},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_2/v1546719289/trinitypawling/s3p2qi8kkwdjnafpruxc/Homepage_BoldDiscoveries_Family.jpg","width":512},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_3/v1546719289/trinitypawling/s3p2qi8kkwdjnafpruxc/Homepage_BoldDiscoveries_Family.jpg","width":800},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_4/v1546719289/trinitypawling/s3p2qi8kkwdjnafpruxc/Homepage_BoldDiscoveries_Family.jpg","width":1200},{"url":"https://resources.finalsite.net/images/f_auto,q_auto/v1546719289/trinitypawling/s3p2qi8kkwdjnafpruxc/Homepage_BoldDiscoveries_Family.jpg","width":1267}])
We're a Family
We're a Family
No one falls through the cracks at Trinity-Pawling because we’re 100% invested in the growth of each boy. We’re more than a school—we’re a family.
![Trinity-Pawling students work in the gardens on campus]([{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_1/v1546713142/trinitypawling/crpesuaolakrnvtvqcg5/BoldDiscoveries_Ambitious.jpg","width":256},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_2/v1546713142/trinitypawling/crpesuaolakrnvtvqcg5/BoldDiscoveries_Ambitious.jpg","width":512},{"url":"https://resources.finalsite.net/images/f_auto,q_auto/v1546713142/trinitypawling/crpesuaolakrnvtvqcg5/BoldDiscoveries_Ambitious.jpg","width":515}])
Ambitious and Hands-On
Ambitious and Hands-On
We prepare our students to enter college and the world as confident, well-rounded young men who are in charge of their learning, eager for discovery, capable of innovation, and ready for leadership.
![Students complete the Senior Leadership Ropes Course]([{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_1/v1546722090/trinitypawling/yzmt0yh4ipagougeqjaq/Homepage_BoldDisc_Brotherhood.jpg","width":256},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_2/v1546722090/trinitypawling/yzmt0yh4ipagougeqjaq/Homepage_BoldDisc_Brotherhood.jpg","width":512},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_3/v1546722090/trinitypawling/yzmt0yh4ipagougeqjaq/Homepage_BoldDisc_Brotherhood.jpg","width":800},{"url":"https://resources.finalsite.net/images/f_auto,q_auto/v1546722090/trinitypawling/yzmt0yh4ipagougeqjaq/Homepage_BoldDisc_Brotherhood.jpg","width":1134}])
Brotherhood for Life
Brotherhood for Life
There's no greater experience than living on campus with 300 friends and classmates who feel like brothers.
![Culture of Effort]([{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_1/v1546719526/trinitypawling/cdbeg7vngubhom6sfuub/5-8-18Tpaw50168_1.jpg","width":256},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_2/v1546719526/trinitypawling/cdbeg7vngubhom6sfuub/5-8-18Tpaw50168_1.jpg","width":512},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_3/v1546719526/trinitypawling/cdbeg7vngubhom6sfuub/5-8-18Tpaw50168_1.jpg","width":800},{"url":"https://resources.finalsite.net/images/f_auto,q_auto/v1546719526/trinitypawling/cdbeg7vngubhom6sfuub/5-8-18Tpaw50168_1.jpg","width":995}])
Culture of Effort
Culture of Effort
Our boys tell us it's the most transformational experience of their lives. Our alumni still draw on it to guide them in work and in life.
Our Campus
Boys find their home away from home on our exceptional 230-acre campus in the Hudson River Valley, just 60 miles from New York City. We are a caring community that will push our students to be nothing short of extraordinary.
![Passion-Based Learning: Wintersession at Trinity-Pawling]([{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_1/v1607624057/trinitypawling/t1pylehlk0keprzdqfn8/Wintersession_QUAD.jpg","width":256},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_2/v1607624057/trinitypawling/t1pylehlk0keprzdqfn8/Wintersession_QUAD.jpg","width":512},{"url":"https://resources.finalsite.net/images/f_auto,q_auto/v1607624057/trinitypawling/t1pylehlk0keprzdqfn8/Wintersession_QUAD.jpg","width":600}])
![Faculty Spotlight: Mike Webber P’17,’18]([{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_1/v1607624114/trinitypawling/kahgeyr1rkagcxdux7ld/MikeWebber_TrinityPawling_Quad.jpg","width":256},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_2/v1607624114/trinitypawling/kahgeyr1rkagcxdux7ld/MikeWebber_TrinityPawling_Quad.jpg","width":512},{"url":"https://resources.finalsite.net/images/f_auto,q_auto/v1607624114/trinitypawling/kahgeyr1rkagcxdux7ld/MikeWebber_TrinityPawling_Quad.jpg","width":600}])
![Gratitude: A Message from Headmaster Taylor]([{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_1/v1607623999/trinitypawling/rclxhvczhmqydvaixmfy/BillTaylor_QUAD_7-9-15Tpaw25897.jpg","width":256},{"url":"https://resources.finalsite.net/images/f_auto,q_auto,t_image_size_2/v1607623999/trinitypawling/rclxhvczhmqydvaixmfy/BillTaylor_QUAD_7-9-15Tpaw25897.jpg","width":512},{"url":"https://resources.finalsite.net/images/f_auto,q_auto/v1607623999/trinitypawling/rclxhvczhmqydvaixmfy/BillTaylor_QUAD_7-9-15Tpaw25897.jpg","width":600}])