Trinity-Pawling School

700 Route 22
Pawling, NY 12564
Trinity-Pawling School Photo #1 - The next-generation school for boys is here, on a campus that feels warm and welcoming and human-scaled, in an academic community that thinks ahead, looks forward, and gets transformational results.
Trinity-Pawling School Photo #1 - The next-generation school for boys is here, on a campus that feels warm and welcoming and human-scaled, in an academic community that thinks ahead, looks forward, and gets transformational results.
Trinity-Pawling School Photo #2 - One of the School`s most distinctive attributes is its signatory The Effort Challenge (TEC). Each boy at Trinity-Pawling is recognized and assessed in terms of the effort he devotes to a given endeavor. The learning objective inherent in this ethos of effort is to teach young people that the more they invest of themselves the greater their accomplishments will be.
Trinity-Pawling School Photo #3 - The Smith Field House is a 20,000-square-foot facility, which houses a gymnasium, two full basketball courts, an additional half court and workout area, locker rooms, a trophy area, and an Athletic Hall of Fame room. The building not only serves as a state-of-the-art athletic facility, but is also enjoyed daily as a student social center and gathering space.
Trinity-Pawling School Photo #4 - Each year, students with learning differences graduate from Trinity-Pawling prepared for college and beyond. The School`s Center for Learning Achievement recognizes the potential in each and every one of these students. For over 45 years, this signature program and individualized academic support have been providing an environment where students are transformed.
Trinity-Pawling School Photo #5 - Our instructors are teachers and accomplished professional artists who are active in their fields. You'll learn from the best, and you'll do it in our Arts Center, a showpiece in itself, which houses a 400-seat theater, state-of-the-art sound system, rehearsal spaces, and practice rooms so you can discover and nurture your passions.
Trinity-Pawling School Photo #6 - At Trinity-Pawling, we strive to give every athlete, regardless of talent, a tremendous experience. We strive to get to know each young man on a personal level and to serve as mentors in their lives-challenging them to become the best version of themselves.
Trinity-Pawling School Photo #7 - At Trinity-Pawling, innovation is a key component of our curriculum. Every day, faculty and students engage in hands-on learning, creating, designing, and prototyping-and our Innovation Sites (I-Sites) make it all possible! These 3 dedicated spaces on campus are a home base for collaboration, creativity, and exploration.
Trinity-Pawling School Photo #8 - At Trinity-Pawling, your sport of choice can be Varsity Farming! The farming program centers on the concepts of sustainability and stewardship of the land through campus-based food production, composting, recycling, and renewable energy.
Trinity-Pawling School Photo #9 - At Trinity-Pawling, you are surrounded by a welcoming and supportive community where you'll feel right at home. From your teachers and dorm parents to your peers, you'll have mentors every step of the way.
Trinity-Pawling School Photo #10 - 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.
In such challenging times, we cannot think of a stronger argument for the relevance of a dynamic, personalized, and transformative educational experience in the lives of adolescents who are preparing to successfully navigate the demands of an ever-changing world.
Learning happens best in community.  While this is true of all learning, it is particularly true in the case of Trinity-Pawling School, where the relationships between students and faculty and the availability of extra help are catalysts to the learning and growth process.

Quick Stats (2024)

  • Grades: (Boarding) 8-12, PG
  • Enrollment: 268 students
  • Yearly Tuition (Boarding Students): $71,000
  • Yearly Tuition (Day Students): $50,500
  • Acceptance rate: 50%
  • Average class size: 10 students
  • Application Deadline: Feb. 1 / rolling
  • Source: Verified school update

Top Rankings

Trinity-Pawling School ranks among the top 20 boarding schools (out of 287 schools) for:


School Overview

Definition of Terms | 2023 School Data
Trinity-Pawling School
Boarding School Avg.
School Focus
College Preparatory
College Preparatory
Grades Offered (Boarding)
8-12, PG
Grades Offered (Day)
7-12, PG
School Type
ADD/ADHD Support
Supports Learning Differences (LD)
Religious Affiliation
Year Founded
Campus Size
230 acres
126 acres

Student Body

268 students
315 students
% Students of Color
% International Students
% Students Boarding
Average SAT Score
(Out of 1600)
* National Avg. »View
SAT range (25th-75th percentile)
950 - 1250
Average ACT score
(Out of 36)
*National Avg. »View
Offers Post-Grad Year

Academics and Faculty

Saturday Classes
Classroom Dress Code
Shirt, tie, jacket
Average Class Size
10 students
* National Avg. »18
Student : Teacher Ratio
# of AP / Advanced Courses Offered
ESL Courses Offered
% Faculty with Advanced Degree
Summer Program Offered

Tuition Cost

Endowment Size
$55 million
$27 million
Yearly Tuition
(Boarding Students)
Yearly Tuition
(Day Students)
(7th & 8th Grade Day - $34250)
Yearly Tuition
(5 Day Boarding)
% Students on Financial Aid
Avg. Financial Aid Grant
Merit Scholarships Offered

Acceptance Rate

Application Deadline
Feb. 1 / rolling
Jan. 15
SSAT Required
Acceptance Rate
Director of Admissions
Jeff Beck
Associate Director of Admissions
Kim DeFonce

AP / Advanced Courses

# of AP / Advanced Courses Offered
AP Physics 1, AP Physics C: Electricity and Magnetism, AP Physics C: Mechanics, Biology, Calculus, Chemistry, Computer Science, Economics, English Language & Composition, English Literature & Composition, Environmental Science, European History, Statistics, U.S. History



Total Extracurricular Organizations
Club or Organization:
3D Printing Club, Acolytes & Vergers, Allies (LGBTQ), Amen Boys, Asian Society, Aviation Club, Baking Club, Bridge Club, Cheese Club, Chess Club, Coffee and Tea Club, Computer Programming Club, Computer Repair Club, Cooking Club, Cribbage Club, Dead Politics Club, Deans Assistants, Debate Club, Diversity Club, Dog Walking Club, Dorm Proctors, Drone Club, Dungeons and Dragons, Environmental Council, Finance Club, Key Club, Knitting Club, Literary Club, Math Club, Mindfulness Club, MIT Launch Club, Mock Trial Club, Model UN, National Honor Society, Poker Club, Random Acts of Kindness Club, Reading, Relay For Life, Spirit Club, Strategy Board Games, Student Activities, Student Senate, Student's Corner, The Phoenix School Newspaper, Usher Club, Vital Signs Science Magazine

Arts and Music Programs:
Anime Club, Drama Club, Drumming Club, Film Club, Jazz Club, Pottery Club, Radio Station, String Music Club, Theater, Trinitones

Recreational Athletic Programs:
Health & Wellness, Mountain Biking Club, Outdoor Club, Quarterback Club, Strength and Conditioning

College Matriculation

Year: 2017
10 Most Popular College Choices  (# Enrolled)
Hobart and William Smith Colleges
Trinity College
University of Vermont
Syracuse University
St. Lawrence University
Boston University
Emory University
Elon University
George Washington University
Rensselaer Polytechnic Institute

School Notes

  • At Trinity-Pawling, everything we do is shaped to the needs of boys in the 21st century. We teach and learn from experience. Our programs are active and applied - packed with opportunities for hands-on learning. We reimagine what`s possible in boys` education. The results are transformational.  Trinity-Pawling offers a personal educational experience to 300 boys in grades 7-12 and postgraduates. 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, 18 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.
  • Experiential learning is just the beginning. Our three-part Practicum for Civic Leadership fosters problem-solving skills, promotes interdisciplinary exploration, and builds authentic communication skills. Through the Winter Project, Global Collaborative Challenge, and Senior Independent Project, we place our students at the center of the learning process. They become active participants and co-creators - in and out of the classroom. Using a multi-disciplined approach and engaging with the world outside of Trinity-Pawling, students work collaboratively to understand issues, give oral presentations both as part of a group and as an individual, and learn how to ask the right questions when confronted with challenges. The three-pronged, multi-dimensional Practicum challenges every student to master these 21st century skills.
  • The School`s Center for Learning Achievement recognizes the potential in each and every student. For over 45 years, this signature program and individualized academic support has provided an environment where students are transformed - achieving their academic goals in ways they never expected, finding their confidence, and preparing for their futures. 
  • Trinity-Pawling School accreditations: New York Association of Independent Schools and New York State Board of Regents
  • Sample of notable school alumni/alumnae:
    • Christopher Wren ’54 - Retired from The New York Times after nearly twenty-nine years as a reporter, foreign correspondent, and editor. He is the author of Those Turbulent Sons of Freedom and Walking to Vermont.
    • Paul Rachman ’78 - Is an American film director who directed the highly praised 2006 documentary American Hardcore, which premiered at the Sundance Film Festival and was released by Sony Pictures Classics.
    • Andrew Masset ’67 - Is an actor, known for Halt and Catch Fire, Remember the Titans, and Kill the Messenger.
    • Michael Melford ’68 - Is an American photographer, artist and teacher known for his National Geographic magazine assignments.
    • Joseph Callo ’48 - Is a Naval History Magazine Author of the Year. His most recent book is a memoir titled The Sea Was Always There. His book John Paul Jones: America’s First Sea Warrior is the 2006 winner of the Samuel Eliot Morison Award by the Naval Order of the US
    • Chukky Okobi ’96 - NFL football player, Pittsburgh Steelers, 2001–07, Super Bowl XL Champion
    • Maurice Vaughn ’86 - MLB first baseman, three-time All-Star, AL MVP
    • Gil Junger ’72 - Is an American director for Touchstone Pictures, most famous for 10 Things I Hate About You
    • Shayne Skov ’09 - American NFL football player, San Francisco 49ers
Source: Verified school update

Frequently Asked Questions

How much does Trinity-Pawling School cost?
Trinity-Pawling School's tuition is approximately $71,000 for boarding students and $50,500 for day students.
What is the acceptance rate of Trinity-Pawling School?
The acceptance rate of Trinity-Pawling School is 50%, which is lower than the boarding school average of 60%.
Who are famous alumni from Trinity-Pawling School?
Trinity-Pawling School famous alumni include: Christopher Wren ’54, Paul Rachman ’78, Andrew Masset ’67, Michael Melford ’68, Joseph Callo ’48, Chukky Okobi ’96, Maurice Vaughn ’86, Gil Junger ’72 and Shayne Skov ’09.
What sports does Trinity-Pawling School offer?
Trinity-Pawling School offers 18 interscholastic sports: Alpine Skiing, Baseball, Basketball, Cross Country, Cross Country Running, Football, Golf, Ice Hockey, Lacrosse, Mountain Biking, Soccer, Softball, Squash, Tennis, Track, Track and Field, Ultimate Frisbee and Wrestling.
What is Trinity-Pawling School's ranking?
Trinity-Pawling School ranks among the top 20 boarding schools for Most extracurriculars offered.
When is the application deadline for Trinity-Pawling School?
The application deadline for Trinity-Pawling School is Feb. 1 / rolling (applications are due on Feb. 1 but additional applications are reviewed year-round as space permits ).

Alumni Reviews Review School


Class of 1980
University of Denver, western state university-law
Lots of personal attention from faculty both during class and after class. Fantastic selection of competitive sports available. . .
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Quick Stats (2024)

  • Grades: (Boarding) 8-12, PG
  • Enrollment: 268 students
  • Yearly Tuition (Boarding Students): $71,000
  • Yearly Tuition (Day Students): $50,500
  • Acceptance rate: 50%
  • Average class size: 10 students
  • Application Deadline: Feb. 1 / rolling
  • Source: Verified school update

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