Boarding School Review - Established 2003

Trinity-Pawling School

5.00 (1 review)
700 Route 22 Pawling NY 12564
Tel: (845) 855-4825
www.trinitypawling.org
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Quick Facts (26-27)

  • Grades: (Boarding Students) 8-12, PG
  • Grades: (Day Students) 7-12, PG
  • Enrollment: 264 students
  • Yearly Tuition (Boarding Students): $79,250
  • Yearly Tuition (Day Students): $56,250
  • Acceptance rate: 50%
  • Average class size: 10 students
  • Application Deadline: None / Rolling
  • Source: Verified school update
Trinity-Pawling School Photo #4 - 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 #5 - Boys find a home away from home on Trinity-Pawlings active 230-acre campus overlooking the Hudson River Valley, just 60 miles north of New York City.
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 - 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 #8 - 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.
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 - At Trinity-Pawling, innovation is a key component of our curriculum. Every day, faculty and students engage in hands-on learning, creating, and collaborating.
Trinity-Pawling School Photo #11 - 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 50 years, this signature program and individualized academic support have been providing an environment where students are transformed.
Trinity-Pawling School Photo #12 - At Trinity-Pawling, character matters.
Trinity-Pawling School Photo #13 - Gardiner Library and Learning Commons is the center of design thinking on campus, with a skilled staff who facilitate student collaboration.
Trinity-Pawling School Photo #14 - 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.
Trinity-Pawling School Photo #15 - Trinity-Pawling has a long history of outdoor education, including a pond house classroom, hiking trails, working farm, and campus campsite.
Trinity-Pawling School Photo #16 - The pride runs deep.
Trinity-Pawling School Photo #17 - At Trinity-Pawling, we intentionally design our programs to engage, inspire, and challenge boys. Our commitment to experiential learning acknowledges the research that has proven to be successful for boys. Our vigorous, yet supportive learning environment encourages boys to invest in themselves, discover their gifts and talents, and unlock their full potential.
Trinity-Pawling School Photo #18 - Our arts program is innovative, inclusive, and engaging - you'll want to be part of it!
Trinity-Pawling School Photo #19 - Our student-athletes range from lifelong players to novices - everyone plays sports at their level of experience and ability.
Trinity-Pawling School Photo #20 - Through our Environmental Stewardship Institute, campus farm, and service projects, students work together to steward our natural resources.
Trinity-Pawling School Photo #21 - At Trinity-Pawling, we offer an exceptionally long list of extracurricular activities - opportunities for students to learn new things.
Trinity-Pawling School Photo #22 - Our campus includes ponds, fields, and trails. You can fish, bike, run, hike, and explore here!
Trinity-Pawling School Photo #23 - 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 #24 - Wintersession at Trinity-Pawling is a two-week student-centered experiential learning session held between Thanksgiving and Winter Break. It gives students the opportunity to participate in a multi-disciplined project of their choosing with a Winter Project; a dynamic, immersive study of real-world problems with the Global Collaborative Challenge (GCC); or an in-depth exploration of a personal interest with the Senior Independent Project.
Trinity-Pawling School Photo #25 - We give boys the environment to focus, the support of a community that understands them, and the opportunity to thrive.
Trinity-Pawling School Photo #26 - The boarding experience at Trinity-Pawling is designed to help students develop a sense of responsibility, self-sufficiency, connectedness, and lifelong friendships. They gain confidence and a better understanding of what it means to live and thrive in a community.
Trinity-Pawling School Photo #27 - Our fine arts courses aim to inspire and allow students to dive into a medium that supports their interests and experience, with an array of choices from foundation-level to advanced.
Trinity-Pawling School Photo #28 - 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 #29 - A Trinity-Pawling education gives boys the confidence to try and the courage to create.
Trinity-Pawling School Photo #30 - Our arts program is innovative, inclusive, and engaging - you'll want to be part of it!
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About the School

  • Boys learn differently - Trinity-Pawling knows this better than any other school.
  • Our expertise in how boys learn best has become critically important in today's educational environment. As the experts in boys' education, Trinity-Pawling has embraced the challenges of today in order to provide a relevant education for boys.
  • The School has created distinctive opportunities for boys, which push back against the larger challenges facing the education of boys today.
  • Trinity-Pawling provides a learning environment for boys with dynamic, student-centered programs; an experiential, project-based curriculum; a culture of engagement; and established avenues for developing self-awareness and an appreciation for relationships and mutuality.
  • We have reimagined what is possible and developed innovative educational experiences custom-designed for boys.
  • With a teaching and learning model that is forward-thinking, vigorous, and engaging, Trinity-Pawling is 100% focused on providing boys with a distinctive education and a transformational experience.
  • We are the next-generation school for boys.

Quick Facts (26-27)

  • Grades: (Boarding Students) 8-12, PG
  • Grades: (Day Students) 7-12, PG
  • Enrollment: 264 students
  • Yearly Tuition (Boarding Students): $79,250
  • Yearly Tuition (Day Students): $56,250
  • Acceptance rate: 50%
  • Average class size: 10 students
  • Application Deadline: None / Rolling
  • Source: Verified school update

Upcoming Events

Top Rankings

Trinity-Pawling School ranks among the top 10 schools with 200-400 students (out of 94 schools) for:

Category
Attribute
Student Attention
Small average class sizes
Student Attention
Low student-teacher ratio
Offering Breadth
Most extracurriculars offered

School Overview

2026 School Data
Trinity-Pawling School
Boarding School Avg.
School Focus
College Preparatory
College Preparatory
Grades Offered (Boarding)
8-12, PG
8-12
Grades Offered (Day)
7-12, PG
PK-12
School Type
All-boys
Co-ed
ADD/ADHD Support
Yes
Yes
Supports Learning Differences (LD)
Yes
Yes
Learning Difference Programs
Dyslexia / Language-based or Mild Learning Differences
n/a
Religious Affiliation
Episcopal
Non-denominational
Year Founded
1907
1906
Campus Size
230 acres
130 acres
Last Day of School
Wed. Jun 2, 2027
School Motto
Fides Et Virtus

Student Body

Enrollment
264 students
319 students
% Students of Color
19%
27%
% International Students
15%
21%
% Students Boarding
80%
65%
Offers Post-Grad Year
Yes
No

Academic Profile

Saturday Classes
No
No
Classroom Dress Code
Formal
Shirt, tie, jacket
Casual
Average Class Size
10 students
12
* National Avg. »18
Student-Teacher Ratio
5:1
7:1
ESL Courses Offered
Yes
Yes
% Faculty with Advanced Degree
65%
73%
Summer Program Offered
No
Yes
# of AP Courses Offered
15
18
Courses
AP BiologyAP Calculus AB
AP Calculus BCAP Chemistry
AP English Language & CompositionAP English Literature & Composition
AP Environmental ScienceAP Macroeconomics
AP MicroeconomicsAP Music Theory
AP Physics 1AP Physics C: Mechanics
AP StatisticsAP Studio Art
AP U.S. History

Tuition & Financial Aid

Endowment Size
$55 million
$30 million
Yearly Tuition
(Boarding Students)
$79,250
$71,420
Yearly Tuition
(Day Students)
$56,250
(Day Student (Grade 7-8) - $37,000)
$40,400
Yearly Tuition
(5 Day Boarding)
$67,500
$49,900
% Students on Financial Aid
50%
40%
Avg. Financial Aid Grant
$32,500
$25,000

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Admissions

Application Deadline
None / Rolling
Jan. 15
Accepts Standardized Application (SAO and/or Gateway)
Yes
No
Acceptance Rate
50%
64%
Director of Admissions
Jeff Beck
Associate Director of Admissions
Meredith Timone
Application URL
Online Application

Sports

# Interscholastic Sports Offered
17
17
Sports
BaseballBasketball
Cross CountryCross Country Running
FootballGolf
Ice HockeyLacrosse
Mountain BikingSoccer
SoftballSquash
TennisTrack
Track and FieldUltimate Frisbee
Wrestling
Colors
Blue and Gold
School Mascot
The Pride

Extracurriculars

Total Extracurricular Organizations
51
23
Extracurriculars
Club or Organization:
3D Printing ClubAcolytes & Vergers
Asian SocietyBaking Club
Bridge ClubCheese Club
Chess ClubCoffee and Tea Club
Computer Programming ClubCooking Club
Deans AssistantsDebate Club
Diversity ClubDog Walking Club
Dorm ProctorsDungeons and Dragons
Environmental CouncilFinance Club
Key ClubKnitting Club
Literary ClubMath Club
Mindfulness ClubMock Trial Club
Model UNNational Honor Society
Poker ClubRandom Acts of Kindness Club
ReadingRelay For Life
Spirit ClubStrategy Board Games
Student ActivitiesStudent Senate
Student's CornerThe Phoenix School Newspaper
Usher ClubVital Signs Science Magazine


Arts and Music Programs:
Anime ClubDrama Club
Film ClubJazz Club
Pottery ClubString Music Club
TheaterTrinitones


Recreational Athletic Programs:
Health & WellnessMountain Biking Club
Outdoor ClubQuarterback Club
Strength and Conditioning

College Matriculation

College Acceptance Rate
100%
View Matriculation Data

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 275 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, 15 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 50 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. 
  • LD types supported: Dyslexia / Language-based or Mild Learning Differences
  • 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
    • Ray Davis ’18 - American NFL Football, Buffalo Bills
Source: Verified school update
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Frequently Asked Questions

How much does Trinity-Pawling School cost?
Trinity-Pawling School's tuition is approximately $79,250 for boarding students and $56,250 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 64%.
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, Shayne Skov ’09 and Ray Davis ’18.
What sports does Trinity-Pawling School offer?
Trinity-Pawling School offers 17 interscholastic sports: 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 Small average class sizes, Low student-teacher ratio and Most extracurriculars offered.
When is the application deadline for Trinity-Pawling School?
The application deadline for Trinity-Pawling School is rolling (applications are reviewed as they are received year-round).

Alumni Reviews Review School

Review
Description

Class of 1980
5.00
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 Facts (26-27)

  • Grades: (Boarding Students) 8-12, PG
  • Grades: (Day Students) 7-12, PG
  • Enrollment: 264 students
  • Yearly Tuition (Boarding Students): $79,250
  • Yearly Tuition (Day Students): $56,250
  • Acceptance rate: 50%
  • Average class size: 10 students
  • Application Deadline: None / Rolling
  • Source: Verified school update
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