Trinity-Pawling School (2026 Profile)

5.00 (1 review)

Tel: (845) 855-4825

700 Route 22
Pawling, NY 12564

www.trinitypawling.org

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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.

Boys learn differently - Trinity-Pawling knows this better that 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 these challenges of tomorrow in order to provide a relevant education for boys today.

The School has created distinctive opportunities for boys, which pushes 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 (2026)

Grades: (Boarding Students) 8-12, PG
Grades: (Day Students) 7-12, PG
Enrollment: 275 students
Yearly Tuition (Boarding Students): $73,500
Yearly Tuition (Day Students): $52,300
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 307 schools) for:

School Overview

| 2025 School Data

Trinity-Pawling School

Boarding School Avg.

School Focus

College Preparatory

Grades Offered (Boarding)

8-12, PG

9-12

Grades Offered (Day)

7-12, PG

Pre-K-12

School Type

All-boys

Co-ed

ADD/ADHD Support

Yes

Supports Learning Differences (LD)

Yes

Religious Affiliation

Episcopal

Non-denominational

Year Founded

1907

1909

Campus Size

230 acres

125 acres

School Calendar

View School Calendar

Student Body

Enrollment

275 students

300 students

% Students of Color

16%

25%

% International Students

15%

20%

% Students Boarding

80%

70%

Offers Post-Grad Year

Yes

Academic Profile

Saturday Classes

Classroom Dress Code

Formal
Shirt, tie, jacket

Casual

Average Class Size

10 students

* National Avg. »18

Student-Teacher Ratio

5:1

7:1

# of AP / Advanced Courses Offered

ESL Courses Offered

Yes

% Faculty with Advanced Degree

65%

70%

Summer Program Offered

Yes

# of AP / Advanced Courses Offered

Courses

AP Physics 1AP Physics C: Electricity and Magnetism

AP Physics C: MechanicsBiology

CalculusChemistry

Computer ScienceEconomics

English Language & CompositionEnglish Literature & Composition

Environmental ScienceEuropean History

StatisticsU.S. History

Tuition & Financial Aid

Endowment Size

$55 million

$25 million

Yearly Tuition
(Boarding Students)

$73,500

$59,900

Yearly Tuition
(Day Students)

$52,300
(7th & 8th Grade Day - $35500)

$33,500

Yearly Tuition
(5 Day Boarding)

$62,750

$44,000

% Students on Financial Aid

50%

40%

Avg. Financial Aid Grant

$32,500

$25,000

Admissions

Application Deadline

Feb. 1 / rolling

Jan. 15

Accepts Standardized Application (SAO and/or Gateway)

Yes

SSAT Required

Yes

Acceptance Rate

50%

58%

Director of Admissions

Jeff Beck

Associate Director of Admissions

Meredith Timone

Application URL

Online Application

Sports

# Interscholastic Sports Offered

Sports

Alpine SkiingBaseball

BasketballCross Country

Cross Country RunningFootball

GolfIce Hockey

LacrosseNordic Skiing

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Colors

Blue and Gold

School Mascot

Lion

Extracurriculars

Total Extracurricular Organizations

Extracurriculars

Club or Organization:

3D Printing ClubAcolytes & Vergers

Allies (LGBTQ)Amen Boys

Asian SocietyAviation Club

Baking ClubBridge Club

Cheese ClubChess Club

Coffee and Tea ClubComputer Programming Club

Computer Repair ClubCooking Club

Cribbage ClubDead Politics Club

Deans AssistantsDebate Club

Diversity ClubDog Walking Club

Dorm ProctorsDrone Club

Dungeons and DragonsEnvironmental Council

Finance ClubKey Club

Knitting ClubLiterary Club

Math ClubMindfulness Club

MIT Launch 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

Show More (30)Hide

Arts and Music Programs:

Anime ClubDrama Club

Drumming ClubFilm Club

Jazz ClubPottery Club

Radio StationString Music Club

TheaterTrinitones

Recreational Athletic Programs:

Health & WellnessMountain Biking Club

Outdoor ClubQuarterback Club

Strength and Conditioning

College Matriculation

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

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 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.
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

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Frequently Asked Questions

How much does Trinity-Pawling School cost?

Trinity-Pawling School's tuition is approximately $73,500 for boarding students and $52,300 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 58%.

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 17 interscholastic sports: Alpine Skiing, Baseball, Basketball, Cross Country, Cross Country Running, Football, Golf, Ice Hockey, Lacrosse, Nordic Skiing, Polo, Soccer, Squash, Tennis, Track, Track and Field 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

Review

Description

Trinity-Pawling School Alumni #1
Class of 1980
5.0010/21/2021
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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