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 Stats (2025)
School News
- SENIOR INDEPENDENT PROJECT SPOTLIGHT - 12/30/2024During Wintersession, Tyler Peterson '25 and Jack Lashlee '25 organized a Trinity-Pawling Cornhole Tournament as part of their Senior Independent Projects. The goal? To raise funds for the Toy Closet ...moreProgram at Yale New Haven Children's Hospital. The tournament turned into an evening of fun and generosity, drawing approximately 90 students and faculty to participate for a great cause. hide
- PROGRESS ON TRINITY-PAWLING'S NEW TURF BASEBALL FIELD - 12/30/2024Excitement is building on campus as the transformation of Trinity-Pawling's Mo Vaughn '86 Baseball Field takes shape. With the installation of a state-of-the-art turf surface now completed, each day brings ...morea little more green and a lot more promise for the future of the program. hide
- THE ARTS AT TRINITY-PAWLING - 12/30/2024The Arts Department at Trinity-Pawling serves as a center for innovation and expression, showcasing the incredible talents and creativity of our students while fostering a strong sense of community. Through ...morea diverse range of experiences, from captivating performances to hands-on workshops, the Arts help to enrich the lives of students and faculty alike. hide
- WINTERSESSION ROUNDUP - 12/30/2024This year's Wintersession at Trinity-Pawling was an inspiring showcase of creativity, collaboration, and problem-solving. This two-week student-centered experiential learning session gave students the opportunity to delve into projects that sparked ...moretheir curiosity and passion. hide
- MEET THE PREFECTS - 10/30/2024Each spring, Trinity-Pawling holds its traditional Stepping Up ceremony, where a select group of rising seniors are chosen as Prefects for the upcoming year. Prefects, whose title comes from the ...moreLatin word for 'leader,' are elected by both the student body and faculty. These student leaders embody the School's values of honor, respect, and hard work. On May 24, 2024, eight students were named Prefects for the 2024-2025 school year, recognized for their commitment to the School and their peers. hide
Top Rankings
Trinity-Pawling School ranks among the top 20 boarding schools (out of 278 schools) for:
Category
Attribute
Offering Breadth
School Overview
School Focus
College Preparatory
College Preparatory
Year Founded
1907
1907
Campus Size
230 acres
125 acres
Student Body
Enrollment
268 students
315 students
% Students of Color
16%
26%
% International Students
15%
20%
% Students Boarding
80%
70%
Offers Post-Grad Year
Yes
No
Academics and Faculty
Saturday Classes
No
No
Student : Teacher Ratio
5:1
7:1
# of AP / Advanced Courses Offered
19
18
% Faculty with Advanced Degree
65%
72%
Summer Program Offered
No
Yes
Tuition Cost
Endowment Size
$55 million
$28 million
Yearly Tuition
(Boarding Students)
(Boarding Students)
$73,500
$66,200
Yearly Tuition
(Day Students)
(Day Students)
$52,300
(7th & 8th Grade Day - $35500)
(7th & 8th Grade Day - $35500)
$35,600
Yearly Tuition
(5 Day Boarding)
(5 Day Boarding)
$62,750
$49,300
% Students on Financial Aid
50%
40%
Avg. Financial Aid Grant
$32,500
$25,000
Merit Scholarships Offered
No
No
Acceptance Rate
Application Deadline
Feb. 1 / rolling
Jan. 15
SSAT Required
Yes
Yes
Acceptance Rate
50%
60%
Director of Admissions
Jeff Beck
Associate Director of Admissions
Meredith Timone
AP / Advanced Courses
# of AP / Advanced Courses Offered
19
18
Courses
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
Sports
# Interscholastic Sports Offered
18
16
Extracurriculars
Total Extracurricular Organizations
58
23
Extracurriculars
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, 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, Film Club, Jazz Club, Pottery Club, String Music Club, Theater, Trinitones
Recreational Athletic Programs:
Health & Wellness, Mountain Biking Club, Outdoor Club, Quarterback Club, Strength and Conditioning
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, 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, Film Club, Jazz Club, Pottery Club, 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
31
Trinity College
18
University of Vermont
17
Syracuse University
16
St. Lawrence University
15
Boston University
12
Emory University
12
Elon University
11
George Washington University
11
Rensselaer Polytechnic Institute
11
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 $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 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
Review
Description
Trinity-Pawling School Alumni #1
Class of 1980
5.0010/21/2021
University of Denver, western state university-law
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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