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  • Oct 15 2016 Cross-Country vs Millbrook & Hotchkiss
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  • Trinity-Pawling National Signing Day
  • November 19 2016 V Football vs Choate
  • Nov 11 2016 V Football vs Kent
  • Nov 5 2016 V Football vs Brunswick
  • October 29 2016 V Football vs Salisbury
  • October 21 2016 V Football vs Hotchkiss
  • October 15 2016 V Football vs Williston
  • October 8 2016 V Football vs Taft
  • Sept 24 2016 V Football vs Avon
  • Sept 14 2016 Scrimmage V Football vs Hotchkiss
  • Varsity Soccer
  • October 19 2016 V Soccer vs Westminster
  • September 23 2016 V Soccer vs Gunnery
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  • October 12 2016: JV Soccer vs Brunswick
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  • Lower Football
  • Oct 5, 2016 Lower Football vs Canterbury
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  • October 12 2016 Fourth Soccer vs Salisbury
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  • Spring Teams Photo 2015-2016
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  • Spring Teams Photo 2015-2016
  • Spring Teams Photos 2015-2016
  • Varsity Baseball
  • May 9 2016 V Baseball vs Loomis
  • April 27 2016 V Baseball vs Taft
  • April 23 2016 V Baseball vs Kingswood
  • Varsity Golf
  • Varsity Golf team
  • Varsity Lacrosse
  • May 25 V Lacrosse vs Taft
  • May 11 2016 V Lacrosse vs Choate
  • April 23 2016 V Lacrosse vs Westminster
  • April 9 2016 Varsity Lacrosse "The Program"
  • Scrimmage: V Lacrosse vs Springside Chestnut Hill
  • Scrimmage: V Lacrosse vs Tower Hill School, DE
  • Varsity Tennis
  • Varsity Track and Field
  • May 7 Varsity Track and Field vs Masters
  • Varsity Track and Field at Berkshire Quads meet
  • JV Baseball
  • May 21 2016 JV Baseball vs Avon
  • JV Lacrosse
  • May 18 2016 JV Lacrosse vs Hotchkiss
  • May 7 2016 JV Lacrosse vs Avon
  • April 30 2016 JV Lacrosse vs Berkshire
  • April 27 2016 JV Lacrosse vs Storm King
  • April 13 2016 JV Lacrosse vs Salisbury
  • JV and Thirds Tennis
  • May 11 2016 Thirds Tennis vs Forman
  • May 11 2016 JV Tennis vs Canterbury
  • Thirds Lacrosse
  • April 18 2016 Thirds Lacrosse vs Canterbury
  • Athletics Winter
  • Winter Team photos 2016-2017
  • Varsity Basketball 2016-2017
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  • JV Basketball 2016-2017
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  • Thirds Basketball, Hockey and Squash 2016-2017
  • Winter Team photos 2016-2017
  • Winter Team photos 2016-2017
  • Varsity Basketball 2016-2017
  • December 10 2016 V Basketball vs Salisbury
  • Varsity Hockey 2016-2017
  • February 8 2017 V Hockey vs Canterbury
  • February 1 2017 V Hockey vs Salisbury
  • January 25 2017 Varsity Hockey vs Choate
  • January 20 2017 V Hockey vs Lawrenceville
  • January 11 2017 V Hockey vs Kent
  • December 11 2016 V Hockey vs Brunswick
  • December 3 2016 V Hockey vs Loomis Chaffee
  • Varsity Skiing 2016-2017
  • Varsity Squash 2016-2017
  • January 14 2017 V Squash vs Brunswick
  • Varsity Wrestling 2016-2017
  • January 25 2017 Wrestling vs Choate
  • January 21 2017Wrestling vs Canterbury
  • JV Basketball 2016-2017
  • December 10 2016 JV Basketball vs Salisbury
  • JV Hockey 2016-2017
  • JV Hockey Senior Day
  • February 1 2017 JV Hockey vs Salisbury
  • January 11 2017 JV Hockey vs Kent
  • JV Squash 2016-2017
  • February 8 2017 JV Squash vs Hotchkiss
  • January 19 2017 JV Squash vs Canterbury
  • Thirds Basketball, Hockey and Squash 2016-2017
  • January 25 2017 Thirds Squash vs Millbrook
  • January 25 2017 Thirds Hockey vs Kent
  • Fall Term Events
  • November 14, 2016 Astromomy Class, Rocket Launch
  • Fall Play: One Man, Two Guvnors
  • October 23 2016 Breast Cancer Walk
  • October 21, 2016 Anthropology Class at the Bronx Zoo
  • October 11 2016 Studio Art Class: Hands in Motion
  • October 11 2016 Advanced Art Class - Drawing Buildings
  • Foundation Art Class Hudson River Tribute
  • Photography Class: Photo Stone Church Trip
  • Sept 29 2016, Sophomore Leadership with Mike Weber
  • Sept 22 2016 - All School Photo
  • Sept 21 2016 Advance Art Class:Perspective Drawing
  • September 15 2016 Studio Art Class-Drawing Trees
  • September 10 2016, House Cup Field Day
  • November 14, 2016 Astromomy Class, Rocket Launch
  • November 14, 2016 Astromomy Class, Rocket Launch
  • Fall Play: One Man, Two Guvnors
  • Nov 3 & 4 2016 Fall Play: One Man, Two Guvnors
  • October 23 2016 Breast Cancer Walk
  • October 23 2016 Breast Cancer Walk
  • October 21, 2016 Anthropology Class at the Bronx Zoo
  • October 21, 2016 Anthropology Class at the Bronx Z
  • October 11 2016 Studio Art Class: Hands in Motion
  • October 11 2016 Studio Art Class: Hands in Motion
  • October 11 2016 Advanced Art Class - Drawing Buildings
  • October 11 2016 Adv Art Class - Drawing Buildings
  • Foundation Art Class Hudson River Tribute
  • Foundation Art Class Hudson River Tribute
  • Photography Class: Photo Stone Church Trip
  • Photography Class: Photo Stone Church Trip
  • Sept 29 2016, Sophomore Leadership with Mike Weber
  • Sept 29 2016, Sophomore Leadership with Mike Weber
  • Sept 22 2016 - All School Photo
  • Sept 22 2016 - All School Photo
  • Sept 21 2016 Advance Art Class:Perspective Drawing
  • Sept 21 2016 Advance Art Class:Perspective Drawing
  • September 15 2016 Studio Art Class-Drawing Trees
  • September 15 2016 Studio Art Class-Drawing Trees
  • September 10 2016, House Cup Field Day
  • September 10 2016, House Cup Field Day
  • Winter Term Events
  • February 9 2017 Snow Storm
  • Feb 1 2017 Advance Art - Abstract Painting
  • Jan 27 2017 Chinese New Year
  • Jan 27 2017 Chinese New Year
  • January 2017 Pond Hockey
  • Jan. 12 2017 AP US History visits FDR Presidential Library
  • December 9 2016 Winter Concert
  • February 9 2017 Snow Storm
  • February 9 2017 Snow Storm
  • Feb 1 2017 Advance Art - Abstract Painting
  • Feb 1 2017 Advance Art - Abstract Painting
  • Jan 27 2017 Chinese New Year
  • Jan 27 2017 Chinese New Year
  • Jan 27 2017 Chinese New Year
  • January 2017 Pond Hockey
  • January 2017 Pond Hockey
  • Jan. 12 2017 AP US History visits FDR Presidential Library
  • AP US History visits FDR Presidential Library
  • December 9 2016 Winter Concert
  • December 9 2016 Winter Concert
  • Spring Term Events
  • May Day, Community Service Day, May 1 2016
  • April 28 2016_Drafting Class at Westchester Modular
  • April 21 2016 Drafting Class to Crisp Architects in Millbrook
  • April 21 2016 Building Letters with the Prefects for Bonfire
  • April 17 2016 Ropes Course
  • Studio Art Class, Face Masks
  • April 30 2016_Class of 2016_Dodgeball_
  • April 20, 2016 Sophomore Tree Dedication
  • May Day, Community Service Day, May 1 2016
  • May Day, Community Service Day, May 1 2016
  • April 28 2016_Drafting Class at Westchester Modular
  • April 28 2016_Drafting Class at Westchester Modula
  • April 21 2016 Drafting Class to Crisp Architects in Millbrook
  • April 21 2016 Drafting Class to Crisp Architects
  • April 21 2016 Building Letters with the Prefects for Bonfire
  • April 21 2016 Building Letters with the Prefects
  • April 17 2016 Ropes Course
  • April 17 2016 Ropes Course
  • Studio Art Class, Face Masks
  • Studio Art Class, Face Masks
  • April 30 2016_Class of 2016_Dodgeball_
  • April 30 2016_Class of 2016_Dodgeball_
  • April 20, 2016 Sophomore Tree Dedication
  • April 20, 2016 Sophomore Tree Dedication
  • Music and Theater
  • Spring Concert
  • Fall, Winter and Spring Theater
  • Fall, Winter and Spring Concerts
  • Spring Concert
  • Fall, Winter and Spring Theater
  • February 18 & 19, 2016 Winter Musical: Spamalot
  • Nov 5 & 6 2015 Fall Play: Drop Dead
  • Fall, Winter and Spring Concerts
  • May 28 2016 Spring Concert
  • May 13 2016 Rock Concert
  • Dec 11 2015 Winter Concert
  • Middle School
  • Sept 28 2016 Middle School Soccer vs IMS
  • Sept 25-27, 2016 MS 8th Grade Hiking Trip
  • Middle School: Sept 20 2016 Leadership Program
  • Sept 28 2016 Middle School Soccer vs IMS
  • Sept 28 2016 Middle School Soccer vs IMS
  • Sept 25-27, 2016 MS 8th Grade Hiking Trip
  • Sept 25-27, 2016 MS 8th Grade Hiking Trip
  • Middle School: Sept 20 2016 Leadership Program
  • Middle School: Sept 20 2016 Leadership Program
  • Alumni & Development
  • Reunion 2010
  • Reunion Weekend 2010
  • Alumni Hockey Game
  • Sites and Sounds of TP
  • Reunion 2010
  • Reunion June 2010
  • Reunion Weekend 2010
  • Reunion 2010
  • Alumni Hockey Game
  • Alumni Hockey Game - February 13, 2010
  • Sites and Sounds of TP
  • TP sites and sounds video
  • Commencement Events
  • May 29 2016 Summa, Magna and Cum Laude Signing
  • May 28 2016 Stepping Up Awards
  • May 29 2016 Commencement
  • May 28 2016 Stepping Up Ceremony
  • May 29 2016 Summa, Magna and Cum Laude Signing
  • May 29 2016 Signing of the Cum Laude Awards
  • May 28 2016 Stepping Up Awards
  • May 28 2016 Stepping Up Awards
  • May 29 2016 Commencement
  • May 29 2016 Commencement
  • May 28 2016 Stepping Up Ceremony
  • May 28 2016 Stepping Up
  • Videos
  • Headmaster Smith Retirement Announcement
  • Student Life
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  • Headmaster Smith Retirement Announcement
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  • Quad Pride
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  • Admissions 1
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  • Bottini Soccer Goal
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  • International Students Video
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  • Trinitones
  • Trinitones in NYC
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  • Mini Challenge Sound and Light Show
  • Sound Show
  • Sound Show
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  • Turf Field Construction
  • Turf Field Construction
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  • Turf Field & Tennis Construction
  • Headmaster Search
  • Retirement Announcement Speech
  • Retirement Announcement Speech
  • Speech
  • Construction Faculty Housing
  • Faculty Row
  • Faculty Row
  • Faculty Homes
  • All Saints' Chapel Stained Glass
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  • Service Learning
  • Dominican Republic 2013
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A Commitment to Character

As we prepare young men for the world beyond Trinity-Pawling, we seek to convey this fundamental lesson: Character is the single most influential force to propel us forward - whether academically, physically, socially, or spiritually.

Trinity-Pawling has so much to offer!

Check out everything you can do and be in the pages on our site.  And if you'd like to contact us, we'd be happy to hear from you.  You can reach the admission office at 845-855-4825 or by email at admissions@trinitypawling.org

Not Just In the Classroom

What makes Trinity-Pawling unique? The Effort System is at the heart of everything we do.

The Pride

At Trinity-Pawling, every boy is a three-season athlete.  Whether he is learning the basics or has been excelling for years, he is part of the School's century-old athletic tradition.  T-P competes in the Founders' League, a highly competitive arena showcasing some of the nation's best prep school talent. T-P offers 13 interscholastic sports with 30 teams.

We're Seriously Creative

The Arts are an integral part of every Trinity-Pawling student's education. Whether they wish to develop existing talents or experiment with an entirely new form of expression, each student will have at least one year of music, theater, visual art or art history.

Welcome!

As a parent or guardian of a Trinity-Pawling student, you are a welcome member of the community. Your involvement through event attendance, participation in the Parents' Association, or simply staying connected is appreciated.

This could be you!

Over 100 years ago, Frederick Luther Gamage, Trinity-Pawling's Founding Headmaster, said, "Whether a boy succeeds or fails in the first instance at everything he tries is irrelevant.  The only boy who truly fails is the boy who fails to try."  Today, a century later, 315 boys live learn and grow together in an environment that fosters commitment, effort and character across the board.

Stay Connected!

Trinity-Pawling has a rich tradition of alumni connectivity. We want you to participate in the life and vitality of the School. Through this engagement, alumni will help Trinity-Pawling propel forward.

Stay Connected!

Trinity-Pawling has a rich tradition of alumni connectivity. We want you to participate in the life and vitality of the School. Through this engagement, alumni will help Trinity-Pawling propel forward.

As a convenience, Trinity-Pawling School links to Google Translation which provides an automated translation of our website. The tool is not perfect, and the context of the copy may not be precise when it is translated. As a result, sometimes the translation may lose some of its intended meaning. Therefore, Trinity-Pawling School cannot guarantee the accuracy of the converted text. Where there is any question, the English version is always the authoritative version of the website.

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