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Everyone learns differently.
We are experts at leading the way.

Each year, students with learning differences graduate from Trinity-Pawling prepared for college. These students come to us lacking confidence and disbelieving in their gifts. The Center for Learning Achievement recognizes the potential in each one of our students. We help him achieve his academic goals, renew his confidence, and plan his future. We offer vigorous, sequential, and systematic instructional programs to support our students. Our programs are tailored to boys who have dyslexia and/or a language-based learning difference, to students with executive function challenges, and to international students who lack academic English proficiency. Our dedicated teachers are trained in the successful Orton-Gillingham Approach. The nurturing, yet challenging, learning environment sets the bar high. Rather than simplifying content, we give each boy the tools he needs to process and retain information, unlocking his innate intelligence and curiosity. As students learn and grow in our program, we witness tremendous transformations. Our students draw on newfound strength and resilience to exceed their previous expectations, proving to themselves that they’re capable of academic achievement and success. Most dramatically, our students leave Trinity-Pawling more self-assured than they’ve ever been, armed with the tools required to succeed in college and in life.

Kurzweil 3000

This supportive text-to-speech software is available to students as another tool to help them develop and perfect their reading, writing, and study skills.

Learning Lab

Inspired by inquiry, Learning Labs are the unofficial “help desks” of Trinity-Pawling, and their scope is extensive. Students can access faculty, peer tutors, and media specialists for a range of guidance, from basic technology questions to short-term, in-depth writing support.

Boys arrive uncertain.
They graduate confident.

LEAD Program

The Language through Enrichment, Analysis and Development Program (LEAD) is vigorous and intense—we never simplify classroom content; we use the proven Orton-Gillingham Approach to make content accessible. Students start from the foundation and learn how to break down words, internalize spelling rules, and understand sentence structures. Our small classes of two or three students allow teachers to recognize the learning needs of each student. Students in the program are enrolled in three courses taken in conjunction with other classes at Trinity-Pawling. Our open-door policy means our instructors are accessible, teaching and guiding students inside and outside of the classroom throughout the day.

Executive Skills Program

The Executive Skills Program is a one-year, college preparatory course for students who need additional support following cognitive processes, such as planning and organizing, working from memory, problem solving, and self-monitoring. Our small classes allow teachers to develop individualized strategies based on each student’s specific needs. We measure progress based on a student’s ability to work independently and to self advocate under a wide range of circumstances—executive functioning traits that are necessary for success in the college environment.

English Mastery Program

The English Mastery Program is a two-year program designed to help international students grasp the English language so they can excel in academics at Trinity-Pawling and in college. Using a modified Orton-Gillingham method, we focus on mastering reading comprehension and listening skills before advancing to coursework that enhances written work and analytical abilities.

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

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.


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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