Trinity-Pawling School

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Trinity-Pawling School An all-boys college prep school in New York that provides a dynamic learning experience for grades 7-12/postgraduates.
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Trinity-Pawling is a boarding school for boys, nestled in the Hudson Valley, 60 miles from New York City. We offer an individualized educational experience to 275 boys, from 25 states and 20 countries, in grades 7-12 and postgraduates. Trinity-Pawling has reimagined what is possible and developed an innovative educational experience custom-designed for boys — our expertise in how boys learn best has become critically important in today’s educational environment. Trinity-Pawling provides a learning environment with dynamic, student-centered programs; an experiential, project-based curriculum; a culture of engagement and mentorship; and established avenues for developing self-awareness and an appreciation for relationships and mutuality. Our teaching and learning model is forward-thinking, vigorous, and engaging — offering 100 academic courses, 17 AP courses, 13 athletic teams competing in the New England Founders League, and a multitude of co-curricular activities. At Trinity-Pawling, we are focused on providing boys with a distinctive education and a transformational experience. We are the next-generation school for boys.

The October edition of “The Quad” is here, featuring a preview of Homecoming and Reunion Weekend, an introduction to our...
10/13/2026

The October edition of “The Quad” is here, featuring a preview of Homecoming and Reunion Weekend, an introduction to our new Prefects, fall athletics highlights, and much more!
Read The Quad 🔗 https://bit.ly/4yi5Kbs

Congratulations to Ed Hauser P ’96, ’99, former Physical Plant Manager at Trinity-Pawling School, who was honored at the...
10/13/2026

Congratulations to Ed Hauser P ’96, ’99, former Physical Plant Manager at Trinity-Pawling School, who was honored at the Pawling Community Foundation’s 2026 Gala over the weekend!

Ed’s dedication, service, and lasting contributions to the Pawling community have made a meaningful impact. We are proud to celebrate this well-deserved recognition and grateful for his many years of commitment to our School and the greater Pawling community.

Last Week in Trinity-Pawling Athletics! 🦁🔥It was a week of exciting victories, strong performances, and standout moments...
10/13/2026

Last Week in Trinity-Pawling Athletics! 🦁🔥

It was a week of exciting victories, strong performances, and standout moments for the Pride! Here's a look at last week's highlights:

🚵 Mountain biking: The Pride finished second in Wednesday's race, with Des Lennox ’31 placing second and Connor Szczesniewski ’29 finishing third in Category 3. The team currently sits second overall in the league standings.

⚽ Thirds soccer: The Pride earned a big 4–2 victory over Brunswick on Wednesday, with a balanced offensive effort and solid play in net from Nolan Mokler ’29.

⚽ Varsity soccer: The Pride tied St. Thomas More 1–1 on Saturday, playing a complete game with solid performances throughout the lineup. Marcos Bueso ’27 was strong in net, while Felix West ’27 scored his first goal in a Pride uniform on a penalty kick.

⚽ JV soccer: The Pride dropped a tight game to Berkshire. Despite playing well throughout the match, the team couldn't find the back of the net.

🏃 Cross country: The Pride split the weekend, falling to Kent and earning a victory over Berkshire. Trent Miller ’29, Max Godard ’28, and Gavin Hida ’27 were Trinity-Pawling's top three finishers. Henry Davidson ’30 had a solid afternoon, and Kevin Fries ’29 ran his best race of the season.

🏈 Varsity football: The Pride earned an exciting 20–13 victory over Canterbury! After trailing 13–0, the Pride scored 20 unanswered points to secure the win. Mikai Clarke ’27 finished with six tackles, while Ebo Arthur-Mensah ’29 recorded two tackles for a loss and pass breakup. Lucas Wheeler ’27 had three catches for 91 yards, Pierre Smith ’27 added two catches for 44 yards, and Terrion Ivy-Akins ’27 finished with 11 carries for 70 yards and a touchdown. Charlie Smith ’27 was 9 for 15 and threw for 183 yards and two touchdowns. Hudson Schroeder ’27 finished with two catches for 45 yards and two touchdowns, along with two punt returns for a total of 40 yards. Defensively, Hudson added three tackles and a pass breakup.

Congratulations to Hudson Schroeder ’27 and Felix West ’27 on being named this week's Pride Athletes of the Week!

The Pawling Concert Series welcomes internationally acclaimed jazz vocalist Elizabeth Bougerol to Gardiner Theater at Tr...
10/12/2026

The Pawling Concert Series welcomes internationally acclaimed jazz vocalist Elizabeth Bougerol to Gardiner Theater at Trinity-Pawling School on Friday, October 16, at 8:00 PM! 🎶
Co-founder of The Hot Sardines, Bougerol brings her own band to the stage for an evening of vintage swing and early jazz, blending timeless music with warmth, wit, and storytelling.
Join the Pawling Concert Series for a memorable night of music right here on campus!
For tickets and more information, visit www.pawlingconcertseries.org.

A big win for the Pride! 🦁🏈This past Saturday, varsity football battled Canterbury to earn a 20–13 victory! Congratulati...
10/12/2026

A big win for the Pride! 🦁🏈
This past Saturday, varsity football battled Canterbury to earn a 20–13 victory! Congratulations to the team and coaches on a great performance!

We were delighted to welcome so many families to campus for Parents’ Weekend! It was a wonderful opportunity to spend ti...
10/12/2026

We were delighted to welcome so many families to campus for Parents’ Weekend! It was a wonderful opportunity to spend time together, connect with our community, and share in your sons’ experiences at Trinity-Pawling. Thank you for joining us and for your continued support of the School!

Let's go, Pride! 🦁Our student-athletes are ready to give it their all! See what's on the schedule this week and help us ...
10/12/2026

Let's go, Pride! 🦁
Our student-athletes are ready to give it their all! See what's on the schedule this week and help us cheer them on!

Congratulations to Carolina Elosua-Portugal, the 2026 recipient of the Edward A. Arditti ’51 Award for Faculty Excellenc...
10/09/2026

Congratulations to Carolina Elosua-Portugal, the 2026 recipient of the Edward A. Arditti ’51 Award for Faculty Excellence! 🎉

Named in honor of Edward Arditti ’51 and his son Ted Arditti ’94, this award recognizes teaching excellence — celebrating faculty who go above and beyond daily expectations to enhance the student experience at Trinity-Pawling.

In presenting the award today, Head of School Bill Taylor shared comments submitted by faculty members:

“Carolina works tirelessly to make sure that she understands her students' needs and that she gives each boy the attention they require.” … “She not only cares about the boys' success but also about their understanding of the material being taught. […] It is always a pleasure working with Carolina because she always has the boys' best interests in mind.” … “Carolina is one of the most helpful and accommodating teachers at the school. She works constantly to reach students in ways that suit them.” … “Her dedication to each student is amazing. No matter the circumstance, she never gives up on a boy.” … “I am in awe of her ability to never give up on a boy. She is an inspiration.”

Well deserved, Carolina! Thank you for your incredible dedication to our students and our community.

Your classmates. Your memories. Your Trinity-Pawling community. 💙💛Homecoming and Reunion Weekend is October 23–24! We ca...
10/09/2026

Your classmates. Your memories. Your Trinity-Pawling community. 💙💛

Homecoming and Reunion Weekend is October 23–24! We can’t wait to welcome alumni back to campus for a weekend filled with familiar faces, shared memories, and plenty of opportunities to reconnect.

Register today: www.trinitypawling.org/reunion

Address

700 Route 22
Pawling, NY
12564

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