The Winchendon School

172 Ash Street
Winchendon, MA 01475
The Winchendon School (TWS) is a coeducational, boarding and day school for grades 9-12 & PG. A day and boarding campus is located outside of Boston on over 300 acres in central Massachusetts, The Winchendon School is nestled between Mount Monadnock and Mount Wachusetts. A city day campus is located in New York City in Herald Square.
Our 285 students work collaboratively in small group settings.
Our program is designed to allow every student and their learning style to be known and celebrated.

Quick Stats (2024)

  • Grades: (Boarding) 9-12, PG
  • Enrollment: 285 students
  • Yearly Tuition (Boarding Students): $70,900
  • Acceptance rate: 40%
  • Average class size: 8 students
  • Application Deadline: Jan. 15 / rolling
  • Source: Verified school update

Top Rankings

The Winchendon School ranks among the top 20 boarding schools (out of 285 schools) for:

Student Attention
Student Test Scores

School Overview

Definition of Terms | 2023 School Data
The Winchendon School
Boarding School Avg.
School Focus
College Preparatory
College Preparatory
Grades Offered (Boarding)
9-12, PG
School Type
ADD/ADHD Support
Supports Learning Differences (LD)
Religious Affiliation
Year Founded
Campus Size
326 acres
126 acres

Student Body

285 students
319 students
% Students of Color
% International Students
% Students Boarding
Average ACT score
(Out of 36)
*National Avg. »View
Offers Post-Grad Year

Academics and Faculty

Saturday Classes
Classroom Dress Code
Average Class Size
8 students
* National Avg. »18
Student : Teacher Ratio
# of AP / Advanced Courses Offered
ESL Courses Offered
% Faculty with Advanced Degree
Summer Program Offered

Tuition Cost

Endowment Size
$30 million
$27 million
Yearly Tuition
(Boarding Students)
(7 and 5 day boarding available: 5-day $59750)
Yearly Tuition
(Day Students)
Yearly Tuition
(5 Day Boarding)
% Students on Financial Aid
Avg. Financial Aid Grant
Merit Scholarships Offered

Acceptance Rate

Application Deadline
Jan. 15 / rolling
Jan. 15
SSAT Required
Acceptance Rate
Director of Admissions
John Toffey
Associate Director of Admissions
Erika Rothkegel

AP / Advanced Courses

# of AP / Advanced Courses Offered
Biology, Calculus AB, Chemistry, Chinese Language and Culture, Comparative Government and Politics, Computer Science A, English Language and Composition, English Literature and Composition, Environmental Science, European History, French Language and Culture, Latin, Macroeconomics, Microeconomics, Physics, Psychology, Spanish Language and Culture, Statistics, US Government and Politics, US History



Total Extracurricular Organizations
Club or Organization:
Affinity Group, Community Service Club, Current Events & Debate, Green Key Student Ambassadors, Math Team, Model United Nations, National Honor Society, Newspaper, Robotics, Service Learning Groups, Student Government

Arts and Music Programs:
A cappella group, Drawing, Theater Productions

Recreational Athletic Programs:
Aerobics, Fun Fitness, Strength and Conditioning

College Matriculation

Year: 2016 - 2021
10 Most Popular College Choices  (# Enrolled)
Northeastern University
Boston College
Boston University
Colby College
Cornell University
Hamilton College
Bowdoin College
Dartmouth College
Stanford University
United States Naval Academy

School Notes

  • At The Winchendon School, we are guided by real-world learning. Classes are exciting and energetic; teachers reject lecturing and instead design active learning environments where students lead discussions, debate questions, and draw their own conclusions. 
  • We encourage academic risks, self-reflection, and practical learning. Whether studying street art in New York City, working on an internship studying gravitational waves at LIGO (Laser Interferometer Gravitational-Wave Observatory), or designing web animation, students are actively engaged in learning.
  • Students connect studying to life beyond school, preparing them to be leaders and innovators. Backed by recent research, we know students learn better when they have strong connections with the people around them. The leaders of tomorrow must learn to connect with their communities locally and globally. 
  • Engaged learning begins with asking "Why?"  The day is designed around the discovery of information and connecting to real-world issues. Students go beyond rote memorization of facts. Could you live on two dollars a day in Honduras? Why isn`t there enough food in the world, or is there? Learning to think big, take action, and have impact gives students a platform to tell a richer story about who they want to be and how they will impact the world. 
  • The Winchendon School accreditations: NEASC, NAIS
  • Sample of notable school alumni/alumnae:
    • Perry Dye ‘71 - Founder and president of Dye Designs. He is a world renowned golf course designer and has contributed to the design of hundreds of courses world wide. Golf Digest has ranked many of Perry’s courses at the top of their lists.
    • Greg Selkoe ‘92 - Founder and CEO of XSET Former CEO/Founder of Karmaloop, Previously led and former President of FaZe.
    • Bruno Sundov ‘99 - The 7’3 inch student athlete from Split, Croatia had already been drafted in the NBA’s by the Dallas Mavericks in 1998, the year of the NBA Lockout. Because of the work stoppage, Bruno decided to attend The Winchendon School to learn English.
    • Francisco Garcia ‘02 - Started at Winchendon, then moved on to play for Legendary Coach Rick Pitino at the University of Louisville. He was drafted in the first round of the 2005 NBA Draft by the Sacramento Kings and played for ten seasons in Sacramento, CA and Houston, TX.
    • Lauren Kelly ‘14 - Was an outstanding student athlete starring in multiple sports signed a scholarship to attend Northeastern University to play for the Women’s Hockey Team. She is a former recipient of the Jason Ritchie Scholarship while at Winchendon and captain of the te
    • Max MacKenzie ‘16 - Is an American actor, voice over artist, producer, and activist. After taking up acting at The Winchendon School, he debuted in his first film at the age of 18, in ‘Just Say Goodbye’ and also starred in an episode of Investigation Discovery’s highest rate
    • Bryan Perla '17 - Caused a bidding war on Shark Tank for the product he developed while a student at The Winchendon School during ColLAB program.
    • Sophie Jamison '18 - Known to millions of followers on social media as Sophie Lightning.
Source: Verified school update

Frequently Asked Questions

How much does The Winchendon School cost?
The Winchendon School's tuition is approximately $70,900 for boarding students.
What schools are The Winchendon School often compared to?
The Winchendon Schoolis often viewed alongside schools like Cushing Academy by visitors of our site.
What is the acceptance rate of The Winchendon School?
The acceptance rate of The Winchendon School is 40%, which is lower than the boarding school average of 60%.
Who are famous alumni from The Winchendon School?
The Winchendon School famous alumni include: Perry Dye ‘71, Greg Selkoe ‘92, Bruno Sundov ‘99, Francisco Garcia ‘02, Lauren Kelly ‘14, Max MacKenzie ‘16, Bryan Perla '17 and Sophie Jamison '18.
What sports does The Winchendon School offer?
The Winchendon School offers 16 interscholastic sports: Alpine Skiing, Badminton, Baseball, Basketball, Cross Country, Cross Country Running, Dance, Golf, Ice Hockey, Lacrosse, Snowboarding, Soccer, Softball, Tennis, Ultimate Frisbee and Volleyball.
What is The Winchendon School's ranking?
The Winchendon School ranks among the top 20 boarding schools for Small average class sizes and High ACT scores.
When is the application deadline for The Winchendon School?
The application deadline for The Winchendon School is Jan. 15 / rolling (applications are due on Jan. 15 but additional applications are reviewed year-round as space permits ).

Alumni Reviews Review School


Class of 2017
Boston College
At the Winchendon School, small class sizes with no more than 8 or so students per class allow students valuable one on one time with teachers and more opportunities for participation during class. No students. . .

Class of 1980
Small class size with support services and the golf course. . .
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Quick Stats (2024)

  • Grades: (Boarding) 9-12, PG
  • Enrollment: 285 students
  • Yearly Tuition (Boarding Students): $70,900
  • Acceptance rate: 40%
  • Average class size: 8 students
  • Application Deadline: Jan. 15 / rolling
  • Source: Verified school update

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