The Winchendon School

The Winchendon School (TWS) is a coeducational, boarding and day school for grades 9-12 & PG. Located sixty-five miles (105 km) from Boston on over 300 acres in central Massachusetts, The Winchendon School sits in the shadow of Mount Monadnock.
We believe attention is the key to student success. 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 (2021)

  • Top Ranked MA School
  • Grades: 9-12
  • Students: 285 students
  • Yearly Tuition: $65,725
  • Acceptance rate: 40%
  • Average class size: 8 students
  • Application Deadline: Jan. 15 / Jan. 15 / rolling

Top Placements

The Winchendon School places among the top 20% of private schools in Massachusetts for:

Sports offered
School History

School Overview

Religious Affiliation
Grades Offered
Grades 9-12
Offers Post-Graduate Year
ADD/ADHD Support
Learning Difference Programs
Year Founded
Summer School Offered
Summer Program Details

Student Body

Total Students
285 students
Student Body Type
% Students of Color
State avg.: 27%
Students by Grade
The Winchendon School Student By Grade

Academics and Faculty

Total Classroom Teachers
50 teachers
Student : Teacher Ratio
National avg.: 13:1
% Faculty w/Advanced Degree
Average Class Size
8 students
Number of AP Courses
19 courses
Advanced Courses
AP Chinese Language and Culture, AP Comparative Government and Politics, AP Computer Science A, AP Environmental Science, AP Environmental Science, AP European History, AP French Language and Culture, AP Latin, AP Literature and Composition, AP Physics 1, AP Psychology, AP Spanish Language and Culture, AP United States Government and Politics, AP United States History
Average ACT score
Matriculation DataMatric. Data
Classroom Dress Code

Finances and Admission

Admission Deadline
Jan. 15 / Jan. 15 / rolling
Yearly Tuition Cost
Tuition Notes
Massachusetts Boarding CampusDay: $26,000 5-Day Boarding: $54,500 7-Day Boarding: $65,725 7-Day "In-Network" Boarding: $54,500 - (For families living within 25 miles of the NYC Campus - who choose the MA campus as boarding students)
% on Financial Aid
Average Financial Aid Grant
Acceptance Rate
National avg.: 85%
Admissions Director
John Toffey
Admissions Associate
Brian Troy
Endowment Size
$30 million



Total ExtracurricularsTotal Extra-curric.
22 extracurriculars
Club or Organization:
Community Service, Digital Media, Green Key Student Ambassadors, Journalism, Math Club, Model United Nations, National Honor Society, Newspaper, Robotics, Service Learning, Student Government, Yearbook

Arts and Music Programs:
Acappella Singers, Ceramics, Drawing, Jazz Ensemble, Painting, Photography, Theater Production

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

School Notes

  • At The Winchendon School, we are guided by real-world learning through innovation, relevance, and inquiry. 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 won`t give students the answer; rather, we will guide them to find it on their own. Our Signature Programs; Global Dynamics, Service Learning, and ColLABs reflect our commitment to providing an education rich in innovation, relevance, and inquiry-driven. Our classrooms aren't confined to four walls. Students have two opportunities a year (for a total of five weeks) to pursue a graded, single focus immersive. These ColLABs (Collaborative Laboratories) 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. The School`s Service Learning program engages all of our students in a mutually beneficial, sustainable, community-driven development program for students to find their own story and identity.Engaged learning begins with asking "Why?"  The day is designed around the discovery of information and connecting to real-world issues. Global Dynamics, our two-credit course blends English, history, and regional cultural understanding. In Global Dynamics (we call it GD) 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? In GD, students explore and present on topics. Global Dynamics, Service Learning, and ColLABs give students a platform to tell a richer story about who they want to be and how they will impact the world. 

School Reviews

  5.00 out of 5  (3 reviews)
I graduate from The Winchendon School in 2017 and I still miss it! The Winch helped me reach my full potential as a student and as a well rounded person. I was able to get accepted into Boston College because of the academic success I had during my time at Winchendon and the incredible array of opportunities and resources available to me. I was able to travel to Nicaragua, Haiti, Paris, Canada, participate in the Service Learning Program, play three varsity sports and participate in two ColLAB experiences during my time at Winchendon. I also met some of the most diverse people from counties all over the world and was able to exchange perspectives and cultures.
- Posted by
Our children were given more opportunities and were taught how to learn smarter, thereby opening up more college possibilities. They would not be in their highly selective colleges now if they hadn't gone to The Winchendon School.
- Posted by
My son loved this school, he graduated May of 2017 after getting into his dream college as a Computer Engineering major. The Robotics team, Model UN, and theater programs all helped him gain confidence and the skills needed for entry into a competitive college. Thank you, Winch!
- Posted by

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Quick Stats (2021)

  • Top Ranked MA School
  • Grades: 9-12
  • Students: 285 students
  • Yearly Tuition: $65,725
  • Acceptance rate: 40%
  • Average class size: 8 students
  • Application Deadline: Jan. 15 / Jan. 15 / rolling

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Did You Know?

The average private school tuition in Worcester County, MA is $16,235 for elementary schools and $32,075 for high schools (read more about average private school tuition across the country).
The average acceptance rate in Worcester County, MA is 82% (read more about average acceptance rates across the country).

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