The Winchendon School (2026 Profile)

5.00 (2 reviews)

Tel: (978) 297-4476

172 Ash Street
Winchendon, MA 01475

winchendon.org

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The Winchendon School Photo #3 - Winchendon scores!

The Winchendon School Photo #4 - Champions!

The Winchendon School Photo #5 - Commencement

The Winchendon School Photo #6 - Back-to-back Small School champions

The Winchendon School Photo #8 - Physics class making waves

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 Facts (2026)

Grades: 9-12, PG
Enrollment: 285 students
Yearly Tuition (Boarding Students): $70,900
Yearly Tuition (Day Students): $35,500
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 307 schools) for:

School Overview

| 2025 School Data

The Winchendon School

Boarding School Avg.

School Focus

College Preparatory

Grades Offered

9-12, PG

9-12

School Type

Co-ed

ADD/ADHD Support

Yes

Supports Learning Differences (LD)

Yes

Religious Affiliation

Non-denominational

Year Founded

1926

1909

Campus Size

326 acres

125 acres

Student Body

Enrollment

285 students

300 students

% Students of Color

14%

25%

% International Students

25%

20%

% Students Boarding

75%

70%

Average ACT score

30
(Out of 36)

*National Avg. »View

Offers Post-Grad Year

Yes

Academic Profile

Saturday Classes

Classroom Dress Code

Casual

Average Class Size

8 students

* National Avg. »18

Student-Teacher Ratio

5:1

7:1

# of AP / Advanced Courses Offered

ESL Courses Offered

Yes

% Faculty with Advanced Degree

50%

70%

Summer Program Offered

Yes

# of AP / Advanced Courses Offered

Courses

BiologyCalculus AB

ChemistryChinese Language and Culture

Comparative Government and PoliticsComputer Science A

English Language and CompositionEnglish Literature and Composition

Environmental ScienceEuropean History

French Language and CultureLatin

MacroeconomicsMicroeconomics

PhysicsPsychology

Spanish Language and CultureStatistics

US Government and PoliticsUS History

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Tuition & Financial Aid

Endowment Size

$30 million

$25 million

Yearly Tuition
(Boarding Students)

$70,900
(7 and 5 day boarding available: 5-day $59750)

$59,900

Yearly Tuition
(Day Students)

$35,500

$33,500

Yearly Tuition
(5 Day Boarding)

$59,750

$44,000

% Students on Financial Aid

40%

Avg. Financial Aid Grant

$20,000

$25,000

Merit Scholarships Offered

Yes

Admissions

Application Deadline

Jan. 15 / rolling

Jan. 15

Accepts Standardized Application (SAO and/or Gateway)

Yes

SSAT Required

Yes

Acceptance Rate

40%

58%

Director of Admissions

John Toffey

Associate Director of Admissions

Erika Rothkegel

Application URL

Online Application

Sports

# Interscholastic Sports Offered

Sports

Alpine SkiingBadminton

BaseballBasketball

Cross Country RunningCycling

GolfIce Hockey

Indoor SoccerLacrosse

SnowboardingSoccer

SoftballSwimming

TennisUltimate Frisbee

Volleyball

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Colors

Not specified in the text

Extracurriculars

Total Extracurricular Organizations

Extracurriculars

Club or Organization:

Affinity GroupCommunity Service Club

Current Events & DebateGreen Key Student Ambassadors

Math TeamModel United Nations

National Honor SocietyNewspaper

RoboticsService Learning Groups

Student Government

Arts and Music Programs:

A cappella groupDrawing

Theater Productions

Recreational Athletic Programs:

AerobicsFun Fitness

Strength and Conditioning

College Matriculation

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

View Matriculation Data

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.
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 Curateurs.com 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

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Frequently Asked Questions

How much does The Winchendon School cost?

The Winchendon School's tuition is approximately $70,900 for boarding students and $35,500 for day students.

What schools are The Winchendon School often compared to?

The Winchendon School is 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 58%.

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 17 interscholastic sports: Alpine Skiing, Badminton, Baseball, Basketball, Cross Country Running, Cycling, Golf, Ice Hockey, Indoor Soccer, Lacrosse, Snowboarding, Soccer, Softball, Swimming, 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

Review

Description

The Winchendon School Alumni #1
Class of 2017
5.008/4/2018
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. . .

The Winchendon School Alumni #2
Class of 1980
5.007/18/2017
Texas

Small class size with support services and the golf course. . .

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