Hillside's mission to maximize each student's potential is achieved through our small class size, 7:1 student-teacher ratio, and our academic support programs tailored to meet each boy's needs. Our extracurricular programs develop and challenge each student to perform at his highest level through practice, competition, and outstanding teacher support. Spiritually, the school's focus on others, empathy, community, and leadership help develop the soul and spirit of each student. Hillside School is committed to offering the educational experience in a structured, inclusive, supportive enviornment.
Lower School (K-3): Co-Ed Day Middle School (4-9): Boys, Boarding & Day
45 miles west of Boston We provide a structured, supportive, and challenging academic environment and our innovative teaching for the 21st-century skills prepares our boys for secondary school and beyond.
The academic program is supplemented with the renowned Wicks Tutorial Center with certified learning specialists providing small group tutorials offered in language arts, math, executive function, and social skills, for those students needing extra support.
Boarding and day students enjoy a rich curriculum that includes a broad after school program including competitive athletics, extracurricular activities, the Innovation Lab, and the Hillside Farm.
Our unique academic and leadership program, Shades of Blue, builds character while holding our students accountable to our core values.
Community inclusiveness is our hallmark; we welcome you to come to see for yourself.
Quick Facts (2026)
- Grades: (Boarding Students) 4-9
- Grades: (Day Students) K-9
- Enrollment: 145 students
- Yearly Tuition (Boarding Students): $69,500
- Yearly Tuition (Day Students): $40,400
- Acceptance rate: 70%
- Average class size: 12 students
- Application Deadline: None / Rolling
- Source: Verified school update
Upcoming Events and News
- Virtual Event - Tue., June 16, 2026 8:00pm (EDT) - get more information!
- Virtual Event - Tue., June 23, 2026 8:00pm (EDT) - get more information!
- Virtual Event - Tue., June 30, 2026 8:00pm (EDT) - get more information!
- - 05/07/2026On May 6, 2026, Hillside welcomed over a hundred members of the Daughters of the American Revolution (DAR) to campus for the annual DAR Day.
- - 04/03/2026Student Nicolas Luizzo '27 led Hillside School's Varsity Hockey program in raising nearly $17,000 to benefit charitable causes, including a local food pantry and veteran support.
School Overview
Definition of Terms | 2025 School Data
Hillside School
School Focus
Grades Offered (Boarding)
4-9
Grades Offered (Day)
K-9
School Type
Co-ed
ADD/ADHD Support
Supports (LD)
Learning Difference Programs
Reading, Writing, Math, ESL, etc.
Dual Language Immersion Program
Secondary Immersion Language
Other
Religious Affiliation
Year Founded
1901
Campus Size
150 acres
First Day of School
Wed. Sep 9, 2026
Last Day of School
Fri. May 28, 2027
School Motto
To maximize the potential of every student in mind, body, and spirit.
Student Body
Enrollment
145 students
% Students of Color
14%
% International Students
40%
% Students Boarding
60%
Academic Profile
Saturday Classes
No
Classroom Dress Code
Formal
Button-down shirt, tie/bow tie and dress/khaki pants, dress shoes.
Button-down shirt, tie/bow tie and dress/khaki pants, dress shoes.
Average Class Size
12 students
Student-Teacher Ratio
7:1
Number of IB Courses Offered
8
ESL Courses Offered
% Faculty with Advanced Degree
50%
Summer Program Offered
No
Accreditations
Association of Independent Schools of New England (AISNE)
The Association of 91爆料s (TABS)
National Association of Independent Schools (NAIS)
The Association of 91爆料s (TABS)
National Association of Independent Schools (NAIS)
# of AP / Advanced Courses Offered
n/a
Courses
Tuition & Financial Aid
Endowment Size
$5 million
Yearly Tuition
(Boarding Students)
(Boarding Students)
$69,500
(7-Day Domestic)
(7-Day Domestic)
Yearly Tuition
(Day Students)
(Day Students)
$40,400
(Domestic Day)
(Domestic Day)
Tuition international students
$79,100
Yearly Tuition
(5 Day Boarding)
(5 Day Boarding)
$59,900
% Students on Financial Aid
30%
Merit Scholarships Offered
Admissions
Application Deadline
None / Rolling
Accepts Standardized Application ( and/or )
Acceptance Rate
70%
Director of Admissions
Sean Hayes
Application URL
Sports
# Interscholastic Sports Offered
17
Colors
Blue, White
School Mascot
Bulldog
Extracurriculars
Total Extracurricular Organizations
18
Extracurriculars
Club or Organization:
Arts and Music Programs:
Recreational Athletic Programs:
Arts and Music Programs:
Recreational Athletic Programs:
College Matriculation
10 Most Popular College Choices (# Enrolled)
School Notes
- Hillside seeks students who are looking for a structured, supportive, and challenging academic environment. Hillside also offers excellent support programs for students with mild learning disabilities or ADHD.
- Outstanding Secondary School placement at some of the nation's most selective schools, including Phillips Andover, Milton Academy, St. Marks, Groton, and Middlesex.
- Hillside is situated on 150 acres in Marlborough, Massachusetts. Marlborough is located just 45 miles West of Boston.
- The Farm at Hillside is utilized by students on a daily basis. Students participate in Farm Immersion twice a year and have the opportunity to work at the Farm every afternoon for their activity.
- Tutorials are available for students who need supplementation and a foundation of skills in Language Arts, Math, Executive Function, Social Skills and Foundations of Language.
- Hillside offers English as a Second Language for international students and Advanced Transition English for advanced English Language Learners.
- LD types supported: Reading, Writing, Math, ESL, etc.
- Sample of notable school alumni/alumnae:
- Terance Mann '12 - American Professional Basketball Player for the Los Angeles Clippers
Source: Verified school update
Frequently Asked Questions
How much does Hillside School cost?
Hillside School's tuition is approximately $69,500 for boarding students and $40,400 for day students.
What is the acceptance rate of Hillside School?
The acceptance rate of Hillside School is 70%, which is higher than the boarding school average of 64%.
Who are famous alumni from Hillside School?
Hillside School famous alumni include: Terance Mann '12.
What sports does Hillside School offer?
Hillside School offers 17 interscholastic sports: Alpine Skiing, Baseball, Basketball, Cross Country, Cross Country Running, Golf, Ice Hockey, Intramural Sports Only, Lacrosse, Rock Climbing, Skiing, Snowboarding, Soccer, Tennis, Track, Track and Field and Wrestling.
When is the application deadline for Hillside School?
The application deadline for Hillside School is rolling (applications are reviewed as they are received year-round).
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The nearest boarding school to Hillside School is New England Innovation Academy (1.0 miles away)
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