Hillside School

404 Robin Hill Street
Marlborough, MA 01752
Hillside School Photo #1 - Hillside School is located on 150 acres of land that is 45 minutes from Boston and 20 minutes from Worcester.
Hillside School Photo #1 - Hillside School is located on 150 acres of land that is 45 minutes from Boston and 20 minutes from Worcester.
Hillside School Photo #2 - Heading off to the academic building after breakfast.
Hillside School Photo #3 - Two out of our four dorms on campus. Whittemore dorm (left) which houses 7 day students grades 7-9. Mack (right) which houses both 5 and 7 day students grades 4-7.
Hillside School Photo #4 - Our common areas are a place where our boys can play games together, talk, relax and watch TV amongst many other things.
Hillside School Photo #5 - Enjoying the dorm with friends after study hall.
Hillside School Photo #6 - You can start officially taking a language class at Hillside when you are in the Seventh grade. We offer 3 languages Mandarin, Spanish and French.
Hillside School Photo #7 - Students enjoying their Eighth grade History class.
Hillside School Photo #8 - Our Director of International Students, Mike Brown, is having a good time teaching his English Second Language (ESL) students.
Hillside School Photo #9 - We are maximizing the potential of every student in mind, body and spirit.
Hillside School Photo #10 - Ninth graders reading Lord of the Flies in English class.
Hillside School Photo #11 - Students working to put our flower beds together as part of Eco Team.
Hillside School Photo #12 - Farm team working hard.
Hillside School Photo #13 - Our students are enjoying their time in their music class. Music is offered in a trimester.
Hillside School Photo #14 - Our iLab is a state of the art facility where our boys go to learn a wide variety of skills.
Hillside School Photo #15 - Our gym is a place where students can go during their 15 minute recess to be with friends and get rid of that extra energy.
Hillside School Photo #16 - Other students go to our AMPR which has couches, ping pong tables and foosball.
Hillside School Photo #17 - Students playing foosball during recess while enjoying a snack and cheering on their friends.
Hillside School Photo #18 - Cross Country is amongst one of our 17+ sports that are offered on campus.
Hillside School Photo #19 - Soccer and lacrosse play on our new turf.
Hillside School Photo #20 - Our boys exemplify brotherhood on the field, in the classroom and everyday that they are a Bulldog.
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, brotherhood, and leadership help develop the soul and spirit of each student. Hillside is an all boys junior boarding and day school only 45 miles west of Boston serving 4th through 9th grade students.
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. Please visit us online for more information, and to schedule a visit today.

Quick Stats (2024)

  • Grades: (Boarding) 4-9
  • Enrollment: 140 students
  • Yearly Tuition (Boarding Students): $68,500
  • Yearly Tuition (Day Students): $39,900
  • Acceptance rate: 70%
  • Average class size: 10 students
  • Application Deadline: None / Rolling
  • Source: Verified school update

Top Rankings

Hillside School ranks among the top 5 all-boys schools (out of 30 all-boys schools) for:

School Overview

Definition of Terms | 2023 School Data
Hillside School
Grades Offered
School Type
ADD/ADHD Support
Learning Difference Programs
in Reading, Writing, and Math
Religious Affiliation
Year Founded
Campus Size
150 acres

Student Body

140 students
% Students of Color
% International Students
% Students Boarding

Academics and Faculty

Saturday Classes
Classroom Dress Code
Button-down shirt, tie/bow tie and dress/khaki pants, dress shoes.
Average Class Size
10 students
Student : Teacher Ratio
ESL Courses Offered
% Faculty with Advanced Degree
Summer Program Offered

Tuition Cost

Endowment Size
$5 million
Yearly Tuition
(Boarding Students)
(7-Day Domestic)
Yearly Tuition
(Day Students)
Tuition international students
Yearly Tuition
(5 Day Boarding)
% Students on Financial Aid
Merit Scholarships Offered

Acceptance Rate

Application Deadline
None / Rolling
Acceptance Rate
Director of Admissions
Sean Hayes



Total Extracurricular Organizations
Club or Organization:
3 v 3 Basketball, Band, Chess Club, Dart Club, Drawing Club, Kickball, Media Club, Ping-Pong, Prefect, Proctor, Yearbook

Arts and Music Programs:
Drama Club

Recreational Athletic Programs:
Eco/ Farm Team, Innovation Lab, Intramurals, Robotics Team, Sailing/Crew, Strength and Conditioning

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: in Reading, Writing, and Math
  • Hillside School accreditations: The Association of Independent Schools in New England (AISNE) and The Association of Boarding Schools (TABS)
  • 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 $68,500 for boarding students and $39,900 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 60%.
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, Lacrosse, Rock Climbing, Sailing, Skiing, Snowboarding, Soccer, Tennis, Track, Track and Field and Wrestling.
What is Hillside School's ranking?
Hillside School ranks among the top 20 boarding schools for High percentage of international students.
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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Quick Stats (2024)

  • Grades: (Boarding) 4-9
  • Enrollment: 140 students
  • Yearly Tuition (Boarding Students): $68,500
  • Yearly Tuition (Day Students): $39,900
  • Acceptance rate: 70%
  • Average class size: 10 students
  • Application Deadline: None / Rolling
  • Source: Verified school update

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