Hillside School

404 Robin Hill Street
Marlborough, MA 01752
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 25 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 five 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, 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.

Top Rankings

Similar Size Schools All-Boys Schools

Hillside School ranks among the top 10 schools with < 200 students (out of 95 schools) for:

Definition of Terms
 | 2021 School Data
Hillside School
School FocusJunior Boarding School
Grades (Boarding)Grades 4-9
School TypeAll-boys
ADD/ADHD SupportYes
Supports Learning Differences (LD)Yes
Religious AffiliationNon-denominational
Year Founded1901
Campus Size150 acres

Student Body

Enrollment165 students
% Students of Color
% International Students
% Students Boarding

Academics and Faculty

Saturday ClassesNo
Classroom Dress CodeFormal
(shirt, tie and khaki pants)
Average Class Size12 students
Student : Teacher Ratio7:1
Number of AP Courses Offeredn/a
ESL Courses OfferedYes
% Faculty with Advanced Degree
Summer Program OfferedYes
Summer Program DetailsLink to Summer Program Details

Tuition Cost

Endowment Size$5 million
Yearly Tuition
(Boarding Students)
Yearly Tuition
(Day Students)
Tuition international students$65,800
Yearly Tuition
(5 Day Boarding)
% Students on Financial Aid
Merit Scholarships OfferedYes

Acceptance Rate

Application DeadlineNone / Rolling
Accepts Standardized ApplicationYes
SSAT ScoreYes
Acceptance Rate
Director of AdmissionsSean Hayes

Course Listings

List of Courses OfferedLink to List of Courses


# Interscholastic Sports Offered16 Interscholastic Sports
SportsAlpine Skiing, Baseball, Basketball, Cross Country, Cross Country Running, Golf, Ice Hockey, Lacrosse, Rock Climbing, Sailing, Snowboarding, Soccer, Tennis, Track, Track and Field, Wrestling


Total Extracurricular Organizations16 Extracurriculars
ExtracurricularsClub or Organization:
Cooking Club, Eco Team, Instrumental Study, Ping-Pong, Proctor, Robotics Team, Ultimate Frisbee, Yearbook

Arts and Music Programs:
Drama Club

Recreational Athletic Programs:
Band, Dining Hall Prefects, Farm Program, History of American Music, Innovation Lab, Rock Climbing, Sailing/Crew

College Matriculation

Year: 10 Most Popular College Choices  (# Enrolled)
Link to Matriculation Data

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 30 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: Language-based and Mild Learning Differences, and Executive Function
  • Hillside School accreditations: The Association of Independent Schools in New England (AISNE) and The Association of Boarding Schools (TABS)

Profile last updated: 09/20/2021

Show me:
People that viewed Hillside School also viewed these schools: The Bement School, Cardigan Mountain School, Fay School, Rectory School and North Country School.
  • School Location Miles Grades Students
  • Grades: 3-9

    K-9 (day)
     | 196 students
    52.7 miles94 Old Main Street, PO Box 8
    DeerfieldMA 01342
    (413) 774-4209

    K-9 (day)
  • Grades: 6-9 | 233 students 94 miles62 Alumni Drive
    CanaanNH 03741
    (603) 523-3548
  • Grades: 7-9

    K-9 (day)
     | 475 students
    4.9 miles48 Main Street
    SouthboroughMA 01772
    (508) 490-8201

    K-9 (day)
  • Grades: 5-9

    Pre-K-9 (day)
     | 250 students
    36.7 milesP.O. Box 68 528 Pomfret Street
    PomfretCT 06258
    (860) 928-1328

    Pre-K-9 (day)
  • Grades: 4-9 | 78 students 173.2 miles4382 Cascade Road
    Lake PlacidNY 12946
    (518) 523-9329
Recent Articles
Inevitably at some point while you are looking at boarding schools, your child will ask what it's like living at boarding school. Here are some answers to those questions.
After months of research, school visits, interviews, and tests, you find out that you've been waitlisted. Relax. It's not the end of the world. Here's what to do.
Thinking about sending your tween to boarding school? The personal attention and comprehensive programs which junior boarding schools offer are worth a serious review.
Featured Schools
Request Information
I am a:      
Name of parent:
Student First name:
Student Last name:
Student date of birth:
Country of Citizenship:
Student is:
Currently in grade:
Seeking entry for grade:
Target start date:
Name of current school:
School type:
Applying for financial aid?:
Please briefly describe academic, athletic, and extracurricular interests of the student:
Home Address:

(enter "N/A" if not applicable)