Quick Facts (2026-27)
- Top Ranked MA School
- Grades: Kindergarten-9
- Enrollment: 145 students
- Yearly Tuition: $42,000
- Acceptance rate: 70%
- Average class size: 12 students
- Application Deadline: None / Rolling
- Source: ✓Verified school update
Hillside School
About the School
- 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.
Quick Facts (2026-27)
- Top Ranked MA School
- Grades: Kindergarten-9
- Enrollment: 145 students
- Yearly Tuition: $42,000
- Acceptance rate: 70%
- Average class size: 12 students
- Application Deadline: None / Rolling
- Source: ✓Verified school update
School Rankings
Hillside School ranks among the top 20% of private schools in Massachusetts for:
School Facts
Religious Affiliation
Grades Offered
Grades Kindergarten-9
Students By Grade
ADD/ADHD Support
Yes
Learning Difference Programs
Yes
Learning Programs Supported
Language-based and Mild Learning Differences
Dual Language Immersion Program
Secondary Immersion Language
Other
Year Founded
1901
School Calendar
Last Day of School
Fri. May 28, 2027
Campus Size
150 acres
School Motto
To maximize the potential of every student in mind, body, and spirit.
Student Body
Academic Profile
% Faculty w/Advanced Degree
32%
Average Class Size
12 students
Matriculation DataMatric. Data
Classroom Dress Code
Formal
Dress shirt, tie or bow tie and dress pants with blazer.
List of Courses Offered
Tuition & Financial Aid
Admission Deadline
None / Rolling
Yearly Tuition Cost
$42,000
Tuition Notes
Day - $42,000
Day Intl - $46,620
5 Day - $59,900
5 Day Intl - $68,880
7 Day - $71,500
7 Day Intl - $83,000
% on Financial Aid
30%
Acceptance Rate
70%
National avg.: 82%
Admissions Director
Sean Hayes
Application URL
Endowment Size
$5 million
Sports
Total Sports Offered
16 sports
Colors
Blue, White
School Mascot
Bulldog
Extracurriculars
Total ExtracurricularsTotal Extra-curric.
8 extracurriculars
ExtracurricularsExtra-curric.
Club or Organization:
Arts and Music Programs:
Recreational Athletic Programs:
Eco-TeamiLab
RocketryYearbook
Arts and Music Programs:
BandDrama
Recreational Athletic Programs:
AdventurePing-Pong
School Notes
- 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.
- 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.
- Sample of notable school alumni/alumnae:
- Terance Mann - NBA LA Clippers
Source: Verified school update
Frequently Asked Questions
How much does Hillside School cost?
Hillside School's tuition is approximately $42,000 for private students.
What is the acceptance rate of Hillside School?
The acceptance rate of Hillside School is 70%, which is lower than the national average of 71%.
Who are famous alumni from Hillside School?
Hillside School famous alumni include: Terance Mann.
What sports does Hillside School offer?
Hillside School offers 16 interscholastic sports: Alpine Skiing, Baseball, Basketball, Cross Country, Golf, Ice Hockey, Indoor Soccer, Intramural Sports Only, Lacrosse, Rock Climbing, Snowboarding, Soccer, Tennis, Track and Field, Weightlifting and Wrestling. Hillside School is ranked as one of the top 20% of private schools in Massachusetts for most sports offered.
What is Hillside School's ranking?
Hillside School ranks among the top 20% of private schools in Massachusetts for: Most sports offered and Oldest founding date.
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).
Related Schools
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People that viewed Hillside School also viewed these schools: Bancroft School, Crossroads School, Carroll School, Eagle Hill School and Landmark High School.
The nearest high school and elementary school to Hillside School is New England Innovation Academy (1.0 miles away)
The nearest preschool is Our Future Learning Center (1.1 miles away)
Show me:
Show me:
Distance: 11.1 mi
Gr: PK-12
Avg. class size: 12 students
Sports: 12 | Extracurriculars: 2
110 Shore Dr
Worcester, MA 01605
(508) 854-9227
Distance: 13.9 mi
Gr: PK-12 | 45 students
Special Education School
11 Huron Drive
Natick, MA 01760
(508) 651-7500
Distance: 15.0 mi
Gr: 1-9 | 447 students
Avg. class size: 7 students
Sports: 9 | Extracurriculars: 8
Special Education School
25 Baker Bridge Road
Lincoln, MA 01773
(781) 259-8342
Distance: 32.0 mi
Gr: 8-12 | 214 students
Avg. class size: 6 students
Sports: 11 | Extracurriculars: 3
Specialized Curriculum
242 Old Petersham Rd
Hardwick, MA 01037
(413) 497-9208
Distance: 42.3 mi
Gr: 2-12 | 316 students
Avg. class size: 7 students
Sports: 17 | Extracurriculars: 3
Special Education School
429 Hale St
Prides Crossing, MA 01965
(978) 236-3010
Distance: 11.1 mi
Gr: PK-12
Avg. class size: 12 students
Sports: 12 | Extracurriculars: 2
110 Shore Dr
Worcester, MA 01605
(508) 854-9227
Distance: 13.9 mi
Gr: PK-12 | 45 students
Special Education School
11 Huron Drive
Natick, MA 01760
(508) 651-7500
Distance: 15.0 mi
Gr: 1-9 | 447 students
Avg. class size: 7 students
Sports: 9 | Extracurriculars: 8
Special Education School
25 Baker Bridge Road
Lincoln, MA 01773
(781) 259-8342
Distance: 32.0 mi
Gr: 8-12 | 214 students
Avg. class size: 6 students
Sports: 11 | Extracurriculars: 3
Specialized Curriculum
242 Old Petersham Rd
Hardwick, MA 01037
(413) 497-9208
Distance: 42.3 mi
Gr: 2-12 | 316 students
Avg. class size: 7 students
Sports: 17 | Extracurriculars: 3
Special Education School
429 Hale St
Prides Crossing, MA 01965
(978) 236-3010
Distance: 11.1 mi
Gr: PK-12
Avg. class size: 12 students
Sports: 12 | Extracurriculars: 2
110 Shore Dr
Worcester, MA 01605
(508) 854-9227
Distance: 13.9 mi
Gr: PK-12 | 45 students
Special Education School
11 Huron Drive
Natick, MA 01760
(508) 651-7500
Distance: 15.0 mi
Gr: 1-9 | 447 students
Avg. class size: 7 students
Sports: 9 | Extracurriculars: 8
Special Education School
25 Baker Bridge Road
Lincoln, MA 01773
(781) 259-8342
Distance: 32.0 mi
Gr: 8-12 | 214 students
Avg. class size: 6 students
Sports: 11 | Extracurriculars: 3
Specialized Curriculum
242 Old Petersham Rd
Hardwick, MA 01037
(413) 497-9208
Distance: 42.3 mi
Gr: 2-12 | 316 students
Avg. class size: 7 students
Sports: 17 | Extracurriculars: 3
Special Education School
429 Hale St
Prides Crossing, MA 01965
(978) 236-3010
Distance: 11.1 mi
Gr: PK-12
Avg. class size: 12 students
Sports: 12 | Extracurriculars: 2
110 Shore Dr
Worcester, MA 01605
(508) 854-9227
Distance: 13.9 mi
Gr: PK-12 | 45 students
Special Education School
11 Huron Drive
Natick, MA 01760
(508) 651-7500
Distance: 2.1 mi
Gr: PK-8 | 388 students
Avg. class size: 20 students
Sports: 6 | Extracurriculars: 7
Catholic
266 Main St
Northborough, MA 01532
(508) 351-9905
Distance: 7.5 mi
Gr: NS-12 | 120 students
Specialized Curriculum
2 Winch St
Framingham, MA 01701
(508) 877-3030
Distance: 19.5 mi
Gr: PK-9 | 345 students
Avg. class size: 12 students
Sports: 6 | Extracurriculars: 7
120 Prospect St
Fitchburg, MA 01420
(978) 342-6053
Distance: 1.0 mi
Gr: 6-12 | 116 students
Avg. class size: 12 students
Sports: 8 | Extracurriculars: 17
Specialized Curriculum
280 Locke Drive
Marlborough, MA 01752
(508) 205-4270
Distance: 1.1 mi
Gr: NS-PK | 65 students
Daycare / Preschool
515 Northboro Rd. W
Marlborough, MA 01752
(508) 460-1234
Distance: 2.1 mi
Gr: K-6 | 11 students
Alternative School
261 Main St
Northborough, MA 01532
(978) 413-4372
Distance: 2.1 mi
Gr: PK-8 | 388 students
Avg. class size: 20 students
Sports: 6 | Extracurriculars: 7
Catholic
266 Main St
Northborough, MA 01532
(508) 351-9905
Distance: 2.5 mi
Gr: NS-K | 120 students
Avg. class size: 20 students
Daycare / Preschool
201 Cedar Hill Street
Marlborough, MA 01752
(508) 480-9222
Distance: 1.0 mi
Gr: 6-12 | 116 students
Avg. class size: 12 students
Sports: 8 | Extracurriculars: 17
Specialized Curriculum
280 Locke Drive
Marlborough, MA 01752
(508) 205-4270
Distance: 3.3 mi
Gr: 7-12 | 21 students
Special Education School
15 South St Ste 500
Hudson, MA 01749
(508) 298-1639
Distance: 3.5 mi
Gr: 6-12 | 35 students
Special Education School
56 Framingham Rd 58
Marlborough, MA 01752
(508) 745-9462
Distance: 4.9 mi
Gr: 9-12 | 383 students
Avg. class size: 11 students
Sports: 15 | Extracurriculars: 74
Episcopal
25 Marlboro Road
Southborough, MA 01772
(508) 786-6000
Distance: 5.4 mi
Gr: K-9
Avg. class size: 14 students
Sports: 16 | Extracurriculars: 14
48 Main Street
Southborough, MA 01772
(508) 490-8201
Distance: 1.0 mi
Gr: 6-12 | 116 students
Avg. class size: 12 students
Sports: 8 | Extracurriculars: 17
Specialized Curriculum
280 Locke Drive
Marlborough, MA 01752
(508) 205-4270
Distance: 2.1 mi
Gr: K-6 | 11 students
Alternative School
261 Main St
Northborough, MA 01532
(978) 413-4372
Distance: 2.1 mi
Gr: PK-8 | 388 students
Avg. class size: 20 students
Sports: 6 | Extracurriculars: 7
Catholic
266 Main St
Northborough, MA 01532
(508) 351-9905
Distance: 3.3 mi
Gr: 7-12 | 21 students
Special Education School
15 South St Ste 500
Hudson, MA 01749
(508) 298-1639
Distance: 3.5 mi
Gr: 6-12 | 35 students
Special Education School
56 Framingham Rd 58
Marlborough, MA 01752
(508) 745-9462
Distance: 1.1 mi
Gr: NS-PK | 65 students
Daycare / Preschool
515 Northboro Rd. W
Marlborough, MA 01752
(508) 460-1234
Distance: 2.1 mi
Gr: PK-8 | 388 students
Avg. class size: 20 students
Sports: 6 | Extracurriculars: 7
Catholic
266 Main St
Northborough, MA 01532
(508) 351-9905
Distance: 2.5 mi
Gr: NS-K | 120 students
Avg. class size: 20 students
Daycare / Preschool
201 Cedar Hill Street
Marlborough, MA 01752
(508) 480-9222
Distance: 2.6 mi
Gr: PK-K | 90 students
Daycare / Preschool
197 Union St
Marlborough, MA 01752
(508) 485-2054
Distance: 3.0 mi
Gr: PK-K | 54 students
Daycare / Preschool
6 Overland St
Hudson, MA 01749
(978) 562-6862
School
(Math and Reading Proficiency)
(Math and Reading Proficiency)
Location
Miles
Quick Facts
9 Burlingame Road
Charlton, MA 01507
(508) 248-7774
Charlton, MA 01507
(508) 248-7774
9473.5 miles
Gr: PK-1 | 333 students Student-Teacher Ratio: 13:1 Minority enrollment: 18%
Vocational School
(Math: 51% | Reading: 54%)
Rank:
Rank:
7/
Top 50%10
57 Old Muggett Hill Road
Charlton, MA 01507
(508) 248-5971
Charlton, MA 01507
(508) 248-5971
9473.6 miles
Gr: 9-12 | 1,188 students Student-Teacher Ratio: 10:1 Minority enrollment: 23%
9 Clover Street
Oxford, MA 01540
(508) 987-6057
Oxford, MA 01540
(508) 987-6057
9473.7 miles
Gr: K-2 | 313 students Student-Teacher Ratio: 13:1 Minority enrollment: 32%
(Math: 37% | Reading: 50%)
Rank:
Rank:
6/
Top 50%10
2 Oxford Road
Charlton, MA 01507
(508) 248-1423
Charlton, MA 01507
(508) 248-1423
9473.7 miles
Gr: 5-8 | 631 students Student-Teacher Ratio: 13:1 Minority enrollment: 17%
(Math: 44% | Reading: 43%)
Rank:
Rank:
5/
Bottom 50%10
34 Oxford Rd
Charlton, MA 01507
(508) 248-4884
Charlton, MA 01507
(508) 248-4884
9473.7 miles
Gr: 2-4 | 425 students Student-Teacher Ratio: 13:1 Minority enrollment: 18%
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The average private school tuition in Middlesex County, MA is $29,039 for elementary schools and $49,609 for high schools (read more about average private school tuition across the country).
The average acceptance rate in Middlesex County, MA is 61% (read more about average acceptance rates across the country).
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