Best Schools in Cheshire, Connecticut
10 schools · 7 Elementary · 1 Middle · 2 High
Choosing a school in Cheshire?
Use this page to compare every school in Cheshire by level, neighborhood, and district — and find the right fit, not just the top of the list.
Shortlist starter
Start with these real page-level signals, then use the full table and map below.
Chapman School
Elementary · Cheshire School District. Ranked from real test data; use the map and table below to check address fit.
Highland School
Elementary · Cheshire School District. Ranked from real test data; use the map and table below to check address fit.
Norton School
Elementary · Cheshire School District. Ranked from real test data; use the map and table below to check address fit.
The short answer
The top-rated schools in Cheshire for 2026 are Chapman School (8.9/10), Highland School (8.9/10), and Norton School (8.8/10), based on MySchoolScout's analysis of real test data across 8 rated schools. Ratings blend student growth, poverty-adjusted academic achievement, and school environment (plus college readiness for high schools), with equity shown as context, not scored; schools with estimated (proxy) scores are excluded from this ranking.
Schools
10
7 public · 3 private
Avg Score
7.9
out of 10
Median Home
$419,200
home value · ACS
District
1
serving the city
Schools
10
7 public · 3 private
Avg Score
7.9
out of 10
Median Home
$419,200
home value · ACS
District
1
serving the city
Top-Rated Schools in Cheshire
Ranked by MySchoolScout composite using only schools with real test data (8 of 10). "Value" = points above what student poverty predicts. Estimated (proxy) scores are excluded.
| # | School | Rating |
|---|---|---|
| 1 | Chapman School | 8.9 / 10 |
| 2 | Highland School | 8.9 / 10 |
| 3 | Norton School | 8.8 / 10 |
| 4 | The Cheshire Academy | 8.2 / 10 |
| 5 | Doolittle School | 7.9 / 10 |
| 6 | Cheshire High School | 7.8 / 10 |
| 7 | Dodd Middle School | 7.5 / 10 |
| 8 | St Bridget School | 6.5 / 10 |
See every school — including those with estimated data — in the full directory below. How we rate schools.
Family Snapshot
At a glance- Avg school rating
- 7.9/10
- Median household income
- $150,524
- Median home value
- $419,200
- Bachelor's degree or higher
- 81%
- Avg commute
- 28 min
- Owner-occupied homes
- 44%
78% of schools rated 7+
Census ACS, ZIPs in this city
Owner-occupied units
Adults 25+
Workers age 16+
Of occupied housing units
How Cheshire compares
Connecticut rank
#19 of 130
cities by avg. school score
Vs. state average
+1.6
above Connecticut avg (6.3)
Median household income
$151k
137% of Connecticut median
Schools in this city
9
About Schools in Cheshire, Connecticut
Cheshire, Connecticut is home to 10 schools, including 7 public schools and 3 private schools. The city's schools span 7 elementary schools, 1 middle school, and 2 high schools.
With an average rating of 7.9 out of 10, schools in Cheshire perform strongly on the MySchoolScout composite scale, which blends student growth, poverty-adjusted academic achievement, and school environment — plus college readiness for high schools.
The highest-performing school in Cheshire is Chapman School with a composite score of 8.9/10, demonstrating strong academic outcomes and school quality metrics.
Cheshire is served by 1 school district: Cheshire School District. These districts collectively serve 4,224 students.
Cheshire's community shows 81% bachelor's degree attainment with a median household income of $150,524. The poverty rate in the area is 2.1%.
Browse the schools below to compare ratings, test scores, enrollment, and other key metrics. Use the filters to focus on specific school levels or types that match your family's needs.
Elementary Schools
7 schools| # | School | Rating | ||
|---|---|---|---|---|
| 1 | 369 students · Kindergarten–6th | 8.9 | ||
| 2 | 866 students · Kindergarten–6th | 8.9 | ||
| 3 | 428 students · Kindergarten–6th | 8.8 | ||
| 4 | 525 students · Kindergarten–6th | 7.9 | ||
| 5 | 145 students · Pre-K–Kindergarten | 6.8 | ||
| Private Schools 2 schools Private and public school ratings use different data sources and scoring models. Scores are not directly comparable across school types. | ||||
| 1 | St Bridget School
Private
256 students · Pre-K–8th | 6.5 | ||
| 2 | Boulder Knoll Montessori School
Private
6 students · Pre-K–Kindergarten | — | ||
Middle Schools
1 school| # | School | Rating |
|---|---|---|
| 1 | 630 students · 7th–8th | 7.5 |
High Schools
2 schools| # | School | Rating | ||
|---|---|---|---|---|
| 1 | 1,183 students · 9th–12th | 7.8 | ||
| Private Schools 1 school Private and public school ratings use different data sources and scoring models. Scores are not directly comparable across school types. | ||||
| 1 | The Cheshire Academy
Private
288 students · 9th–12th | 8.2 | ||
Schools in Cheshire
Cheshire, Connecticut · 10 schools
Community Demographics
Census ACS 2022 5-Year Estimates across 2 ZIP codes
Median Income
$150,524
Median Home Value
$419,200
Median Rent
$1,288/mo
Population
28,820
College Educated
81%
Homeownership
44%
Avg Commute
28 min
Poverty Rate
2.1%
Community Profile
Cheshire has a median household income of $150,524. It is a well-educated community where 81% of adults hold a bachelor's degree or higher. The median home value in the area is $419,200, with a median rent of $1,288/month. The local poverty rate of 2.1% is relatively low. The average commute for residents is 28 minutes. Source: U.S. Census ACS 2022 5-Year Estimates.
Schools by Level
- State
- Connecticut
- Elementary
- 7
- Middle
- 1
- High
- 2
Resources
School District
Nearby Cities
Other Major Cities in Connecticut
Top metros statewide by school count.
How we rate schools
A clear 1–10 score built from public data — growth, academics, and learning environment. No hidden criteria, no pay-to-play.
See how we rateFrequently Asked Questions
Common questions about schools in Cheshire, Connecticut
How many schools are in Cheshire, Connecticut?
Cheshire has 10 schools, including 7 public and 3 private schools spanning elementary, middle, and high school levels.
What is the average school rating in Cheshire, Connecticut?
The average MySchoolScout composite score for schools in Cheshire is 7.9 out of 10, built from student growth, poverty-adjusted academic achievement, and school environment — plus college readiness for high schools.
What is the top-ranked school in Cheshire, Connecticut?
The top-ranked school in Cheshire on MySchoolScout is Chapman School with a composite score of 8.9/10.
What is the best elementary school in Cheshire, Connecticut?
The top-ranked elementary school in Cheshire on MySchoolScout is Chapman School with a composite score of 8.9/10.
What is the best middle school in Cheshire, Connecticut?
The top-ranked middle school in Cheshire on MySchoolScout is Dodd Middle School with a composite score of 7.5/10.
What is the best high school in Cheshire, Connecticut?
The top-ranked high school in Cheshire on MySchoolScout is The Cheshire Academy with a composite score of 8.2/10.
How many school districts serve Cheshire, Connecticut?
Cheshire is served by 1 school district: Cheshire School District.
What is the education level in Cheshire, Connecticut?
According to Census data, 81% of adults in Cheshire have earned a bachelor's degree or higher.
What is the median income in Cheshire, Connecticut?
The median household income in Cheshire is approximately $150,524 according to Census ACS 2022 estimates.
Are there private schools in Cheshire, Connecticut?
Yes, Cheshire has 3 private schools alongside 7 public schools. The top-rated private school is The Cheshire Academy with a score of 8.2/10.
What is the student-teacher ratio in Cheshire, Connecticut?
The average student-teacher ratio across schools in Cheshire is 11.2:1. This ratio varies by school, so families should check individual school profiles for specific classroom sizes.
How does MySchoolScout rate schools in Cheshire, Connecticut?
MySchoolScout rates schools using publicly available data from the NCES Common Core of Data and state education departments. Each school receives a 1-10 composite score built from Student Growth, Poverty-Adjusted Academic Achievement, and School Environment — plus College Readiness for high schools. Weights vary by school level, and equity data is shown for context but not scored.
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Data from NCES Common Core of Data, Connecticut Dept. of Education, and U.S. Census ACS for the 2023–24 school year. Rankings computed by MySchoolScout. See all data sources.