Best Schools in Chestertown, Maryland
5 schools · 3 Elementary · 1 Middle · 1 Other
Choosing a school in Chestertown?
Use this page to compare every school in Chestertown 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.
H. H. Garnett Elementary
Elementary · Kent County Public Schools. Ranked from real test data; use the map and table below to check address fit.
Radcliffe Creek School
Elementary. Ranked from real test data; use the map and table below to check address fit.
Kent County Middle School
Middle · Kent County Public Schools. Ranked from real test data; use the map and table below to check address fit.
The short answer
The top-rated schools in Chestertown for 2026 are H. H. Garnett Elementary (8.0/10), Radcliffe Creek School (6.8/10), and Kent County Middle School (6.4/10), based on MySchoolScout's analysis of real test data across 5 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
5
2 public · 3 private
Avg Score
6.6
out of 10
Median Home
$318,700
home value · ACS
District
1
serving the city
Schools
5
2 public · 3 private
Avg Score
6.6
out of 10
Median Home
$318,700
home value · ACS
District
1
serving the city
Top-Rated Schools in Chestertown
Ranked by MySchoolScout composite using only schools with real test data (5 of 5). "Value" = points above what student poverty predicts. Estimated (proxy) scores are excluded.
| # | School | Rating |
|---|---|---|
| 1 | H. H. Garnett Elementary | 8.0 / 10 |
| 2 | Radcliffe Creek School | 6.8 / 10 |
| 3 | Kent County Middle School | 6.4 / 10 |
| 4 | Kent School | 6.3 / 10 |
| 5 | Chestertown Christian Academy | 5.7 / 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
- 6.6/10
- Median household income
- $76,094
- Median home value
- $318,700
- Bachelor's degree or higher
- 43%
- Avg commute
- 27 min
- Owner-occupied homes
- 71%
20% of schools rated 7+
Census ACS, ZIPs in this city
Owner-occupied units
Adults 25+
Workers age 16+
Of occupied housing units
How Chestertown compares
Maryland rank
#62 of 141
cities by avg. school score
Vs. state average
+0.3
above Maryland avg (6.3)
Median household income
$76k
69% of Maryland median
Schools in this city
5
About Schools in Chestertown, Maryland
Chestertown, Maryland is home to 5 schools, including 2 public schools and 3 private schools. The city's schools span 3 elementary schools, 1 middle school.
With an average rating of 6.6 out of 10, schools in Chestertown show moderate performance 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 Chestertown is H. H. Garnett Elementary with a composite score of 8.0/10, demonstrating strong academic outcomes and school quality metrics.
Chestertown is served by 1 school district: Kent County Public Schools. These districts collectively serve 1,732 students.
Chestertown's community shows 43% bachelor's degree attainment with a median household income of $76,094. The poverty rate in the area is 10.8%.
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
3 schools| # | School | Rating | ||
|---|---|---|---|---|
| 1 | 329 students · Pre-K–5th | 8.0 | ||
| 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 | Radcliffe Creek School
Private
73 students · Kindergarten–8th | 6.8 | ||
| 2 | Kent School
Private
127 students · Pre-K–8th | 6.3 | ||
Middle Schools
1 school| # | School | Rating |
|---|---|---|
| 1 | 382 students · 6th–8th | 6.4 |
Other Schools
1 school| # | School | Rating |
|---|---|---|
| 1 | Chestertown Christian Academy
Private
193 students · Pre-K–12th | 5.7 |
Schools in Chestertown
Chestertown, Maryland · 5 schools
Community Demographics
Census ACS 2022 5-Year Estimates across 1 ZIP code
Median Income
$76,094
Median Home Value
$318,700
Median Rent
$1,149/mo
Population
13,533
College Educated
43%
Homeownership
71%
Avg Commute
27 min
Poverty Rate
10.8%
Community Profile
Chestertown has a median household income of $76,094. It is a well-educated community where 43% of adults hold a bachelor's degree or higher. The median home value in the area is $318,700, with a median rent of $1,149/month. The area has a poverty rate of 10.8%. The average commute for residents is 27 minutes. Source: U.S. Census ACS 2022 5-Year Estimates.
Schools by Level
- State
- Maryland
- Elementary
- 3
- Middle
- 1
- Other
- 1
Resources
School District
Nearby Cities
Other Major Cities in Maryland
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 Chestertown, Maryland
How many schools are in Chestertown, Maryland?
Chestertown has 5 schools, including 2 public and 3 private schools spanning elementary, middle, and high school levels.
What is the average school rating in Chestertown, Maryland?
The average MySchoolScout composite score for schools in Chestertown is 6.6 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 Chestertown, Maryland?
The top-ranked school in Chestertown on MySchoolScout is H. H. Garnett Elementary with a composite score of 8.0/10.
What is the best elementary school in Chestertown, Maryland?
The top-ranked elementary school in Chestertown on MySchoolScout is H. H. Garnett Elementary with a composite score of 8.0/10.
What is the best middle school in Chestertown, Maryland?
The top-ranked middle school in Chestertown on MySchoolScout is Kent County Middle School with a composite score of 6.4/10.
How many school districts serve Chestertown, Maryland?
Chestertown is served by 1 school district: Kent County Public Schools.
What is the education level in Chestertown, Maryland?
According to Census data, 43% of adults in Chestertown have earned a bachelor's degree or higher.
What is the median income in Chestertown, Maryland?
The median household income in Chestertown is approximately $76,094 according to Census ACS 2022 estimates.
Are there private schools in Chestertown, Maryland?
Yes, Chestertown has 3 private schools alongside 2 public schools. The top-rated private school is Radcliffe Creek School with a score of 6.8/10.
What is the student-teacher ratio in Chestertown, Maryland?
The average student-teacher ratio across schools in Chestertown is 9.1:1. This ratio varies by school, so families should check individual school profiles for specific classroom sizes.
How does MySchoolScout rate schools in Chestertown, Maryland?
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, Maryland Dept. of Education, and U.S. Census ACS for the 2023–24 school year. Rankings computed by MySchoolScout. See all data sources.