Radcliffe Creek School Photo - Fifth graders learn grammar skills by writing out sentences on sentence strips, then marking the parts of speech with post-it flags.

Best Chestertown Private Schools (2026)

For the 2026 school year, there are 4 private schools serving 391 students in Chestertown, MD (there are 2 public schools, serving 711 public students). 35% of all K-12 students in Chestertown, MD are educated in private schools (compared to the MD state average of 14%).
The average acceptance rate is 73%, which is lower than the Maryland private school average acceptance rate of 80%.
50% of private schools in Chestertown, MD are religiously affiliated (most commonly Baptist and Seventh Day Adventist).

Private Schools in Chestertown, MD (2026)

School
Location
Quick Facts
Chester River Adventist School
Chester River Adventist School Photo
(Seventh Day Adventist)
305 N Kent St
Chestertown, MD 21620
(410) 778-2193
Gr: 1-8 | 5 students Extracurrculars: 3 Tuition listed
Chestertown Christian Academy
Chestertown Christian Academy Photo
(Baptist)
(1)
401 Morgnec Rd
Chestertown, MD 21620
(410) 778-5855
Gr: PK-12 | 170 students Avg. class size: 14 students Sports: 4 Tuition listed
Kent School
Kent School Photo - Kent School is located on a beautiful, rural campus along the banks of the Chester River. Our school's nurturing environment is the perfect place to begin or continue a joyful educational journey.
6788 Wilkins Ln
Chestertown, MD 21620
(410) 778-4100
Gr: PK-8 | 159 students Avg. class size: 15 students Sports: 4 | Extracurrculars: 6 Tuition listed
Radcliffe Creek School
Radcliffe Creek School Photo - Fifth graders learn grammar skills by writing out sentences on sentence strips, then marking the parts of speech with post-it flags.
(3)
201 Talbot Blvd
Chestertown, MD 21620
(410) 778-8150
Gr: K-8 | 57 students Avg. class size: 5 students Sports: 6 Tuition & acceptance rate listed

Overview

This Town (Chestertown)
This State (MD)
# Schools
4 Schools

Student Body:

# Students
391 Students
143,563 Students
% Average Students of Color
8%
38%

Academics and Faculty:

# Teachers
53 Teachers
14,840 Teachers
Average Student-Teacher Ratio
7:1
10:1
% Average Faculty w/Advanced Degree
4%
56%
Average Class Size
11 students
16 students

Tuition and Acceptance Rate:

Average Yearly Tuition Cost
$14,874
$16,211
Average Summer Program Cost
$55
$1,233
Average % on Financial Aid
50%
34%
Average Financial Aid Grant
$7,000
$6,310
Average Acceptance Rate
73%
80%

Students by Ethnicity:

0.24
0.66
# American Indian Students
n/a
360 Students
% American Indian Students
n/a
n/a
# Asian Students
3 Students
4,689 Students
% Asian Students
1%
3%
# Hispanic Students
14 Students
6,189 Students
% Hispanic Students
3%
4%
# Black Students
6 Students
23,479 Students
% Black Students
1%
17%
# White Students
376 Students
71,885 Students
% White Students
87%
50%
# Hawaiian Students
n/a
548 Students
% Hawaiian Students
n/a
1%
# Two or more races Students
n/a
n/a
% of Two or more races Students
n/a
n/a
# Others Students
34 Students
35,854 Students
% of Others Students
8%
25%
All Ethnic Groups

Extracurriculars and Sports:

Average Number of Extracurriculars
5 extracurriculars
10 extracurriculars
Average Number of Sports
5 sports
7 sports

Frequently Asked Questions

How many private schools are located in Chestertown, MD?
4 private schools are located in Chestertown, MD.
What percentage of students in Chestertown go to private school?
35% of all K-12 students in Chestertown are educated in private schools (compared to the MD state average of 14%).
What percentage of private schools are religiously affiliated in Chestertown?
50% of private schools in Chestertown are religiously affiliated (most commonly Baptist and Seventh Day Adventist).
Which private schools in Chestertown are often viewed compared to one another?

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