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 (2025)

For the 2025 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 78%.
50% of private schools in Chestertown, MD are religiously affiliated (most commonly Baptist and Seventh Day Adventist).

Private Schools in Chestertown, MD (2025)

School
Location
Grades
Students
Chester River Adventist School
Chester River Adventist School Photo
(Seventh Day Adventist)
305 N Kent St
Chestertown, MD 21620
(410) 778-2193
Grades: 1-8
| 5 students
Chestertown Christian Academy
Chestertown Christian Academy Photo
(Baptist)
(1)
401 Morgnec Rd
Chestertown, MD 21620
(410) 778-5855
Grades: PK-12
| 170 students
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
Grades: PK-8
| 159 students
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
Grades: K-8
| 57 students

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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