Chestertown Christian Academy Photo

Best Chestertown Private Schools (2025-26)

For the 2025-26 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 (2025-26)

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

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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