Radcliffe Creek School
under 1 mi Grades 1-8 54 students 3.8 students per teacher Nonsectarian Special education Co-ed
Private middle schools in Chestertown, MD
4 in Chestertown or within 12 miles. Private schools that teach any of grades 6, 7 or 8, going by the grade span each school gave the 2023-24 federal survey. Many also teach elementary or high school grades.
Affiliation, co-ed or single-sex, association membership and the share of graduates going on to a 4-year college come from the 2023-24 federal Private School Universe survey.
Chestertown Christian Academy
under 1 mi Grades PreK-12 200 students 11.4 students per teacher Baptist Co-ed 20% to 4-year college
Kent School
4 mi Grades PreK-8 120 students 4.6 students per teacher Nonsectarian Co-ed
Faith Christian School
10 mi Grades PreK-12 149 students 10.3 students per teacher Christian (nondenominational) Co-ed
Private schools
Keep looking
- All private schools near Chestertown
- Private high schools in Chestertown
- Private elementary schools in Chestertown
- Private schools with kindergarten in Chestertown
- Private middle schools in Kingsville (25 mi)
- Private middle schools in Bel Air (26 mi)
- Private middle schools in Severna Park (28 mi)
- Private middle schools in Annapolis (29 mi)
- Private middle schools in Glen Burnie (29 mi)
- Private middle schools in Baltimore (29 mi)
- Private middle schools in Easton (31 mi)
- Private middle schools in Millersville (31 mi)
- Private middle schools across Maryland
What Maryland pays
Maryland BOOST Scholarship Scholarship
$1,200 to $4,750 in 2025-26, plus $3,000 for high school students These are 2025-26 amounts. The advisory board sets new amounts each summer and had not posted 2026-27 figures in writing when we checked. The larger awards go to students coming from public school on free meals. Students receiving special education services got an extra award equal to their base award.
Figures read from each program’s official pages, October 1, 2026. Sources and how to apply
Get one email when applications open
Most programs open once a year, and several ran out of money or seats in 2026. Pick your state (you are looking at Chestertown) and we will email you the day the next window opens, with the official link. That is the only email you get.
One email per application window. No calls, no sharing your details.