Chestertown Private Schools (2026)

For the 2026 school year, there are 4 private schools serving 391 students in Chestertown, MD, 37% of all K-12 students in Chestertown, MD are educated in private schools versus public 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).

Quick Facts (2026)

Quick Facts (2026)

Private Schools in Chestertown, MD (2026)

Chester River Adventist School Photo
Gr: 1-8 | 5 students
Extracurriculars: 3
Seventh Day Adventist
305 N Kent St
Chestertown, MD 21620
(410) 778-2193
Chestertown Christian Academy Photo
Gr: PK-12 | 170 students
Avg. class size: 14 students
Sports: 4
Baptist
401 Morgnec Rd
Chestertown, MD 21620
(410) 778-5855
(1)
Kent School Photo
Gr: PK-8 | 159 students
Avg. class size: 15 students
Sports: 4 | Extracurriculars: 6
6788 Wilkins Ln
Chestertown, MD 21620
(410) 778-4100
Radcliffe Creek School Photo
Gr: K-8 | 57 students
Avg. class size: 5 students
Sports: 6
201 Talbot Blvd
Chestertown, MD 21620
(410) 778-8150
(3)

Chestertown, MD Private School Trends (10-Year)

Download town snapshot: CSV | XML | JSON Data may not be displayed on any public-facing website or service that replicates or resembles a school search or review portal without prior written permission.

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?
37% 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?

Recent Articles

Will This Curriculum Still Matter in 2035?
Will This Curriculum Still Matter in 2035?
Learn how to evaluate future-ready private school curricula for 2035, focusing on durable knowledge, critical thinking, AI literacy, adaptability, communication, creativity, and real-world learning before choosing a school.
Private Schools for Creators, Trades & Startups
Private Schools for Creators, Trades & Startups
Explore how private schools support non-traditional career paths in creative industries, skilled trades, and entrepreneurship, plus what families should evaluate when choosing specialized programs for future-ready students today.
First 90 Days at Private School: Parent Guide
First 90 Days at Private School: Parent Guide
Learn how to read your child’s first 90 days at private school, distinguish healthy adjustment from genuine struggles, and know when academic, social, or emotional concerns require action.
Area schools map

Filter Schools

School Level
Must Offer Grade
▼ Show more
Gender
School Focus
Religious Affiliation
ADD/ADHD Support
Summer Program

Quick Links