Creativity! Character! Confidence! Chesapeake Academy is an independent school that offers students in preschool through fifth grade an invigorating education that celebrates intellect and imagination.
Expanded opportunities in science, fine and performing arts, Spanish, techology are integrated into curriculum.
Our families value education. Our vibrant supportive community, with a focus on young learners, brings out the best in children.
Well prepared for their next educational experience, our students advance to top independent and public middle schools and, beyond that, to highly rated high schools and colleges. See our introductory video: http://www.youtube.com/user/chesacad1185.
Quick Facts (2026)
- Grades: Nursery/Preschool-5
- Average class size: 16 students
- Application Deadline: None / Rolling
- Source: National Center for Education Statistics (NCES)
School Overview
School Membership(s)School Assoc.
Grades Offered
Grades Nursery/Preschool-5
Learning Difference Programs
Yes
Learning Programs Supported
Two learning service professionals support students with a range of learning needs including academic support (for those experiencing learning challenges) and enrichment (for those exceeding grade level expectations).
Year Founded
1980
Summer School Offered
Yes
Student Body
Student Body Type
Co-ed
% Students of Color
7%
State avg.: 39%
Academics and Faculty
Total Classroom Teachers
33 teachers
% Faculty w/Advanced Degree
12%
Average Class Size
16 students
List of Courses Offered
Classroom Dress Code
Formal
navy / plaid / green uniforms
Tuition and Acceptance Rate
Admission Deadline
None / Rolling
Tuition Notes
Payment plans / financial aid / scholarships
Admissions Director
Sue Richburg
Source: National Center for Education Statistics (NCES)
Frequently Asked Questions
When is the application deadline for Chesapeake Academy?
The application deadline for Chesapeake Academy is rolling (applications are reviewed as they are received year-round).
School Calendar
View the Chesapeake Academy below. Note key dates such as:
Event
Date
First Day of School
September 02, 2026 (Wednesday)
School Closed
September 07, 2026 (Monday)
School Closed
October 05, 2026 (Monday)
Thanksgiving Break - School Closed
November 25, 2026 (Wednesday)
Winter Break - School Closed
December 21, 2026 (Monday)
Related Schools
Show me:
People that viewed Chesapeake Academy also viewed these schools: Key School, Chesapeake Montessori School, Annapolis Area Christian School, Naval Academy Primary School and Indian Creek School.
The nearest high school to Chesapeake Academy is Severn School (2.3 miles away)
The nearest elementary school is St. John The Evangelist School (0.7 miles away)
The nearest preschool is Wee Lad & Lassie Early Learning Center (0.5 miles away)
Show me:
Show me:
School
Location
Miles
Quick Facts
534 Hillsmere Drive
Annapolis, MD 21403
(410) 263-9231
Annapolis, MD 21403
(410) 263-9231
7.9 miles
Gr: NS-12 | 650 students Avg. class size: 16 students Sports: 16 Tuition & acceptance rate listed
Chesapeake Montessori School
Montessori School
30 Old Mill Bottom Road North
Annapolis, MD 21409
(410) 757-4740
Annapolis, MD 21409
(410) 757-4740
2.7 miles
Gr: NS-8 | 148 students Avg. class size: 25 students Extracurrculars: 5 Tuition listed
109 Burns Crossing Road
Severn, MD 21144
(410) 519-5300
Severn, MD 21144
(410) 519-5300
9.5 miles
Gr: K-12 | 846 students Avg. class size: 21 students Sports: 14 | Extracurrculars: 26 Tuition & acceptance rate listed
74 Greenbury Point Rd
Annapolis, MD 21402
(410) 757-3090
Annapolis, MD 21402
(410) 757-3090
4.2 miles
Gr: PK-5 | 259 students Avg. class size: 15 students Sports: 2 | Extracurrculars: 7 Tuition listed
1130 Anne Chambers Way
Crownsville, MD 21032
(410) 923-3660
Crownsville, MD 21032
(410) 923-3660
4.3 miles
Gr: PK-12 | 560 students Avg. class size: 15 students Sports: 13 | Extracurrculars: 11 Tuition & acceptance rate listed
School
Location
Miles
Quick Facts
534 Hillsmere Drive
Annapolis, MD 21403
(410) 263-9231
Annapolis, MD 21403
(410) 263-9231
7.9 miles
Gr: NS-12 | 650 students Avg. class size: 16 students Sports: 16 Tuition & acceptance rate listed
109 Burns Crossing Road
Severn, MD 21144
(410) 519-5300
Severn, MD 21144
(410) 519-5300
9.5 miles
Gr: K-12 | 846 students Avg. class size: 21 students Sports: 14 | Extracurrculars: 26 Tuition & acceptance rate listed
1130 Anne Chambers Way
Crownsville, MD 21032
(410) 923-3660
Crownsville, MD 21032
(410) 923-3660
4.3 miles
Gr: PK-12 | 560 students Avg. class size: 15 students Sports: 13 | Extracurrculars: 11 Tuition & acceptance rate listed
680 Evergreen Road
Crownsville, MD 21032
(410) 923-1171
Crownsville, MD 21032
(410) 923-1171
4.8 miles
Gr: PK-12 | 469 students Avg. class size: 15 students Sports: 8 | Extracurrculars: 35 Tuition & acceptance rate listed
8410 Piney Orchard Pkwy
Odenton, MD 21113
(410) 305-2380
Odenton, MD 21113
(410) 305-2380
10 miles
Gr: PK-12 | 277 students Avg. class size: 14 students Sports: 3 | Extracurrculars: 5 Tuition & acceptance rate listed
School
Location
Miles
Quick Facts
534 Hillsmere Drive
Annapolis, MD 21403
(410) 263-9231
Annapolis, MD 21403
(410) 263-9231
7.9 miles
Gr: NS-12 | 650 students Avg. class size: 16 students Sports: 16 Tuition & acceptance rate listed
Chesapeake Montessori School
Montessori School
30 Old Mill Bottom Road North
Annapolis, MD 21409
(410) 757-4740
Annapolis, MD 21409
(410) 757-4740
2.7 miles
Gr: NS-8 | 148 students Avg. class size: 25 students Extracurrculars: 5 Tuition listed
109 Burns Crossing Road
Severn, MD 21144
(410) 519-5300
Severn, MD 21144
(410) 519-5300
9.5 miles
Gr: K-12 | 846 students Avg. class size: 21 students Sports: 14 | Extracurrculars: 26 Tuition & acceptance rate listed
74 Greenbury Point Rd
Annapolis, MD 21402
(410) 757-3090
Annapolis, MD 21402
(410) 757-3090
4.2 miles
Gr: PK-5 | 259 students Avg. class size: 15 students Sports: 2 | Extracurrculars: 7 Tuition listed
1130 Anne Chambers Way
Crownsville, MD 21032
(410) 923-3660
Crownsville, MD 21032
(410) 923-3660
4.3 miles
Gr: PK-12 | 560 students Avg. class size: 15 students Sports: 13 | Extracurrculars: 11 Tuition & acceptance rate listed
School
Location
Miles
Quick Facts
534 Hillsmere Drive
Annapolis, MD 21403
(410) 263-9231
Annapolis, MD 21403
(410) 263-9231
7.9 miles
Gr: NS-12 | 650 students Avg. class size: 16 students Sports: 16 Tuition & acceptance rate listed
Chesapeake Montessori School
Montessori School
30 Old Mill Bottom Road North
Annapolis, MD 21409
(410) 757-4740
Annapolis, MD 21409
(410) 757-4740
2.7 miles
Gr: NS-8 | 148 students Avg. class size: 25 students Extracurrculars: 5 Tuition listed
74 Greenbury Point Rd
Annapolis, MD 21402
(410) 757-3090
Annapolis, MD 21402
(410) 757-3090
4.2 miles
Gr: PK-5 | 259 students Avg. class size: 15 students Sports: 2 | Extracurrculars: 7 Tuition listed
1130 Anne Chambers Way
Crownsville, MD 21032
(410) 923-3660
Crownsville, MD 21032
(410) 923-3660
4.3 miles
Gr: PK-12 | 560 students Avg. class size: 15 students Sports: 13 | Extracurrculars: 11 Tuition & acceptance rate listed
680 Evergreen Road
Crownsville, MD 21032
(410) 923-1171
Crownsville, MD 21032
(410) 923-1171
4.8 miles
Gr: PK-12 | 469 students Avg. class size: 15 students Sports: 8 | Extracurrculars: 35 Tuition & acceptance rate listed
School
Location
Miles
Quick Facts
Wee Lad & Lassie Early Learning Center
Daycare / Preschool
1281 Baltimore Annapolis Blvd
Arnold, MD 21012
(410) 647-2178
Arnold, MD 21012
(410) 647-2178
0.5 miles
Gr: NS-PK | 52 students Avg. class size: 10 students
669 Ritchie Highway
Severna Park, MD 21146
(410) 647-2283
Severna Park, MD 21146
(410) 647-2283
0.7 miles
Gr: PK-8 | 413 students Avg. class size: 25 students Sports: 8 | Extracurrculars: 17 Tuition & acceptance rate listed
The Goddard School ![The Goddard School Photo]( "The Goddard School Photo")
Daycare / Preschool
1 E. Joyce Lane
Arnold, MD 21012
(410) 544-0310
Arnold, MD 21012
(410) 544-0310
0.8 miles
Gr: NS-K Avg. class size: 12 students
KinderCare at Arnold ![KinderCare at Arnold Photo - KinderCare at Arnold]( "KinderCare at Arnold Photo - KinderCare at Arnold")
Daycare / Preschool
283 Peninsula Farm Rd.
Arnold, MD 21012
(410) 544-2338
Arnold, MD 21012
(410) 544-2338
0.8 miles
Gr: NS-PK
College Parkway's Creative Beginnings Preschool
Daycare / Preschool (Baptist)
Po Box 859 301 College Parkway
Arnold, MD 21012
(410) 647-9224
Arnold, MD 21012
(410) 647-9224
1 miles
Gr: NS-PK | 165 students Avg. class size: 8 students Tuition listed
School
Location
Miles
Quick Facts
201 Water St
Severna Park, MD 21146
(410) 647-7700
Severna Park, MD 21146
(410) 647-7700
2.3 miles
Gr: NS-12 | 911 students Avg. class size: 13 students Sports: 14 | Extracurrculars: 50 Tuition & acceptance rate listed
60 Robinson Rd # B9
Severna Park, MD 21146
(410) 544-0900
Severna Park, MD 21146
(410) 544-0900
3 miles
Gr: 9-12 | 15 students
The Harbour School At Annapolis
Special Education School
1277 Green Holly Drive
Annapolis, MD 21409
(410) 974-4248
Annapolis, MD 21409
(410) 974-4248
3.5 miles
Gr: 1-12 | 191 students Avg. class size: 7 students Sports: 5 | Extracurrculars: 2 Tuition & acceptance rate listed
Meadow Brook Education Center
Special Education School
1211 Farm Rd.
Crownsville, MD 21032
(410) 729-5862
Crownsville, MD 21032
(410) 729-5862
3.6 miles
Gr: 9-12 | 17 students
Chesterton Academy of Annapolis
(Catholic)
31 Rowe Blvd
Annapolis, MD 21401
(410) 855-3216
Annapolis, MD 21401
(410) 855-3216
3.9 miles
Gr: 9-12 | 77 students Avg. class size: 19 students Sports: 6 | Extracurrculars: 6 Tuition listed
School
Location
Miles
Quick Facts
669 Ritchie Highway
Severna Park, MD 21146
(410) 647-2283
Severna Park, MD 21146
(410) 647-2283
0.7 miles
Gr: PK-8 | 413 students Avg. class size: 25 students Sports: 8 | Extracurrculars: 17 Tuition & acceptance rate listed
365 Jones Station Road
Arnold, MD 21012
(410) 544-1882
Arnold, MD 21012
(410) 544-1882
1.2 miles
Gr: K-8 | 73 students Avg. class size: 11 students Extracurrculars: 2 Tuition listed
201 Water St
Severna Park, MD 21146
(410) 647-7700
Severna Park, MD 21146
(410) 647-7700
2.3 miles
Gr: NS-12 | 911 students Avg. class size: 13 students Sports: 14 | Extracurrculars: 50 Tuition & acceptance rate listed
Montessori International Childrens House ![Montessori International Childrens House Photo - Welcome to our school on the hill!]( "Montessori International Childrens House Photo - Welcome to our school on the hill!")
Montessori School
1641 N Winchester Rd
Annapolis, MD 21409
(410) 757-7789
Annapolis, MD 21409
(410) 757-7789
2.4 miles
Gr: NS-6 | 161 students Avg. class size: 24 students Extracurrculars: 3 Tuition & acceptance rate listed
Chesapeake Montessori School
Montessori School
30 Old Mill Bottom Road North
Annapolis, MD 21409
(410) 757-4740
Annapolis, MD 21409
(410) 757-4740
2.7 miles
Gr: NS-8 | 148 students Avg. class size: 25 students Extracurrculars: 5 Tuition listed
School
Location
Miles
Quick Facts
Wee Lad & Lassie Early Learning Center
Daycare / Preschool
1281 Baltimore Annapolis Blvd
Arnold, MD 21012
(410) 647-2178
Arnold, MD 21012
(410) 647-2178
0.5 miles
Gr: NS-PK | 52 students Avg. class size: 10 students
669 Ritchie Highway
Severna Park, MD 21146
(410) 647-2283
Severna Park, MD 21146
(410) 647-2283
0.7 miles
Gr: PK-8 | 413 students Avg. class size: 25 students Sports: 8 | Extracurrculars: 17 Tuition & acceptance rate listed
The Goddard School ![The Goddard School Photo]( "The Goddard School Photo")
Daycare / Preschool
1 E. Joyce Lane
Arnold, MD 21012
(410) 544-0310
Arnold, MD 21012
(410) 544-0310
0.8 miles
Gr: NS-K Avg. class size: 12 students
KinderCare at Arnold ![KinderCare at Arnold Photo - KinderCare at Arnold]( "KinderCare at Arnold Photo - KinderCare at Arnold")
Daycare / Preschool
283 Peninsula Farm Rd.
Arnold, MD 21012
(410) 544-2338
Arnold, MD 21012
(410) 544-2338
0.8 miles
Gr: NS-PK
College Parkway's Creative Beginnings Preschool
Daycare / Preschool (Baptist)
Po Box 859 301 College Parkway
Arnold, MD 21012
(410) 647-9224
Arnold, MD 21012
(410) 647-9224
1 miles
Gr: NS-PK | 165 students Avg. class size: 8 students Tuition listed
School
(Math and Reading Proficiency)
(Math and Reading Proficiency)
Location
Miles
Quick Facts
(Math: 20-24% | Reading: 40-44%)
Rank:
Rank:
5/
Bottom 50%10
6720 Old Alexandria Ferry Rd
Clinton, MD 20735
(301) 599-2480
Clinton, MD 20735
(301) 599-2480
9226.3 miles
Gr: PK-5 | 393 students Student-Teacher Ratio: 17:1 Minority enrollment: 87%
Charter School
(Math: 27% | Reading: 38%)
Rank:
Rank:
5/
Bottom 50%10
4701 San Antonio Blvd
Andrews Air Force Base, MD 20762
(301) 350-6002
Andrews Air Force Base, MD 20762
(301) 350-6002
9226.6 miles
Gr: K-8 | 347 students Student-Teacher Ratio: 13:1 Minority enrollment: 82%
Magnet School
(Math: 23% | Reading: 57%)
Rank:
Rank:
7/
Top 50%10
4601 Beauford Rd
Suitland, MD 20746
(301) 817-0300
Suitland, MD 20746
(301) 817-0300
9227 miles
Gr: K-8 | 540 students Student-Teacher Ratio: 13:1 Minority enrollment: 99%
Charter School
(Math: 5% | Reading: 33%)
Rank:
Rank:
2/
Bottom 50%10
6900 Ames St
Suitland, MD 20746
(301) 817-0544
Suitland, MD 20746
(301) 817-0544
9227.1 miles
Gr: K-8 | 357 students Student-Teacher Ratio: 12:1 Minority enrollment: 99%
(Math: 3% | Reading: 38%)
Rank:
Rank:
3/
Bottom 50%10
7300 Woodyard Road
Upper Marlboro, MD 20772
(301) 599-2422
Upper Marlboro, MD 20772
(301) 599-2422
9227.2 miles
Gr: 6-8 | 800 students Student-Teacher Ratio: 16:1 Minority enrollment: 98%
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