Children at daycare

Best Child Daycare & Preschools in Chestertown, MD

Compare 6 child daycare & preschools in Chestertown. Average rating: 4.1/5 stars. See top 10 ranked daycares, compare by type, and find the right childcare for your family.

Chestertown, Maryland at a glance

Programs
6
Avg rating
4.1/5
Parent reviews
26
Top rated (4.5+)
1

Chestertown has 6 licensed child daycare & preschools with 26 parent reviews averaging 4.1/5.Browse all options below to find the right fit for your family.

Top 10 Best Rated Daycares in Chestertown

Ranked using a weighted score that combines Google rating with the number of parent reviews — daycares with more reviews rank higher than those with a high rating but few reviews. Last updated: March 2026.

  1. 1
    Miss Anns Day Care
    4 score
    4(6)

    24133 Chestertown Rd, Chestertown, MD · Child Daycare & Preschools · Capacity: 54 children

    Miss Ann's Day Care receives highly polarized reviews. Most parents praise Miss Ann for her caring, family-like approach, homemade meals, and ability to work with children with special needs. However, two negative reviews allege emotional abuse, poor hygiene, inadequate diaper changes, and unfair pricing practices.

    Caring and loving with childrentreats families like extended familyhomemade mealsaccommodating with work schedules
  2. 2
    Chestertown Nursing & Rehab
    3.44 score
    3.3(20)

    415 Morgnec Rd, Chestertown, MD · Child Daycare & Preschools · Capacity: 20 children

    Chestertown Nursing & Rehab, recently under new ownership and management, receives consistently high praise from families. Reviewers highlight exceptional care quality, professional staff, cleanliness, and effective rehabilitation services, with many noting significant improvements compared to previous experiences at other facilities.

    Exceptional physical and occupational therapy teamscleanliness and attention to detailwarm and compassionate staffeffective pati

Rating Distribution

Based on 3 daycares with Google ratings in Chestertown

4.5 - 5.0
1
4.0 - 4.4
1
3.0 - 3.9
1
Below 3
0

Best Rated Neighborhoods

Chestertown zip codes ranked by average daycare rating

Zip CodeDaycaresAvg. RatingTop Rated
216206
4.1
1

Facility Sizes

Capacity distribution of daycares in Chestertown (20–66 children)

Small

up to 30 children

3

Medium

31–75 children

3

Large

76–150 children

0

Very Large

150+ children

0

Top Rated

Highest rated daycares in Chestertown based on parent reviews

Miss Anns Day Care

4(6)

24133 Chestertown Rd, Chestertown, MD

Miss Ann's Day Care receives highly polarized reviews. Most parents praise Miss Ann for her caring, family-like approach, homemade meals, and ability to work with children with special needs. However, two negative reviews allege emotional abuse, poor hygiene, inadequate diaper changes, and unfair pricing practices.

Caring and loving with childrentreats families like extended familyhomemade meals

Little Lights Early Learning Center

5

116 Liberty Ln, Chestertown, MD

Chestertown Nursing & Rehab

3.3(20)

415 Morgnec Rd, Chestertown, MD

Chestertown Nursing & Rehab, recently under new ownership and management, receives consistently high praise from families. Reviewers highlight exceptional care quality, professional staff, cleanliness, and effective rehabilitation services, with many noting significant improvements compared to previous experiences at other facilities.

Exceptional physical and occupational therapy teamscleanliness and attention to detailwarm and compassionate staff

Map

Child Daycare & Preschools in Chestertown, Maryland

There are 6 child daycare & preschools in Chestertown, Maryland. Below you'll find a complete directory to help you compare and choose the right daycare for your child.

Based on Google reviews, daycares in Chestertown have an average rating of 4.1 out of 5 across 3 rated facilities, with 33% scoring 4.5 stars or higher. Child Daycare & Preschools facilities lead with an average of 4.1 stars. Our analysis covers 26 parent reviews.

When choosing a daycare in Chestertown, consider visiting facilities in person, checking their licensing status, and asking about staff-to-child ratios, daily routines, and safety policies.

All Child Daycare & Preschools in Chestertown

Showing 6 results

Little Lights Early Learning Center
Child Daycare & Preschools
5
Address
116 Liberty Ln, Chestertown, MD
Phone
(410) 778-6505
Miss Anns Day Care
Child Daycare & Preschools
4

Miss Ann's Day Care receives highly polarized reviews. Most parents praise Miss Ann for her caring, family-like approach, homemade meals, and ability to work with children with special needs. However, two negative reviews allege emotional abuse, poor hygiene, inadequate diaper changes, and unfair pricing practices.

Caring and loving with childrentreats families like extended familyhomemade meals
Address
24133 Chestertown Rd, Chestertown, MD
Phone
(410) 778-4655
Chestertown Nursing & Rehab
Child Daycare & Preschools
3.3

Chestertown Nursing & Rehab, recently under new ownership and management, receives consistently high praise from families. Reviewers highlight exceptional care quality, professional staff, cleanliness, and effective rehabilitation services, with many noting significant improvements compared to previous experiences at other facilities.

Exceptional physical and occupational therapy teamscleanliness and attention to detailwarm and compassionate staff
Address
415 Morgnec Rd, Chestertown, MD
Phone
(410) 778-1900
Kent County Day Care @ Garnett Elem
Child Daycare & Preschools
Address
320 Calvert St, Chestertown, MD
Phone
(410) 778-6680
Kent Family Center
Child Daycare & Preschools
Address
601-6 High St, Chestertown, MD
Phone
(410) 778-7911
Radcliffe Creek Schl
Child Daycare & Preschools
Address
201 Talbot Blvd Ste A, Chestertown, MD
Phone
(410) 778-8150

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Frequently asked questions

There are 6 child daycare & preschools daycares in Chestertown, Maryland. Browse our directory to compare options and find the right fit for your child.
Based on parent reviews, daycares in Chestertown have an average Google rating of 4.1 out of 5 across 3 rated facilities. About 33% of rated daycares score 4.5 stars or higher.
When choosing a daycare in Chestertown, consider visiting facilities in person and checking:
  • Licensing status with Maryland's regulatory agency
  • Staff-to-child ratios (requirements vary by age group in Maryland)
  • Safety measures and cleanliness
  • Daily routines and educational curriculum
  • Parent reviews and ratings
  • Location and hours that fit your schedule
Daycare costs in Maryland typically range from $200 to $400 per week for full-time care, depending on the child's age, facility type, and location within the state. Infant care tends to be more expensive due to lower staff-to-child ratio requirements. Contact individual facilities in Chestertown for current pricing.
Yes, daycare centers in Chestertown must be licensed by Maryland's childcare licensing agency. Licensed facilities are required to meet standards for safety, health, staff qualifications, and staff-to-child ratios. You can verify a facility's license status through your state's licensing database.