| Business | Phone |
| Chestertown Head Start 320 Calvert St, Chestertown 21620 | (410) 778-3355 |
| Kent County Day Care Inc 320 Calvert St, Chestertown 21620 | (410) 778-6680 |
| Miss Ann Day Care 24133 Chestertown Rd, Chestertown 21620 | (410) 778-1862 |
| Small World Day Care 855 High St, Chestertown 21620 | (410) 778-1111 |