While visiting Great Oak Manor you will enjoy exploring historic Chestertown and this beautiful eastern shore area. Chestertown is host to a variety of interesting locally owned shops, galleries, and museums. A well-stocked Farmers Market is held on High Street each Saturday morning.

Historic Downtown Chestertown

  • Farmer’s Market – Saturday mornings from 8 a.m. to noon beginning about the third Saturday in March through the last Saturday in December. Located at Fountain Park in Chestertown.
  • Kent County is home to several antique shops in Chestertown, Galena, Rock Hall, and Crumpton.
  • Visit the museums and art galleries
  • Take an audio tour of historic Washington College.

Noteworthy Shops