Let Great Oak Manor serve as your home away from home as you enjoy luxurious service and this beautiful property.
Explore Chestertown and the surrounding area
While visiting Great Oak Manor you will enjoy exploring historic Chestertown and this beautiful eastern shore area.


Live like a Local
The options for your visit to our Chesapeake Bay waterfront are plentiful, from local activities to complete relaxation. Chestertown is host to a variety of interesting locally owned shops, galleries, and museums and a well-stocked seasonal farmers’ market.
While Great Oak Manor offers serene views and quiet relaxation, the surrounding area is ready to be explored. For more information on things to do, call us today!