Let Great Oak Manor serve as your home away from home as you enjoy luxurious service and this beautiful property.
Explore historic Chestertown and the surrounding area
While visiting Great Oak Manor enjoy exploring charming Chestertown, Kent County, and Maryland’s beautiful Eastern Shore area.
Historic Kent County is the most bucolic and least populous county in Maryland. Chestertown’s cobblestone streets lined with trees and gas-lit lanterns, beautiful Colonial, 18th- and 19th-century homes that exudes an elegant historic small-town Southern charm.
Live like a Local
The options for your visit to our Chesapeake Bay waterfront are plentiful, from a host of local activities to complete relaxation. Chestertown is home to a variety of locally owned shops, galleries, restaurants 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!