Escape to Great Oak Manor
There is a special place just waiting for you on the Chesapeake Bay on Maryland’s Eastern Shore. Located minutes away from Chestertown, Great Oak Manor is a magnificent country estate built in the Georgian Style. It is a charming Bed and Breakfast with twelve guest rooms and a fabulous family style accommodation in addition to spacious common areas.
Whether you want to be active or simply to relax the options are plentiful. Take a bicycle ride on safe country roads, or explore the water from our private beach by kayak, paddle board, or canoe. Walk from our beach to the marina next door where you have access to a swimming pool, a fitness center, and a nine-hole golf course.
To slow down, relax in a hammock shaded by stately old walnut trees, sit by the bay in an Adirondack chair or stroll the expansive lawn.
Be sure not to miss our spectacular sunsets!