Great Oak Manor Inn

10568 Cliff Rd, Chestertown, MD 21620 Get Directions 
Phone: 410-778-5943
Toll Free: 800-504-3098
Great Oak Manor Inn exterior view at night
Photo Credit: Great Oak Manor Inn
Built in 1938, this Georgian style estate covers 12,000 square-feet of grounds. Carefree "elegance on the bay." Nine acres of beauty with beach access and your getaway is sure to be remembered.
Number of Rooms: 12 plus 1 carriage house
Catering Available
Free Breakfast
Free Parking
Free WiFi
Meeting Facilities



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TripAdvisor Reviews
TripAdvisor Traveler Rating Based on 437 reviews
TripAdvisor Reviews
April 13, 2019
Holly made the visit incredible right from the initial phone call. The delicious breakfasts were over the top and a great way to start the day The grounds are spectacular and Manor exquisite. It...
TripAdvisor Reviews
March 29, 2019
I had a really wonderful experience at Great Oak Manor - friendly and helpful people, beautiful surroundings. The weather was not great and I don't think that dampened my experience one bit. I stayed...
TripAdvisor Reviews
March 24, 2019
The grounds, home, and decor were outstanding. We arrived early in March, so it was not yet possible to make use of kyacks and bicycles the Manor offers to guests, The host and hostess were very...