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.
Catering Available
Free Parking
Group Tour Rates Offered



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TripAdvisor® Traveler Reviews

TripAdvisor Reviews
TripAdvisor Traveler Rating Based on 469 reviews
TripAdvisor Reviews
March 30, 2020
The Manor and the staff were very friendly and inviting. Very quiet and the grounds are beautiful. The Breakfast was fabulous and I was given the recipe for the Turkey/Egg and we make it at least...
TripAdvisor Reviews
March 29, 2020
My husband and I loved staying at Great Oaks for a mini-escape! We enjoyed the fireplace, beautiful views, and breakfast every morning. Holly was wonderful and took great care of us during our stay...
TripAdvisor Reviews
March 25, 2020
We enjoyed the property’s many views, staff and rooms. The location is remote and adds to the overall experience of wanting to get away and relax. The staff is friendly and accommodating. The rooms...