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 411 reviews
TripAdvisor Reviews
September 25, 2018
My husband and I stayed here during parents weekend at local Washington College, and although we didn’t get to spend much time on the property, the time spent there was very relaxing with lovely...
TripAdvisor Reviews
September 24, 2018
We were in the area for a family wedding, so we didn’t have as much time at Great Oak Manor that we would have liked—especially to kayak on the Chesapeake. It is a beautiful building, and breakfast...
TripAdvisor Reviews
September 16, 2018
This beautiful inn is all you could hope for — and more. The inn is magnificent and the view breathtaking. My husband and I recently spent 4 nights at Great Oak in celebration of our 20th...