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 416 reviews
TripAdvisor Reviews
October 17, 2018
Mark O
My wife and I recently made a trip to Rock Hall and Annapolis, to inspect some sailboats. We needed a dog friendly place to stay and chose Great Oak Manor. Lynne, the host, could not have been more...
TripAdvisor Reviews
October 15, 2018
John K
We chose Great Oak Manor for a relaxing weekend getaway and it lived up to the excellent reviews. Innkeepers Richard and Holly made us feel right at home from the minute we arrived. We stayed in...
TripAdvisor Reviews
October 14, 2018
Ime H
I must say, the warm phone call from Holly after I made my reservation over a month ago had me anticipating a wonderful trip. That is exact what we had. The grounds are beautiful as well as the room...