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 435 reviews
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...
TripAdvisor Reviews
March 18, 2019
We had our intimate family wedding here on 3/16/19 and it was nothing short of amazing! Richard and Holly and the entire staff were so wonderful, welcoming and helpful! They recommended the baker...
TripAdvisor Reviews
February 25, 2019
Geoffrey G
Richard and Holly could not have been more welcoming. This was initially booked as an Anniversary trip, but sickness meant our child care fell through and we were faced with the choice of...