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® Traveler Reviews

TripAdvisor Reviews
TripAdvisor Traveler Rating Based on 400 reviews
TripAdvisor Reviews
August 7, 2018
Cindy E
The Great Oak Manor is absolutely beautiful. The setting is along the Chesapeake Bay on several acres of land. The landscape is beautiful and the Manor is a step back in time. The room (The...
TripAdvisor Reviews
July 21, 2018
This is the place to relax! Holly, Richard and Cass are truly welcoming people who make you feel totally at home right away. What a difference to be around people who clearly love what they do...
TripAdvisor Reviews
July 20, 2018
This was our second stay at Great Oak Manor, the first being in a snowy February many years ago. The Manor has retained its beauty and charm. All rooms are beautifully decorated and its setting on...