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 413 reviews
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...
TripAdvisor Reviews
October 1, 2018
Stayed here three night s after our sons wedding. The inn keepers, Holly and Richard, were outstanding, very friendly and help full, fun to be around. The rooms are very nice and very clean. The...
TripAdvisor Reviews
September 29, 2018
Ellem E
This place is truly amazing. The view of the Chesapeake Bay from the property is gorgeous. My room was cozy, breakfast was fabulous, and the hospitality was exceptional. Holly greeted us with open...