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 441 reviews
TripAdvisor Reviews
June 11, 2019
We checked into Great Oak and we were both taken with the overall feeling of calm and peace, that was before we got to the conservatory with its panoramic view of the bay, deep joy. Holly, the inn...
TripAdvisor Reviews
May 28, 2019
First time at a B&B and we'll definitely will be back! The manor and grounds are kept in wonderful condition. And the view of the Chesapeake melts any concerns and worries you may have and gives...
TripAdvisor Reviews
May 2, 2019
We had our daughter’s wedding this past weekend at this venue. All I can say is this...any potential brides and grooms or not hesitate to book this beautiful place for your dream...