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



Interactive Map

Locate the Great Oak Manor Inn and Find What's Nearby
Looking for something specific
Great Oak Manor Inn
Reset Form
  • Places on Map

No Results.

  • Selected on Map

No Results.

TripAdvisor Logo

TripAdvisor® Traveler Reviews

TripAdvisor Reviews
TripAdvisor Traveler Rating Based on 397 reviews
TripAdvisor Reviews
July 14, 2018
Maria G
My family enjoyed a second visit to the Great Oak Manor and we were thrilled with our rooms, scrumptious breakfast, and amazing grounds. Holly and Richard were so helpful and we were having so much...
TripAdvisor Reviews
July 12, 2018
Sally E
My husband and I stayed at the Great Oak Manor for two nights recently along with our dog, Rosie. The property is beautiful, comfortable, well-appointed, and relaxing, and our dog-friendly...
TripAdvisor Reviews
July 8, 2018
Donna W
We're from Richmond, and we met friends from Long Island at this inn that was a comparable distance from both couples. We were pleased with the rooms (across from each other on the third floor), the...