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 399 reviews
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...
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...