Great Oak Manor

We enjoyed our stay here in the Geddes room, which was comfortable and quiet. The grounds are very pretty and peaceful, with a great sunset view, and chairs down on the bay beach for morning coffee. The staff was great - Calin set us up with a great firepit at night. Chestertown is charming and we went to a nice farmer's market and spent the afternoon kayaking on the Chester River.

Fantastic Historic Mansion. Wonderful, attentive staff. Decorated as a Mansion of this Stature should be decorated. Waterfront views and private beach. We stayed Thursday through Sunday and could walk to the Safe Harbor Marina next door where our boat was docked. Truly master chef quality fine food. We were at a boating event that took up ten to twelve hours each day and did not get to totally enjoy this wonderful B&B. We will be back ‼️

From the moment we walked into Great Oak Manor, we were impressed with the house, the rooms and the grounds. The views of the Chesapeake as well as the sunset were beautiful. Everyone we came in contact with was very accommodating.

My recent stay at Great Oak Manor was outstanding in every way. The property is beautiful and the Manor itself is elegant. My room was spacious and beautifully appointed. The bed was the first thing I noticed when entering the room, the comforter and pillows were luxurious and artfully arranged and it was very comfortable. The room contained a seating area and table in front of a fireplace; a chair and a desk in a corner as well as a TV and side tables. There was a large closet with hangers and shelves and a beautiful bathroom, which included items not usually provided by most hotels now - shower cap, mouth wash, sewing kit, etc. I received a call from the staff several days prior to arrival with questions about any food allergies and preferences. The food reflected my stated preferences and was delicious. The chef came into the dining room to greet us and and to ensure that we were enjoying the food. The staff was wonderful - very attentive, friendly, professional. Everything was prepared in anticipation of our needs and wants and we were told to ask for anything that we might need or want. It was just a wonderful experience, we were treated as if we were guests in their home. I have been telling friends and family how much I enjoyed the Great Oak Manor Experience and I highly recommend it.

I thoroughly enjoyed my stay at Great Oak Manor. From arrival to departure, I was treated with great care and attentiveness. I was amazed by the beautiful decor and attention to detail. The rooms were beautifully appointed and clean. The grounds were immaculate and the aura surrounding the manor was serene and just perfect for rest and reflection. The meals were meticulously prepared and were delectable! The wine machine and the private beach were the icing on the cake! I could not recommend this retreat more highly!!