Great Oak Manor

Perfect little getaway!

We enjoyed our stay. Upscale and lovely setting, very rural area. Quiet. Our balcony room was very nice but the Juliet balcony (picture) wasn't one to pay extra for. Broad expanse of greenery on the property, included breakfast just fine, convenient parking. The beach is "down the hill" - accessible with a pretty good walk. Room nice, bathroom small but adequate, shower knob was tricky as it rotated 360 degrees but only worked through 180. The TV system was Direct TV but with no channel guide, never did figure that one out.

The view and the amenities made it worth the stay

Charm, sophistication, friendly atmosphere, and kind staff Could have longer reach on WiFi coverage - extending to chairs overlooking bay bluff.

Beatufil property in a beautiful location. Staff was super helpful and friendly. Breakfast was great and very well organized for social distancing. cleaning etc.

Great, friendly staff; building and grounds were excellently-maintained, room was comfy.

Quaint, charming. Great place to relax and unwind.

The location was spectacular! With a tweak or two, some of the baths need a little updating.

We enjoyed our stay here. The grounds are beautiful and it's right on the water. We enjoyed playing cornhole on the lawn, taking the kayaks out and having a fire on the banks of the water. Our bed was comfortable, the water was hot and breakfast was plentiful the few times we ate it and the staff was friendly and helpful. There are lots of nice common areas and our room and bathroom were huge. The inn is older and definitely has that musty, older smell. I'm not sure how you get rid of that, but it's really the only thing about the inn that I really didn't care for. I didn't realize that it was as far from Chestertown as it was, so we had to drive to get anywhere and to go eat, which wasn't what I had in mind when I booked it (but that's my fault). Also, there aren't many decent places to eat in Chestertown so that was a pretty big bummer too. But again, that has nothing to do with the inn itself. I wouldn't hesitate to stay here again, maybe in the summer when there is more to do/more places open, etc.

If you are looking for a peaceful, relaxing and restful vacation, this is the place. Breakfasts are phenomenal!!! Holly is the exceptional host. Rooms are nice, clean and taken care of. I loved the history of the house. Great local restaurants. We had an amazing time!!!