We caught the sunset, it is so beautiful! Be aware there aren't too many places to eat dinner in this town. We got caught out and managed to find food 30min away in Chestertown. But really relaxed vibe that made for a perfect getaway.

We made a last minute decision to spend Friday night in Rock Hall at the Inn at Osprey Point. It turned out great. Stayed in the Port room, which is in the Annex a 1/2 mile from the Inn. We had a terrific view, looking out at the Marina. Also enjoyed dinner that evening at the Inn. It was our... More

My husband and I just spent two nights at the inn and stayed on the third floor. (We don't mind stairs.) The room was quite spacious and not at all what you would conjure up of a third floor room with a dormer window. It had very high ceilings, wide-plank pine floor and all the amenities of a fine B&B.... More

We stayed three nights in the Annex (Port) at the Inn and enjoyed it immensely. We loved the Annex being right on the water with lots of windows and beautiful views. The room was very spacious with a king size bed and a seating area. The owners have great taste and everything was well considered from the coffee selection with... More

What a fabulous weekend we had at this Inn. We stayed in the Annex right on the water and enjoyed a restful, relaxing stay. The rooms are large and so very comfortable. The personnel at the Inn are very friendly and accommodating, and we just can't wait to go back. The restaurant is also excellent!!

I came for a little weekday getaway during Spring Break; a colleague who lives on a boat had recommended the area. It was a quiet time of year, which was just what I wanted, after some rather strenuous tourism on my last vacation. I asked for their least expensive accommodations, and they offered me an upgrade at the same price,... More

My wife and I spent the past Sunday evening as guests. Our room, Windigo, was charming and adequately appointed. It is located above the restaurant/kitchen as are many of the rooms and we did hear some noise. Dinner at the restaurant was superb and I'd recommend the calamari appetizer. Eric our maitre d' and Matt the chef were wonderfully attentive... More

Arrived at Osprey Point 11:30 pm to find our room ready,inviting us to enjoy the cookies,hot shower and a king size bed built for comfort. The view from our window in the morning revealed an idealic setting on the bay with boats nestled into their docks. We enjoyed delicious coffee and breakfast by the fire along with great conversation with... More

When I visited the restaurant at Osprey Point this past summer my experience was superb from start to finish. The service, food, and atmosphere were exceptional. My girlfriend and I were seated immediately upon our arrival (we did make a reservation) and sat at a table adorned with beautiful fresh cut flowers. We each started off with a delicious salad,... More