On same day notice, I was booked and my special needs were accommodated! Jeannie booked my reservation with only 6 hours notice, accommodated my Gran's needs for a 1st floor room and my gluten free diet restriction. Upon arrival, she directed us to a nearby restaurant and called ahead to make certain they would seat us since it was well... more

My wife and I were on our way home from a trip and were looking for one last romantic and comfortable night's stay. We chose the Old Waterstreet Inn based on its website. The website did not do justice to the place! We made a last minute reservation, the morning of our stay. We spoke directly to Jeanne, the proprietor,... more

We traveled through Winchester on our way home and decided a couple of days in advance to stay at a B&B. The Old Waterstreet Inn was the first that popped up on a search. It is a delightful old Virginia home, an historic landmark in Old Town Winchester, that feels like home. Sophisticated yet comfy, tasteful decor, with numerous thoughtful... more

This Inn is a wonderful old home with a rich history and thoughtful details. Our hostess, Jeannie greeted us graciously and efficiently. She also had great recommendations for things to see and do in the local Winchester area. We stayed in the Cottage Inn Suite on the 3rd floor which featured a sitting room and essentially a floor all to... more

My wife and I stayed at the Old Water Street B&B over a weekend in mid May. We selected this place in historic Winchester, VA largely because of the favorable reviews we had read on Trip Advisor. We were looking for a nice place to stay while attending our son's graduation from Shenandoah University. This B&B certainly lived-up to its... more

My husband and I live just outside of Washington, DC. Every other month or so we love to get away for the weekend and are always looking for charming B&B's within a few hours drive. We are so fortunate to have discovered the Old Waterstreet Inn! It is a beautiful, lovingly-restored historic home on a quiet street in the historic... more

My wife and I were thrilled with the Old Waterstreet Inn...as much with the building itself as we were with Jeannie and Eric, the innkeepers. They are both very nice and accommodating people who made us feel right at home, yet respected our privacy. They enabled a very enjoyable weekend getaway for us. If you are looking for a B&B... more

My wife and I traveled over 5+ hours to enjoy the Wonderful Hospitality of Jeannie and Erik at Old Waterstreet Inn. (Other Inn guests were luckier to live much closer!) We chose Winchester, VA to meet our Adult son over Easter weekend (He traveled 4+ hours from the opposite direction.) We booked two rooms (Mr. Moore's Study & The Winesap... more

Jeannie and Erik were great, we stayed in the suite on the third floor, which was very private and was the perfect getaway spot.. Breakfast was delicious and very adequate. We would definately recommend the Old Waterstreet Inn. more