Best part of our stay was not having to drive anywhere for 2 days. This place is in walking distance of all the activities we enjoyed at a recent event. Room was large and my wife loved all the lamps. Bed was comfortable, but noise from the street was steady and significant. Sure would have liked to watch the news... More

We loved our trip to this lovely B & B. Jeannie was very helpful with reservations and the breakfasts were delightful. Our room was large and very comfortable. We enjoyed the sitting rooms, the one on the first floor and also the sun room. It was in a very convenient location, we walked everywhere. Great place to stay, we recommend... More

This place may be lovely, and we may even end up staying there as I write, but the purpose of this review is to warn you about the Old Waterstreet Inn if you book it as part a package. We booked a morning balloon ride and a stay the night before at the Old Waterstreet Inn as part of a... More

We recently stayed at the Old Waterstreet and had an incredible experience. The house has a ton of character and is right in old town Winchester...perfect location, and a quick walk to just about everything in downtown. The food was great. Most importantly though, Jeannie and Erik were exceptionally accomodating and went out of their way to ensure we had... More

We recently enjoyed a "delicious" wine tasting weekend with three other couples and our home base was the lovely Old Waterstreet Inn in Winchester, VA. Our hosts, Jeannie and Erik could not have been more accommodating. The house is exquisite --- charming, elegant, and yet NOT stuffy. Every room is beautifully decorated and very comfortable. Breakfasts were delightful and generous.... More

We had the opportunity to spend a few days at the Old Waterstreet Inn with a group of friends for the New Years Weekend. Jeannie and Erik are very welcoming and provide lovely accomodations. The Inn is conveniently located within walking distance of the pedestrian Mall which has a varied assortment of shops and restaurants. There is a lot of... More

Old Waterstreet is THE perfect bed and breakfast. Lovely town and location; beautifully and comfortably decorated, perfect sized rooms, delicious breakfast and Jeannie is a great host. Great town to stop over and stroll thru . . . . When in town, a visit to the library is a must!

The location is great and the house was quite nice. We stayed in the cottage suite (top floor...many stairs) which was nice because it had a sitting room included. One caution on the bathroom...I'm tall and the ceiling slopes down so you have to stand close to the shower head or your head will hit the ceiling. I would suggest... More

I had a rare window of opportunity to take a day off and get away for a long weekend, so called and was fortunate to get their last room available! Easy to find, with its own parking, in old town Wincester, within a few blocks of several museums, a very nice local library, and lots of restaurants along a pedestrian... More