The perfect gift for every occasion

  • Winesap Room
    Terrace
    Cortland Room
    Dining Room
    Braeburn Room
    Foyer with beautiful staircase

    • Address 217 West Boscawen Street
      Winchester, VA 22601
      USA
    • Phone+1-540-665-6777
    • Fax+1-540-722-2571
    • EmailContact Innkeeper
    Inn's website

    Old Watersrteet Inn is a grand old home located in Winchester's historic district, within easy walking of Old Town shops, restaurants, galleries, and nightlife. The federal style house was built in 1840-1890. Architectural details enhance the elegance of the inn, and your hosts have furnished it in an eclectic mix of styles, of old and new, which creates a charming, casual ambience. Our rates include a full breakfast, and 24-hour soft drinks, tea, and light snacks. Guests can relax in our living room with fireplace, in our sunroom, or on the terrace garden and yard. Each of the 5 rooms has its own distinct character. All rooms have private baths, queen beds, comfortable seating, central air, and wireless internet access. Featured in Washingtonian magazine Feb. 2008, recommended by Frommers, Top ratings on Tripadvisor

    Reviews

    Score Breakdown based on 17 Reviews

    4.6 out of 5
     
    • Guest room  4
    • Services  5
    • Value  4
    • Cleanliness  5
    • Dining  5

    Explanation of Our Ratings

      Outstanding
      Exceeded my expectations
      Met my expectations
      Okay, but below average
      Unsatisfactory
    5 out of 5
     

    Second time at the inn

    April 18, 2012

    After my first stay at Jeanne and Erik's inn back in 2010, I knew this was the place to plan a girlfriends' getaway weekend. This finally happened last weekend. We all loved our stay there and plan to come back again.

    5 out of 5
     

    Wonderful weekend

    August 02, 2011

    Classy, well-run B&B. Great restored historic home with wonderful amenities. Very friendly owners, knowledgeable of local food & attractions.

    4.8 out of 5
     

    Wonderful Experience

    April 05, 2011

    This was our first experience with a B&B so we were going on recommendations from others. The inn was as promised on the website while the service was exceptional. The breakfast times were adjusted to meet our schedule and the meals were superb. We hope to return next year.

    4.0 out of 5
     

    Great Place

    March 25, 2011

    We had a very pleasant stay. We had the Study which was warm and relaxing. We found out about a unique tree that has interesting fruit that the squires love and it looks like brains. The town is nice place to take walks and the people are very friendly. The Inn is some place that I would recommend and would stay there again if I that way again. Thoroughly enjoyed our stay there.

    Innkeeper Response
    yes, we have a beautiful 200-year-old Osage Orange tree in the Inn yard, and everyone is fascinated by it. The fruits are called hedge apples and kids call them "monkey brains". Our guests love to relax in the yard or on the garden terrace spring through fall.


    Location

    Innkeeper Information

    Innkeeper(s)

    Jeanne Faith and Erik Erdal

    The innkeepers speak:

    • Norwegian

    • English

    Explore Old Waterstreet Inn

    Visit Website
  • Rooms & Rates

    • Nightly Rate $140 - $160

    Policy

    Reservation Policy

    • Check In: 3:00-6:30    Check Out: 11:00

    • Deposit Amount Required: credit card required to book, for cancellation purposes

    • Cancellations: Cancellations for 1 night stays made 8 days or more before will receive a full refund. Cancellations for multi-night stays, multi room bookings, holidays, and event weekends is 14 days out. If you cancel in less than the specified time, you will be charged the full amount for the room, unless it is rebooked. Changes are treated the same as cancellations.

    • Open All Year Round: Yes


    General Policies

    • Smoking Allowed: No

    • Guest Pets Allowed: No

    • Drinking Allowed: Yes

    • Drinks Available: Yes

    • Children Allowed: children over 12

    • Suitable For Children: No

    • Childcare Provided: No


    Discount Type

    • extended stays - 3rd night or more, 15% off
      Percent Off: 15% Days Required: 3

    • midweek stays $10 less than weekends
      Percent Off: 0% Days Required: 0

    Explore Old Waterstreet Inn

    Visit Website
  • Reviews

    Score Breakdown based on 17 Reviews

    4.6 out of 5
     
    • Guest room  4
    • Services  4
    • Value  4
    • Cleanliness  4
    • Dining  4

    Explanation of Our Ratings

      Outstanding
      Exceeded my expectations
      Met my expectations
      Okay, but below average
      Unsatisfactory
    5 out of 5
     

    Second time at the inn

    April 18, 2012

    After my first stay at Jeanne and Erik's inn back in 2010, I knew this was the place to plan a girlfriends' getaway weekend. This finally happened last weekend. We all loved our stay there and plan to come back again.

    5 out of 5
     

    Wonderful weekend

    August 02, 2011

    Classy, well-run B&B. Great restored historic home with wonderful amenities. Very friendly owners, knowledgeable of local food & attractions.

    4.8 out of 5
     

    Wonderful Experience

    April 05, 2011

    This was our first experience with a B&B so we were going on recommendations from others. The inn was as promised on the website while the service was exceptional. The breakfast times were adjusted to meet our schedule and the meals were superb. We hope to return next year.

    4.0 out of 5
     

    Great Place

    March 25, 2011

    We had a very pleasant stay. We had the Study which was warm and relaxing. We found out about a unique tree that has interesting fruit that the squires love and it looks like brains. The town is nice place to take walks and the people are very friendly. The Inn is some place that I would recommend and would stay there again if I that way again. Thoroughly enjoyed our stay there.

    Innkeeper Response
    yes, we have a beautiful 200-year-old Osage Orange tree in the Inn yard, and everyone is fascinated by it. The fruits are called hedge apples and kids call them "monkey brains". Our guests love to relax in the yard or on the garden terrace spring through fall.

    3.2 out of 5
     

    Wonderful time, OT Winchester is very charming and the Inn was very nice.

    March 02, 2011

    Stayed at the Inn several weekends ago, beautiful house, could use some TLC, proprietors were very nice and presented us with a wonderful breakfast the next day, breakfast hours could be extended, currently 8:30 to 9:30. Room was beautiful with period furniture and a lovely private balcony, large enough to have several guests over for wine. We utilized the fire place, which was a lovely source of heat and romance, however, after 2 hours of having a fire without incident, the room, and the whole upstairs area of the house filled with smoke, soliciting guests out of their rooms at 1:15 AM, the entire Winchester FD showed up, WOW, what an exciting evening, finally was able to jump into bed at approx. 2:40 AM. Big shock was that upon checkout we were charged the full amount for the room, no discount offered, no offer of a discounted rate for future visits, etc. Given the fact that we did NOTHING to initiate the smoke, turned out to be the heavy winds, you would have thought that Top Notch Customer Service would include a discount on checkout or a discounted future stay, oh well, will most likely not visit this location again, entirely because of this customer service flaw.

    Innkeeper Response
    We appreciate very much the positive comments about the Inn, and we're sorry that these guests were not completely satisfied. Excessively high winds caused a back draft to occur in the chimney, which then caused a lot of smoke to pour into the room and upstairs hallway. This set off the fire alarm, which are connected to the fire department. After the initial chaos and noise the fireman arrived within minutes and the alarms were silenced. 4 firemen came into the house, while the rest checked the chimney from the outside. This couple had gone into the sunroom, so we took their glasses of wine into them, and they seemed to be taking it in stride. We then offered to move them to another room, where they would not have had the smoke smell and they could unwind in private and relax, or go to bed. They turned down this offer. The 4 firemen who did the clean up were courteous and made minimal disturbance, and the other couple staying with us told us the next morning that they were able to go back to sleep once the alarms were turned off. This incident was very distressing to us, because we strive to make our guests as comfortable as possible, but we felt offering this couple another room would have minimized their discomfort. We also did tell them to come to breakfast the next day as late as they wanted to. We hope future guests will understand that when something is in our control, or if we are negligent in any way, we certainly offer compensation to our guests. For the past 7 years we have built our business on providing superior customer service and attention, which the following reviews attest to (as well as the reviews on Tripadvisor)

    5 out of 5
     

    For the discriminating traveler...

    January 04, 2011

    A truly wonderful B&B. The hospitality was exceptional. Really wished we could have stayed longer. Close to all amenities. B&Z - Rockport, Maine

    4.2 out of 5
     

    Great place for a special weekend

    October 19, 2010

    Jeannie and Erik have a really wonderful B&B. Everything was great from the rooms to breakfast to the location near down town. They took care of our dinner reservations for us, which was very helpful. Highly recommend The Cortland Room, which features a private porch overlooking the garden. Over all it was a fantastic experience and we will definitely be returning.

    4.2 out of 5
     

    Great Weekend

    October 03, 2010

    We had a great time in Winchester. The Old Waterstreet Inn is gorgeous. Jeanne and Erik made us feel right at home and were very knowledgable about the area and the nearby restaurants. The breakfast was delicious and Jeanne was very attentive to the needs of the guests. Would highly recommend this B & B


    Explore Old Waterstreet Inn

    Visit Website
  • Location Type

    • in historc district

    • Downtown

    • Small town

    City -

    • Directions to property:
      Contact for directions.

    Airport

    • Washington DC, DC (IAD-Dulles) 50 miles


    Area Attractions

    • Antique Shopping

    • Art Galleries

    • Gourmet/Fine Dining

    • Historical interests

    • Live Music

    • Movie Theater

    • Museum

    • National/State parks

    • Nature area

    • River

    • Winery

    • Golfing

    • Hiking trails

    • Horseback riding

    • 5 public golf courses

    • Museum of the Shenandoah Valley

    • civil war battlefields and sites

    • hiking/fishing nearby

    • Old Town shops, restaurants, galleries

    • theatre and concerts

    • Shopping

    Explore Old Waterstreet Inn

    Visit Website
  • Amenities

    Type:

    • Bed and Breakfast

    • Historic Inn

    Property highlights

    • historic home

    • location in historic Old Town

    • Business travel

    • Honeymoons

    • Peaceful getaway

    • Romantic escape

    On-site

    • Library

    Guest room(s)

    • Air conditioning

    • Alarm clock

    • Fireplace

    Other

    • fresh flowers and bedside chocolates

    Explore Old Waterstreet Inn

    Visit Website
  • Breakfast

    • Type: Full

    • Time Served: 8:30-10:00

    • Serving Location: Dining Room

    Complimentary Perks

    • Non-alcoholic Beverages

    Signature Dish

    Almond amaretto french toast
    Thick french toast flavored with amaretto and orange juice and crusted with sliced almonds.

    Additional food services

    • light snacks, soft drinks, tea

    Recipes

    Breakfast-Brunch

    Almond Amaretto French Toast
    Serves: 10
    Prep time: 10 minutes

    Explore Old Waterstreet Inn

    Visit Website
 

Explore Old Waterstreet Inn

Visit Website
 

Special Package

3 Night Discount

Stay 3 nights and get 15% off the 3rd night (and additional nights).

Wine Lover's Special

On weekends, enjoy wine and cheese that we serve between 5:30-7:00 for an additional $35 per couple added to your room rate. Must ask for this at least 1 day in advance.

Weekday Select Dates Special

Thursday May 30 only! Last minute select weekday Special - $15 off. Please ask for this special when booking. Cannot be combined with other offers, new bookings only

Contact for details