We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Old Waterstreet Inn

Traveler (31)
Room & Suite (8)
Dining (6)
Overview
217 W Boscawen St, Winchester, VA 22601-4117 See on map
AMENITIES
Free Wifi
Free Parking
Breakfast included
Air Conditioning
Non-Smoking Hotel
Family Rooms
Pool
{"containerClass":null,"containerAttributes":null,"widget":{"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","moduleList":["handlers"],"divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"},"dust":{"nav_controls":"ibex_photo_carousel__nav_controls"}},"scriptFlags":null}
Reviews (110)
Filter reviews
109 results
Traveler rating
88
11
5
2
3
Traveler type
Time of year
LanguageEnglish
88
11
5
2
3
Show reviews that mention
All reviews cottage suite bed and breakfast lovely historic home windows overlooking pedestrian mall perfect location within walking distance historic winchester top floor stayed one night jeannie pillows virginia
FilterEnglish
Updating list...
1 - 5 of 109 reviews
Reviewed 3 days ago

We had a wonderful stay with family. The Inn Keeper/Owner Jeanne was friendly. She was very helpful getting reservations made for us at a lovely restaurant downtown. She was very knowledgeable about the area and places for us to visit. Can't wait for our next...More

Date of stay: December 2018
Thank Charlotte S
Reviewed November 7, 2018 via mobile

This B&B in historic Winchester Va, owned & run by Jeannie Faith, is within walking distance from the two-block pedestrian area of boutique shops, antique & art galleries, unique restaurants & coffee shops, and the Civil War Museum. Jeannie is warm & welcoming, house-proud &...More

Date of stay: November 2018
Thank Carla S
Response from bbjeanne, Owner at Old Waterstreet InnResponded November 7, 2018

Thank you very much for your very kind and complimentary words. It makes an Innkeeper feel very satisfied when the guests leave on such a happy note. It was a pleasure to chat with you and to have you as our guests. And thanks for...More

Reviewed May 14, 2018

My husband and I had a lovely short weekend Fri-Sun stay at Old Waterstreet Inn celebrating our anniversary. The Inn was beautiful, with a perfect location, and adorable historic rooms. The Innkeeper Jeannie was very accommodating and made DELICIOUS breakfast each morning. We would book...More

Date of stay: May 2018
Thank LRPMSP
Response from bbjeanne, Owner at Old Waterstreet InnResponded May 16, 2018

Thank you for taking the time to write these positive comments . It was a pleasure having you as our guests !

Reviewed May 14, 2018

We had to cancel our reservation, not because we wanted to, as we had planned our trip months in advance, but weather was a factor as all of our activities were to be outdoors traveling from North Carolina, through Virginia onto Pennsylvania. We cancelled the...More

Date of stay: May 2018
Thank Peggy A
Response from bbjeanne, Owner at Old Waterstreet InnResponded May 16, 2018

I responded to you that there would be no charge for your cancellation . You cancelled at the last possible time you could do so , and this is first time ever we have had a cancellation due to the weather not being good ....More

Reviewed August 15, 2017

Located in downtown Winchester, close the pedestrian mall, we stayed one night. Very accommodating, we had to switch rooms due to our own medical issue, inn keeper accommodated us. Quiet location despite the busy street out front.

Date of stay: August 2017
1  Thank Lisa B
View more reviews
About
Description
A lovely 1840 home in the heart of Winchester's historic district. Walk to the quaint pedestrian street in Old Town, where you'll find shops, great restaurants, and nightlife. The casual elegance More creates a charming, relaxed atmosphere. A full breakfast is included, as well as complimentary soft drinks, tea, and light snacks. Wine and cheese package available. Less
Hotel Amenities
HOTEL FEATURES
Free Parking
Breakfast included
Free High Speed Internet (WiFi)
Air Conditioning
Non-Smoking Hotel
Pool
Room Service
Fitness Center with Gym / Workout Room
Room types
Non-Smoking Rooms, Family Rooms
Room types
Non-Smoking Rooms, Family Rooms
Number of rooms
5
Price range
$115 - $160 (Based on Average Rates for a Standard Room)
Location
United States > Virginia > Winchester
Room types
Non-Smoking Rooms, Family Rooms
Number of rooms
5
Price range
$115 - $160 (Based on Average Rates for a Standard Room)
Location
United States > Virginia > Winchester
Photos
Traveler (31)
Room & Suite (8)
Dining (6)
Nearby
Nearby HotelsSee all 24 nearby hotels
The George Washington a Wyndham Grand Hotel
2,168 reviews
.35 miles away
Holiday Inn Express Hotel & Suites Winchester
290 reviews
.96 miles away
Hilton Garden Inn Winchester
792 reviews
1.31 miles away
Wingate by Wyndham Winchester
1,190 reviews
1.31 miles away
Nearby RestaurantsSee all 336 nearby restaurants
Roma Old Town Wood-Fired Pizzeria
281 reviews
.22 miles away
Thai Winchester
340 reviews
.21 miles away
Bonnie Blue
303 reviews
.17 miles away
El Centro Classic Mexican Food and Drink
218 reviews
.22 miles away
Nearby AttractionsSee all 84 nearby attractions
Handley Regional Library
138 reviews
.20 miles away
Shenandoah Valley Discovery Museum
161 reviews
.22 miles away
Shenandoah Valley Civil War Museum
172 reviews
.25 miles away
Washington's Office Museum
110 reviews
.19 miles away
Questions & Answers
Ask a question
StWinefridesWell
November 2, 2016|
Answer
Response from bbjeanne | Property representative |
I'm sorry, we do not accept pets of any type
0
Votes
Room Tips
"comfortable mattresses and cozy warm duvets"
J8017WGcharlottes
3 days ago
Read review
"We stayed in the Braeburn Room, but peaked in a few others which were equally charming."
LRPMSP
May 14, 2018
Read review
"Did not have the opportunity to stay as we had to cancel our reservation due to bad weather."
914peggya
May 14, 2018
Read review
"The private porch of the Cortland Room is very pleasant when the outside temperatures are comfortable."
fabriciop64
May 17, 2017
Read review
Show More 
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more. Claim Your Listing