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Old Waterstreet Inn

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104 Reviews from our TripAdvisor Community

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Showing 103: English reviews
Silver Spring, Maryland
Reviewed 19 October 2010

Old Waterstreet Inn was fantastic. My wife and I stayed on an anniversary trip and Jeannie and Erik made it that much more special. The house is beautiful and located right near the pedestrian only down town. Our room was clean and bright, and featured a private porch overlooking the garden. The bed was very comfortable. Jeannie's breakfast was delicious....

Thank Valese01
Reviewed 21 September 2010

The room was fantastic as was the food and our host. They've got something very good going out there!

Thank tbateman1218
Aldie, Virginia
Reviewed 12 June 2010

We had a wonderful one night stay at the Old Waterstreet Inn's Cortland Room! Breakfast was positively declicious and I really appreciated that it was not fat and calorie laden like so many b&b breakfasts. Our first course was fruit with a great setup of being able to add as much or as little yogurt and toppings (granola, raisins, coconut)...

1Thank SwissMiss24
Burke, Virginia
Reviewed 2 June 2010

This is the second time my husband and I visited The Old Waterstreet Inn, we had a great time. The weather was fabulous and so was Jeannie. Your house is beautiful, warm and inviting. Jeannie is very helpful with giving dinner ideas and making reservations for you. She even helped us with hiking ideas. The wine and cheese platter is...

1Thank KathyandRich
Reviewed 6 May 2010

This was our fourth stay at Old Waterstreet Inn! When we feel the need for a relaxing weekend getaway, this is where we stay! The Innkeepers, Jeannie and Erik, are warm and welcoming, and the breakfast is excellent! I would recommend this Inn to anyone!

1Thank grade1teacher
Washington, DC
Reviewed 12 April 2010

My husband and I were looking for a mini-vacation and that is exactly what Old Waterstreet Inn provided us. It was so relaxing! Jeannie and Erik were excellent hosts. We loved our room (Winesap), the breakfasts, the wine and cheese hour, and looking around the beautiful house at all the detail and decor. They have local restaurants' menus (the actual...

1Thank lck823
Indianapolis, IN
Reviewed 12 March 2010

Sorry for the delay on this review! This place is absolutely perfect for a romantic long weekend getaway! This is a charming bed & breakfast set in a beautifully renovated 1840's home. The food is delicious, fresh fruit & yogurt/granola to start and then a wonderful hot breakfast of some sort (we had pancakes, quiche, and French toast the 3...

Thank brichlerk
Reviewed 12 October 2009

This bed and breakfast was such a pleasant and beautifully decorated Inn. When we first arrived we were taken up to our room and the room was exactly like the photos. The room was full of character! Every morning we were served a breakfast that was really great. One aspect that we really loved was the location. The B&B was...

1Thank amandal120
Reviewed 26 September 2009

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...

1Thank gypsyknees
New Jersey, USA
Reviewed 14 September 2009

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,...

1Thank bds0423

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  • Free Breakfast
  • Free Parking
  • Free High Speed Internet ( WiFi )
In your room
  • Air Conditioning
  • Free Internet
  • Free High Speed Internet ( WiFi )
  • Free Breakfast
  • Free Parking
Official Description (provided by the hotel)
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 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. ... more   less 

Additional Information about Old Waterstreet Inn

Address: 217 W. Boscawen St, Winchester, VA 22601
Region: United States > Virginia > Winchester
Price Range: ₹ 7,827 - ₹ 10,890 (Based on Average Rates for a Standard Room)
Number of rooms: 5
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Questions & Answers

Here's what travellers have asked, with answers from Old Waterstreet Inn staff and other travellers.
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Fairfax, Virginia

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Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travellers prefer

“All were lovely”
 of 5 bubbles JandRRockville_VA, 7 Aug 2016 | Read review
“The Winesap Room on the second floor is beautiful and has great views.”
  • The staircase from our room to the first floor
  • View from our room
 of 5 bubbles georgemF6460DV, 5 Nov 2015 | Read review
“The Inn is on a busy street, but we had no trouble sleeping.”
 of 5 bubbles btaes1, 20 Sep 2015 | Read review
“Our room was great in every way. Judging from the community areas, dining room, and halls, I can only imagine that all the rooms would be just as nice.”
 of 5 bubbles 842melindab, 4 May 2015 | Read review
“The Braeburn room is the one we chose, very soft and dreamily comfortable bed!”
 of 5 bubbles erinzblonde, 15 May 2014 | Read review
5 of 5