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Sitting at the northernmost corner of Virginia in the Shenandoah Valley, Winchester offers visitors the chance to explore historical sites, museums, vineyards, farmers' markets, and tree-lined Old Town streets once wandered by the likes of George Washington and Stonewall Jackson. The fruitful fields of the surrounding Frederick County have earned the area the title "apple capital of the world," with the city hosting the Shenandoah Apple Blossom Festival annually for almost a century.
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Our best Winchester travel discounts!
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$62 -- Stay 3 Nts and save 30% off your stay! Wingate by Wyndham
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$46 -- Early Booking BonusâSave 15% on Your Hotel Stay: Super 8 Va
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Most Popular Hotels
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3-Star Hotels -
Save up to 23%
| The George Washington Hotel |
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Beautiful renovations in the great, interesting, cool and unusual hotel in downtown Winchester. Bed was very comfortable with lovely linens. I did have a...
Average price*:
€85
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| Holiday Inn SE Historic Gateway |
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The room was very clean, the bed was extremely comfortable (with choice of pillows), there was plenty of hot water and the staff was beyond efficient and...
Average price*:
€68
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| Courtyard by Marriott Winchester |
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This was our last hotel prior to drving back to Washington DC and our flight home.
Did not appreciate being told that they could not check us in when we...
Average price*:
€73
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2-Star Hotels -
Save up to 17%
| Candlewood Suites Winchester |
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We found the front desk as well as all personnel we came in contact with very pleasant, helpful and courteous. Which in itself was refreshing. The suite...
Average price*:
€54
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| Holiday Inn Express Hotel & Suites Winchester |
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We had a pleasant over night stop here on a long road trip. No problems to report; just a clean and quiet room and a good night's sleep...which is all we...
Average price*:
€58
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| Comfort Inn |
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This was an older Comfort Inn, but kept up very well. We asked for a quiet room and were placed away from the freeway noise. Rooms were clean, front...
Average price*:
€50
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| Wingate Inn - Winchester |
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This hotel is wonderful!!! We always try to stay here when we visit Winchester. They are so kind and the hotel is so well kept. I would highly recommend...
Average price*:
€61
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| Country Inn & Suites Winchester |
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My husband and I stayed here for our weekend get away. We had a room with an in suite jaz. tub and a corner fireplace. GREAT room, GREAT location, GREAT...
Average price*:
€59
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More Deals for Popular Hotels
| Old Waterstreet Inn |
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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...
Average price*:
€92
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| Hilton Garden Inn Winchester |
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This is a standard Hilton Garden Inn, which is a positive, as HGI’s are generally very nice. This is new (about a year old according to hotel staff), so...
Average price*:
€88
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Hotel deals
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Winchester: Book early. Save up to 20%
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Four Seasons Hotel
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