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Winchester Hotel + Air Packages

Stonewall Jackson Headquarters Museum
Old Town WInchester
A really cool old house across from the library.
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The George Washington Hotel
#1 Hotel in Winchester
The George Washington Hotel
“Perfect hotel” 09/14/2014
This hotel is amazing. The matress is worth the trip, don't hesitate, so clean and relaxing. Easy walk over one block for pedestrian mall. The bathrooms are huge and a great...
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Country Inn & Suites Winchester
#2 Hotel in Winchester
Country Inn & Suites Winchester
Our stay at Country Inn & Suites was superb to other hotel chains we have used. The decor and the quality furnishings were great. The complimentary breakfast was good only...
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Holiday Inn Winchester Southeast-Historic Gateway
#3 Hotel in Winchester
Holiday Inn Winchester Southeast-Historic Gateway
Spent last night at this hotel while on a road trip. Hotel is very clean and well decorated. Close to many chain restaurants and stores. Very good water pressure. While we didn't...
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Cheap Flights to Winchester
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†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travelers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.