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Winchester Vacation Packages

Stonewall Jackson Headquarters Museum
Old Town WInchester
A really cool old house across from the library.
Winchester Vacation Packages
Want to book a vacation to Winchester? Whether you're off for a romantic vacation, family trip, or an all-inclusive holiday, Winchester vacation packages on TripAdvisor make planning your trip simple and affordable.
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Country Inn & Suites By Carlson, Winchester, VA
#1 Hotel in Winchester
Country Inn & Suites By Carlson, Winchester, VA
Clean room which was a good size and in a decent enough area. Had a good nights sleep which is what we think its all about, I would stay here again. Wifi was pretty sketchy and...
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The George Washington A Wyndham Grand Hotel
#2 Hotel in Winchester
The George Washington A Wyndham Grand Hotel
Stopped last night to break up our long road trip. We loved the Old Towne area and couldn't decide where to eat. So many options! Opted for the hotel restaurant and had a great...
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Hampton Inn Winchester-North
#3 Hotel in Winchester
Hampton Inn Winchester-North
Our Stay as usual was a pleasant one the rooms are clean and impeccable, the front desk staff is always eager to assist you in anything that they can, the breakfast has quite a...
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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.