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Winchester Holiday Packages

Rock to jump off of
Oysters were HUGE!
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Winchester Holiday Packages
Want to book a holiday to Winchester? Whether you're off for a romantic holiday, family trip, or an all-inclusive holiday, Winchester holiday packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect holiday package for Winchester on TripAdvisor by comparing Winchester hotel and flight prices. Travellers like you have written 1,296 reviews and posted 799 candid photos for Winchester hotels. Book your Winchester holiday today!
Or build your own Winchester holiday package
Hampton Inn Winchester
#1 Hotel in Winchester
Hampton Inn Winchester
Love this Hampton Inn! Friendly, helpful staff. Very clean, nice room. Complimentary waters and candy in the room. Good variety of items at breakfast. A short drive to local...
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Best Western Winchester Hotel
#2 Hotel in Winchester
Best Western Winchester Hotel
Believe the hype about the breakfast!! It is superb. This place looks inauspicious from the outside and all the rooms are direct-accessed from outside; more of a motel that feels...
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Red Roof Inn Lexington - Winchester
#3 Hotel in Winchester
Red Roof Inn Lexington - Winchester
“Great” 13/10/2017
This was a good find. I stayed in a dump the first night and found this on an Internet search. Clean and orderly. Friendly staff. No food near by and that is a draw back. The...
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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 travellers 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.