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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 1,300 reviews and posted 800 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
I usually stay here when on business in the area. Everyone here is nice and friendly. This hotel really has no restaurants right next to it like most do, but they have some...
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Best Western Winchester Hotel
#2 Hotel in Winchester
Best Western Winchester Hotel
Not elaborate, but friendly, clean, safe and quiet. Well maintained, reasonably priced and has the look of someone who cares about details. The choices of breakfast items and...
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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.