Winchester Holidays
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Your Winchester Holiday
Our Winchester holiday packages give you the power to create your own adventure. Tailor your journey to your interests and style and make the most of your time in this wonderful city. You'll want to go sightseeing during your trip to Winchester. Drop by big-name attractions such as Lykins Park, Southwind Golf Course and Bluegrass Heritage Museum. Browse Expedia's wide range of travel options and book your ideal holiday to Winchester now.
Winchester Holiday
Winchester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Blue Grass Airport (LEX) |
Population | 18,400 |
Max Temp Winter | 4ºC |
Max Temp Summer | 29ºC |
Top Sights | Bluegrass Heritage Museum, Lykins Park and Southwind Golf Course |
Our pick of the best Winchester Hotel Deals
Best Western Winchester Hotel
It was a great choice for us. Super clean. All the space we needed. Our car was conveniently parked outside our room door. Breakfast was a nice touch too.
Reviewed on 24 Oct 2025
Spark by Hilton Lexington Hamburg
It was enjoyable stay at a fair price. I'd stay here should I need to be in the area.
Reviewed on 24 Oct 2025
GuestHouse Lexington
Very happy with our stay
Reviewed on 24 Oct 2025
Discover the most popular places to visit in Winchester
The Kentucky Castle
Enjoy a trip to The Kentucky Castle and popular activities such as horse riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Buffalo Trace Distillery
You can take time to visit Buffalo Trace Distillery during your travels to Frankfort. You can seek out the hiking trails while in the area.
Rupp Arena
Catch an event at Rupp Arena and enjoy other activities in Lexington such as horse riding.Attend a sporting event or simply enjoy the lively bars while you're in the area.
What to do in Winchester
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington: Downtown Walking Food & History Tour
