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Find Hotels with Bars in Winchester, KY

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Pick from 2 Winchester Hotels with Bars and compare room rates, reviews, and availability. Most hotels are fully refundable.

Hampton Inn Winchester
Exterior
Hampton Inn Winchester
2.5 star property
9.2 out of 10, Wonderful, (404)
"Rooms not as up to date"
The price is SAR 412
SAR 457 total
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn Winchester
Best Western Winchester Hotel
Property entrance
Best Western Winchester Hotel
2.5 star property
8.4 out of 10, Very Good, (877)
"It was clean , convenient and the staff was nice and friendly. Good breakfast available in the mornings."
The price is SAR 321
SAR 354 total
includes taxes & fees
26 Nov - 27 Nov
Best Western Winchester Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Searching for hotels with bars in Winchester?
Though you might not find a hotel in Winchester well-known for its bar, you will find 18 properties to choose from, some of which will have an onsite bar where you can unwind with a drink after sightseeing. While you’re here, consider a visit to Bluegrass Heritage Museum and Community Park.
What are the best hotels with bars in Winchester?
Here are a few of the top hotels with bars in and around Winchester: Quality Inn Lexington -Horse Park: Hotel with 2 restaurants. Enjoy the bar, breakfast, and free airport shuttle. GLō Best Western Lexington: Resort with restaurant. Enjoy the bar, free parking, and seasonal outdoor pool. GuestHouse Lexington: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Hilton Lexington/Downtown: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and breakfast. Marriott Lexington Griffin Gate Golf Resort & Spa: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
How many hotels with onsite bars will I find in Winchester?
Expedia has 5 hotels with a bar in Winchester.
What is there to do in Winchester?
To experience the area’s highlights, consider visiting Fort Boonesborough State Park, Hamburg Pavilon, and Hamburg Place, and then find a cozy spot for a nightcap. Other places to see include Bluegrass Heritage Museum and Community Park. Winchester is known for its restaurants.
When is the best time to visit Winchester?
Visiting local bars in Winchester is more fun in good weather. These rainfall averages and temperatures can help you choose the best time for bar hopping. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches.
How can I get to Winchester and around the area?
You might want to make the most of these transportation choices in and around Winchester: Fly into Blue Grass Airport (LEX), which is located 23 mi (37.1 km) away from the heart of the city. If you’d like to explore around the area, you may want to rent a car for your trip.