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Find Hotels with Bars in Winchester, KY

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Top Winchester Hotels with Bars

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Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 star property
Slade
8.6 out of 10, Excellent, (1783)
"Front desk staff was super nice, room was perfect as we were hiking and needed a place to relax and get some sleep! "
United States
Kathy
$86 nightly
The price is $95
Dec 12 - Dec 13
Total with taxes and fees
Natural Bridge State Resort Park
Terrace/patio
Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

4.5 star property
Lexington
8.4 out of 10, Very Good, (584)
"Great staff. Nice rooms"
United States
Michaline
$108 nightly
The price is $125
Jan 4 - Jan 5, 2026
Total with taxes and fees
Marriott Lexington Griffin Gate Golf Resort & Spa
Exterior
Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG

3.0 star property
Lexington
9.0 out of 10, Wonderful, (1003)
"Nice property, helpful staff"
Canada
sandra
$84 nightly
The price is $98
Dec 19 - Dec 20
Total with taxes and fees
Holiday Inn Lexington - Hamburg by IHG
Lobby
Hyatt Place Lexington

Hyatt Place Lexington

3.0 star property
Lexington
8.8 out of 10, Excellent, (1005)
"Staff friendly, room nice, clean"
United States
David
$101 nightly
The price is $117
Dec 10 - Dec 11
Total with taxes and fees
Hyatt Place Lexington
Lobby
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 star property
Downtown Lexington
8.6 out of 10, Excellent, (1004)
"Convenient location for visiting the area"
United States
Carmen
$107 nightly
The price is $124
Dec 26 - Dec 27
Total with taxes and fees
Hyatt Regency Lexington
Lobby
Hilton Garden Inn Lexington Georgetown

Hilton Garden Inn Lexington Georgetown

3.0 star property
Georgetown
8.8 out of 10, Excellent, (862)
"Everyone was nice and cordial. I would definitely stay here again. "
United States
Michael
$85 nightly
The price is $94
Dec 23 - Dec 24
Total with taxes and fees
Hilton Garden Inn Lexington Georgetown
Lobby
Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

3.5 star property
Lexington
8.6 out of 10, Excellent, (1054)
"Had an excellent stay"
United States
Jean
$95 nightly
The price is $111
Dec 21 - Dec 22
Total with taxes and fees
Embassy Suites by Hilton Lexington/UK Coldstream
Indoor pool
Courtyard by Marriott Lexington North

Courtyard by Marriott Lexington North

3.0 star property
Lexington
8.4 out of 10, Very Good, (1001)
"Great place to stay "
United States
Darius
$84 nightly
The price is $98
Dec 26 - Dec 27
Total with taxes and fees
Courtyard by Marriott Lexington North
Breakfast, lunch, dinner served; southern cuisine
The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4.0 star property
Lexington
8.2 out of 10, Very Good, (1003)
"Room was nice and front desk folks were warm and courteous. "
United States
Keith
$98 nightly
The price is $113
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Campbell House Lexington, Curio Collection by Hilton
Exterior detail
Elwood Hotel & Suites

Elwood Hotel & Suites

4.0 star property
Lexington
9.4 out of 10, Exceptional, (1002)
"Very clean and friendly staff. We loved it here!"
United States
Peter
$109 nightly
The price is $127
Dec 8 - Dec 9
Total with taxes and fees
Elwood Hotel & Suites
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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Top Winchester Hotel Reviews

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

10/10 Excellent
"The front desk staff were wonderful. They were friendly and helpful. Great hotel"
David 1-night trip
Posted 3 days ago
Embassy Suites by Hilton Lexington/UK Coldstream

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 19 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 Cassell Creek Golf Course and Bluegrass Heritage Museum.
What are the best hotels with bars in Winchester?
Here are a few of the top hotels with bars in and around Winchester: Best Western Winchester Hotel: Hotel with 2 restaurants. Enjoy the bar, breakfast, and free airport shuttle. Hilton Lexington/Downtown: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and breakfast. The Manchester: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. GuestHouse Lexington: Hotel with restaurant. Enjoy the bar, free breakfast, and WiFi. Hyatt Regency Lexington: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Winchester?
To experience the area's highlights, consider visiting Fort Boonesborough State Park, Lexington Sporting Club Youth Complex, and Hamburg Pavilon, and then find a cozy spot for a nightcap. Other places to see include Cassell Creek Golf Course and Bluegrass Heritage Museum. 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.

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