An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

Find Hotels with Bar in Winchester, KY from CA $88

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Check availability on Winchester Hotels with Bar

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Winchester hotels with a bar

Lobby

1. Hyatt Place Lexington

Hyatt Place Lexington
3.0 star property
Lexington
8.6 out of 10, Excellent, (1,000 reviews)
"Great stay!"
United States
Timothy
The price is CA $141
CA $164 total
includes taxes & fees
Aug 6 - Aug 7
Hyatt Place Lexington
Exterior

2. Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
3.0 star property
Lexington
9.0 out of 10, Wonderful, (1,003 reviews)
"I had a great stay. The rooms are clean, comfy, and spacious."
United States
Matthew
The price is CA $122
CA $141 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Lexington - Hamburg by IHG
Reception

3. Hotel Lex and Conference Center, Trademark Collection

Hotel Lex and Conference Center, Trademark Collection
3.0 star property
Lexington
8.0 out of 10, Very good, (783 reviews)
"Amazing stay!"
United States
jessica
The price is CA $116
CA $134 total
includes taxes & fees
Aug 13 - Aug 14
Hotel Lex and Conference Center, Trademark Collection
Breakfast and dinner served

4. Hilton Garden Inn Lexington Hamburg

Hilton Garden Inn Lexington Hamburg
3.0 star property
Liberty Area
8.6 out of 10, Excellent, (917 reviews)
"Great location, plenty of nearby restaurants"
United States
Herb
The price is CA $121
CA $141 total
includes taxes & fees
Aug 16 - Aug 17
Hilton Garden Inn Lexington Hamburg
Cabin, 2 Bedrooms, Kitchen | Living area

5. Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,980 reviews)
"Clean room and good continental breakfast."
United States
Jeff
The price is CA $127
CA $140 total
includes taxes & fees
Aug 30 - Aug 31
Natural Bridge State Resort Park
Desk, cribs (free), rollaway beds (surcharge), WiFi (free)

6. Days Inn & Suites by Wyndham Lexington

Days Inn & Suites by Wyndham Lexington
2.0 star property
Radcliff Marlboro
6.4 out of 10, (1,000 reviews)
"Clean room, staff friendly."
United States
Shoou chung
The price is CA $76
CA $88 total
includes taxes & fees
Aug 23 - Aug 24
Days Inn & Suites by Wyndham Lexington
WiFi (free), bed sheets

7. Motel 6 Richmond, KY – EKU Campus Area

Motel 6 Richmond, KY – EKU Campus Area
2.0 star property
Richmond
7.2 out of 10, Good, (94 reviews)
"This was an older motel that could use some cleanup outside. The rooms were OK with some upgrades like a nice bathroom sink/counter and nicer quality towels than usual. WiFi worked well, the bed was comfortable. We were in a room on the highway side which was very loud all night long."
United States
Kenneth
The price is CA $83
CA $91 total
includes taxes & fees
Aug 3 - Aug 4
Motel 6 Richmond, KY – EKU Campus Area
Breakfast and dinner served

8. DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington
4.0 star property
Lexington
8.8 out of 10, Excellent, (1,015 reviews)
"The staff was amazing! Check in was quick and the rooms were clean! I would definitely stay here again."
United States
jenna
The price is CA $160
CA $185 total
includes taxes & fees
Aug 27 - Aug 28
DoubleTree Suites by Hilton Hotel Lexington
BBQ/picnic area

9. Courtyard Lexington South/Hamburg Place

Courtyard Lexington South/Hamburg Place
3.0 star property
Lexington
8.6 out of 10, Excellent, (388 reviews)
"We stayed here for a week while attending our 60th class reunion, and it was a wonderful experience. Our room was clean and comfortable, and the staff was exceptionally friendly, greeting our group each time we left and returned. They made us feel very welcome throughout our stay. The Starbucks counter was a nice perk, I enjoyed treating myself to a caramel macchiato. I also appreciated having access to the laundry room, especially since complimentary laundry supplies were provided. The...
United States
Joseph Simmons,
The price is CA $183
CA $213 total
includes taxes & fees
Aug 15 - Aug 16
Courtyard Lexington South/Hamburg Place
Lobby

10. 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, (1,164 reviews)
"We stop here every year. We enjoy the room size, pool and breakfast!"
United States
Stephen
The price is CA $171
CA $199 total
includes taxes & fees
Aug 19 - Aug 20
Embassy Suites by Hilton Lexington/UK Coldstream
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
"Nice clean rooms and great breakfast for a hotel."
Dillon 2-night trip
Posted 1 hour 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 Bluegrass Heritage Museum and Wiseman Park.
What are the best hotels with bars in Winchester?
Here are a few of the top hotels with bars in and around Winchester: Baymont by Wyndham Winchester: Resort with restaurant. Enjoy the bar, free parking, and seasonal outdoor pool. Holiday Inn Express Lexington - Horse Park Area by IHG: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and breakfast. Marriott Lexington Griffin Gate Golf Resort & Spa: Cabin with restaurant. Enjoy the bar, free breakfast, and free WiFi. The Manchester: Hotel with restaurant. Enjoy the bar, free breakfast, and WiFi. Natural Bridge State Resort Park: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast.
What is there to do in Winchester?
To experience the area's highlights, consider visiting Bluegrass Heritage Museum, Fort Boonesborough State Park, and Kentucky River, and then find a cozy spot for a nightcap. Other places to see include Wiseman Park and Winchester Traveling Trail. 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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