Photo by Alexis Wyrick

Find Hotels with Bars in Middlesboro, KY

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Pick from 1 Middlesboro Hotels with Bars and compare room rates, reviews, and availability. Most hotels are fully refundable.

Holiday Inn Express Middlesboro, an IHG Hotel

2.5 star property
9.4 out of 10, Exceptional, (629)
"Excellent property..bed and pillow extreme comfort. Bathroom and room very clean. A memorable stay all around and highly recommend. Sharon at the front desk was outstanding on hospitality and smiling eye contact."
The price is SAR 377
SAR 416 total
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Middlesboro, an IHG 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 Middlesboro?
Though you might not find a hotel in Middlesboro well-known for its bar, you will find 7 properties to choose from, some of which will have an onsite bar where you can unwind with a late-night cocktail after a day out and about. While you’re here, consider a visit to Middlesboro Mall and Cumberland Gap National Historical Park.
What are the best hotels with bars in Middlesboro?
Below is a favorite hotel in the area: Sleep Inn & Suites: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Middlesboro?
To experience the area’s highlights, consider visiting Middlesboro Mall, Cumberland Gap National Historical Park, and Pine Mountain State Resort Park, and then find a cozy spot for a nightcap. Other places to see include Middlesboro Country Club and Bell County Historical Society Museum. Middlesboro is appreciated for its mountain landscape.
When is the best time to visit Middlesboro?
Visiting local bars in Middlesboro is more fun in good weather. These temperatures and rainfall averages 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 40°F. Average annual precipitation for Middlesboro is 62 inches.