Title: Book the Best Hotels with BARS in Middlesboro in 2025 | Expedia.ca

  

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# Find Hotels with Bar in Middlesboro, KY from CA $186

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## Check availability on Middlesboro Hotels with Bar

## Top Middlesboro Hotels with Bar

![Standard Room](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/3963de73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/fba51913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/27ee2711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/d8f164b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Middlesboro by IHG

Middlesboro

9.6/10

Exceptional

(679)

"Clean room Great breakfast Staff friendly and helpful "

CA $169

CA $186 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-18&regionId=8853&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true)

## Top Middlesboro Hotel Reviews

![Holiday Inn Express Middlesboro by IHG](//images.trvl-media.com/lodging/1000000/70000/60900/60850/3963de73_y.jpg)

### Holiday Inn Express Middlesboro by IHG

10/10 Excellent

"Clean room Great breakfast Staff friendly and helpful "

[](https://expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information)

## 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 10 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 Country Club and Middlesboro Mall.

### What are the best hotels with bars in Middlesboro?

> Below is a favorite hotel in the area: [Sleep Inn & Suites](https://www.expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information): 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 Country Club, Middlesboro Mall, and Cumberland Gap National Historical Park, and then find a cozy spot for a nightcap. Other places to see include Kentucky Ridge State Forest 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.

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