Title: Book the Best Hotels with BARS in Middlesboro in 2026 | Expedia.ca

[Hotels in Middlesboro](https://expedia.ca/Middlesboro-Hotels.d8853.Travel-Guide-Hotels)[Vacation Rentals in Middlesboro](https://expedia.ca/Middlesboro-Vacation-Rentals.d8853.Travel-Guide-VacationRentals)[Flights to Middlesboro](https://expedia.ca/Cheap-Flights-To-Middlesboro.d8853.Travel-Guide-Flights)[Middlesboro Car Rentals](https://expedia.ca/Car-Rentals-In-Middlesboro.d8853.Car-Rental-Guide)[Middlesboro Vacation Packages](https://expedia.ca/Middlesboro.d8853.Destination-Travel-Guides)

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Photo by Alexis Wyrick

# Find Hotels with Bar in Middlesboro, KY from CA $139

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## Check availability on Middlesboro Hotels with Bar

## Our top choices for Middlesboro hotels with a bar

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/b003bff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/fa816fa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/e1327cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/0451853f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Harlan

[](https://www.expedia.ca/Harlan-Hotels-Quality-Inn.h16941.Hotel-Information)

Harlan

8.6/10

Excellent

(338)

"Room was nice and clean, staff very courteous, breakfast very good."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gary

CA $123

CA $139 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Harlan-Hotels-Quality-Inn.h16941.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/544d1b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/55fb9b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, free WiFi](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/b0b265ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/fed88dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Woodlake Lodge Golf and Country Club

[](https://www.expedia.ca/Morristown-Hotels-Woodlake-Lodge-Golf-And-Country-Club.h16536329.Hotel-Information)

Tazewell

9.4/10

Exceptional

(142)

"Gym was closed, restaurant was closed... pool was nice. Course is beautiful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel

CA $179

CA $201 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Morristown-Hotels-Woodlake-Lodge-Golf-And-Country-Club.h16536329.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=2025-12-29&endDate=2025-12-30&regionId=8853&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true)

## Top Middlesboro Hotel Reviews

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

### Holiday Inn Express Middlesboro by IHG

10/10 Excellent

"Very comfortable and clean."

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

## Frequently asked questions

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