Photo by Alexis Wyrick
Find hotels in Middlesboro, KY from ¥7,251
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Compare 312 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.
Sleep Inn & Suites
Sleep Inn & Suites
9.2 out of 10, Wonderful, (559)
The price is ¥16,123
per night
Jun 2 - Jun 3
Pine Mountain State Resort Park
Pine Mountain State Resort Park
9.0 out of 10, Wonderful, (502)
The price is ¥18,686
per night
May 16 - May 17
Cumberland Gap Inn
Cumberland Gap Inn
8.0 out of 10, Very Good, (540)
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Holiday Inn Express Middlesboro, an IHG Hotel
Holiday Inn Express Middlesboro, an IHG Hotel
9.4 out of 10, Exceptional, (613)
Boone Trail Inn
Boone Trail Inn
7.0 out of 10, Good, (53)
The price is ¥11,216
per night
May 16 - May 17
Econo Lodge Middlesboro
Econo Lodge Middlesboro
6.8 out of 10, (316)
The price is ¥14,181
per night
May 19 - May 20
The Olde Mill Inn Bed & Breakfast
The Olde Mill Inn Bed & Breakfast
9.0 out of 10, Wonderful, (372)
The price is ¥21,934
per night
May 15 - May 16
Suburban Studios Middlesboro
Suburban Studios Middlesboro
8.0 out of 10, Very Good, (32)
The price is ¥18,039
per night
May 21 - May 22
Historic Cabin on the Tolliver Manor
Historic Cabin on the Tolliver Manor
9.0 out of 10, Wonderful, (43)
Luxury Brooklyn St APT - Near LMU & Nat’l Park
Luxury Brooklyn St APT - Near LMU & Nat’l Park
9.8 out of 10, Exceptional, (12)
The price is ¥15,422
per night
May 16 - May 17
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
9.0 out of 10, Wonderful, (18)
The price is ¥16,980
per night
May 15 - May 16
Pine Mountain Inn
Pine Mountain Inn
7.0 out of 10, Good, (4)
The price is ¥7,251
per night
May 21 - May 22
Blissful Bungalow across from LMU campus
Blissful Bungalow across from LMU campus
10.0 out of 10, Exceptional, (11)
The price is ¥16,980
per night
May 15 - May 16
A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!
A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!
9.2 out of 10, Wonderful, (20)
The price is ¥46,578
per night
May 16 - May 17
1928 Home in the heart of Cumberland Gap
1928 Home in the heart of Cumberland Gap
9.8 out of 10, Exceptional, (65)
The price is ¥31,156
per night
May 22 - May 23
Harrogate Home Mountain View’s Dog Friendly
Harrogate Home Mountain View’s Dog Friendly
10.0 out of 10, Exceptional, (12)
The price is ¥27,262
per night
May 22 - May 23
The Gambrel House located in historic Pineville, KY
The Gambrel House located in historic Pineville, KY
9.4 out of 10, Exceptional, (6)
The price is ¥38,745
per night
May 21 - May 22
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.
More cheap stays in Middlesboro
More cheap stays in Middlesboro
Super 8 by Wyndham Williamsburg
30 W Highway 92, Williamsburg, KY
The price is ¥10,593 per night from May 27 to May 28
¥10,593
per night
May 27 - May 28
5.6/10 (695 reviews)
Hotels in Middlesboro with star-rating
Hotels in Middlesboro with star-rating
Stay near popular Middlesboro attractions
Stay near popular Middlesboro attractions
Middlesboro Mall
4/5(13 reviews)
You can search for that perfect souvenir at Middlesboro Mall during your visit to Middlesboro. Discover the mountain views while you're in the area.
Recent reviews of Middlesboro hotels
Recent reviews of Middlesboro hotels
5/5 Excellent
"I enjoyed staying at the hotel. The only drawback is the lack of a microwave in the room, but that isn’t enough to drop its rating. "
A verified traveler stayed at Pine Mountain State Resort Park
Posted 8 days ago
5/5 Excellent
"The check-in host was very friendly and helpful. She let me know that my room was located near an exit door at the end of the building, if I wanted to park closer to the room. "
A verified traveler stayed at Quality Inn
Posted 2 months ago
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