Middlesboro Trip
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₹100,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Middlesboro
Sleep Inn & Suites Middlesboro
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is ₹10,323 per night from 28 May to 29 May
₹10,323
₹11,583 total
28 May - 29 May
includes taxes & fees
9.2/10 Wonderful! (879 reviews)
"Very nice room. Very clean. Staff friendly and helpful."
Reviewed on 24 May 2026
Econo Lodge Middlesboro
1623 Cumberland Avenue Middlesboro KY
Fully refundableReserve now, pay when you stay
The price is ₹7,665 per night from 4 Jun to 5 Jun
₹7,665
₹8,450 total
4 Jun - 5 Jun
includes taxes & fees
7.4/10 Good! (470 reviews)
"Very nice people working there. Will stay again. Room we rented was nice and clean"
Reviewed on 13 May 2026
Holiday Inn Express Middlesboro by IHG
1252 N 12th St Middlesboro KY
Fully refundable
The price is ₹14,067 per night from 7 Jun to 8 Jun
₹14,067
₹15,507 total
7 Jun - 8 Jun
includes taxes & fees
9.6/10 Exceptional! (721 reviews)
"Convenient location to Cumberland Gap National Park. Was a quiet hotel. Our room looked out to a section of the hillside. Restaurants within walking distance and Walmart was across the street."
Reviewed on 5 May 2026
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.
Popular places to visit
Middlesboro Mall
You can browse for the perfect souvenirs at Middlesboro Mall during your visit to Middlesboro. Discover the mountain views while you're in the area.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
