Middlesboro Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 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
Middlesboro Holiday
Our pick of the best Middlesboro Hotel Deals
Sleep Inn & Suites Middlesboro
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is NZ$197 per night from 31 May to 1 June
NZ$197
31 May - 1 June
includes taxes & fees
9.2/10 Wonderful! (872 reviews)
The rooms were clean and updated. Conveniently located to the National Park. Great place to stay for a quick one night stay.
Reviewed on 14 May 2026
Econo Lodge Middlesboro
1623 Cumberland Avenue Middlesboro KY
Fully refundableReserve now, pay when you stay
The price is NZ$149 per night from 18 May to 19 May
NZ$149
18 May - 19 May
includes taxes & fees
7.4/10 Good! (467 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 NZ$254 per night from 17 May to 18 May
NZ$254
17 May - 18 May
includes taxes & fees
9.6/10 Exceptional! (719 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.
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.
