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$226 per night from 22 July to 23 July
NZ$226
22 July - 23 July
includes taxes & fees
9.2/10 Wonderful! (897 reviews)
"What can we say about this place? It was great. The staff were well accommodating and very friendly. The room was clean. The breakfast was good but the newest thing was the outdoor patio and the chairs out in the backyard. They were very comfortable. Highly recommend staying here. And if you have ..."
Reviewed on 26 June 2026
Econo Lodge Middlesboro
1623 Cumberland Avenue Middlesboro KY
Fully refundableReserve now, pay when you stay
The price is NZ$169 per night from 12 July to 13 July
NZ$169
12 July - 13 July
includes taxes & fees
7.4/10 Good! (485 reviews)
"Quiet"
Reviewed on 28 June 2026
Holiday Inn Express Middlesboro by IHG
1252 N 12th St Middlesboro KY
The price is NZ$369 per night from 27 July to 28 July
NZ$369
27 July - 28 July
includes taxes & fees
9.6/10 Exceptional! (724 reviews)
"We checked in around 8pm and were greeted by the front desk staff was fantastic. They interacted with my 11-year-old great-niece in the best way. Sharing jokes and talking to her directly on her level. Of course, the adults felt comfortable and welcome as well. The pool was very nice and clean. The ..."
Reviewed on 27 June 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.
Stay near popular Middlesboro attractions
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.
