Middlesboro Holidays
Photo by Alexis Wyrick
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Top hotels in Middlesboro
Holiday Inn Express Middlesboro by IHG
1252 N 12th St, Middlesboro, KY
Fully refundable
The price is S$168 per night from 14 Dec to 15 Dec
S$168
14 Dec - 15 Dec
includes taxes & fees
9.4/10 Exceptional! (690 reviews)
Very comfortable and clean.
Reviewed on 7 Nov, 2025
Econo Lodge Middlesboro
1623 Cumberland Avenue, Middlesboro, KY
Fully refundableReserve now, pay when you stay
The price is S$108 per night from 17 Nov to 18 Nov
S$108
17 Nov - 18 Nov
includes taxes & fees
7.2/10 Good! (441 reviews)
Clean rooms
Reviewed on 26 Oct, 2025
Sleep Inn & Suites
1260 N, 12th Street, Middlesboro, KY
Fully refundable
The price is S$124 per night from 7 Dec to 8 Dec
S$124
7 Dec - 8 Dec
includes taxes & fees
9/10 Wonderful! (802 reviews)
The breakfast was very fresh with good flavor.
Reviewed on 11 Nov, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
