Middlesboro Holidays

Photo by Alexis Wyrick
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Top hotels in Middlesboro

Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
Fully refundableReserve now, pay when you stay
The price is S$142 per night from 12 Oct to 13 Oct
S$142
12 Oct - 13 Oct
includes taxes & fees
9/10 Wonderful! (777 reviews)
"Fantastic stay. Staff the best. Manager what a great young man."

Reviewed on 24 Sept, 2025

Sleep Inn & Suites
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St, Middlesboro, KY
The price is S$172 per night from 5 Oct to 6 Oct
S$172
5 Oct - 6 Oct
includes taxes & fees
9.4/10 Exceptional! (676 reviews)
"Very clean and loved that Dove products were supplied"

Reviewed on 31 Aug, 2025

Holiday Inn Express Middlesboro by IHG
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
Fully refundableReserve now, pay when you stay
The price is S$114 per night from 28 Sept to 29 Sept
S$114
28 Sept - 29 Sept
includes taxes & fees
7.2/10 Good! (434 reviews)
"Great"

Reviewed on 12 Sept, 2025

Econo Lodge Middlesboro
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.