Middlesboro Holidays

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Top hotels in Middlesboro

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is S$132 per night from 18 Jan to 19 Jan
S$132
18 Jan - 19 Jan, 2026
includes taxes & fees
9/10 Wonderful! (815 reviews)
Room was clean and comfortable. Staff was courteous.

Reviewed on 23 Dec, 2025

Sleep Inn & Suites Middlesboro
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St Middlesboro KY
Fully refundable
The price is S$177 per night from 11 Jan to 12 Jan
S$177
11 Jan - 12 Jan, 2026
includes taxes & fees
9.4/10 Exceptional! (693 reviews)
Only stayed one night but the hotel was quiet, considering the amount of people that seemed to be there, very clean and the breakfast was great!

Reviewed on 28 Dec, 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$126 per night from 31 Dec to 1 Jan
S$126
31 Dec - 1 Jan, 2026
includes taxes & fees
7.2/10 Good! (446 reviews)
Everything fine

Reviewed on 27 Dec, 2025

Econo Lodge Middlesboro
See all 354 properties in 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.

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