
Middlesboro Packages (Flight + Hotel)
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Top hotels in Middlesboro

Sleep Inn & Suites Middlesboro
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is ฿3,023 per night from 5 May to 6 May
฿3,023
฿3,400 total
5 May - 6 May
includes taxes & fees
9.2/10 Wonderful! (852 reviews)
Clean room, good breakfast, clean and updated facility, nice staff, free parking.
Reviewed on 13 Apr 2026

Holiday Inn Express Middlesboro by IHG
1252 N 12th St Middlesboro KY
Fully refundable
The price is ฿4,069 per night from 19 Apr to 20 Apr
฿4,069
฿4,485 total
19 Apr - 20 Apr
includes taxes & fees
9.6/10 Exceptional! (713 reviews)
Everything. Hotel is clean amd the staff is very friendly. Good breakfast as well. The woman whonwhos the breakfast area is alway so sweet and helpful the 2x we've stayed here.
Reviewed on 29 Mar 2026

Econo Lodge Middlesboro
1623 Cumberland Avenue Middlesboro KY
Fully refundableReserve now, pay when you stay
The price is ฿2,566 per night from 16 Apr to 17 Apr
฿2,566
฿2,829 total
16 Apr - 17 Apr
includes taxes & fees
7.4/10 Good! (458 reviews)
Clean room, great staff
Reviewed on 7 Apr 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
