Middlesboro Vacations from ¥451,663

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The Latest Middlesboro Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Oliver Hotel
THE TENNESSEAN Hotel
Graduate by Hilton Knoxville
Cumberland House Knoxville, Tapestry Collection by Hilton
Hilton Knoxville

Find the Best Middlesboro Vacation Packages

Middlesboro Hotel Deals

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is ¥14,597 per night from Jan 18 to Jan 19
¥14,597
¥16,092 total
Jan 18 - Jan 19, 2026
includes taxes & fees
9/10 Wonderful! (813 reviews)
Great hotel! Clean, updated, courteous and friendly staff and an outstanding breakfast!

Reviewed on Dec 5, 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 ¥17,517 per night from Dec 25 to Dec 26
¥17,517
¥19,310 total
Dec 25 - Dec 26
includes taxes & fees
9.4/10 Exceptional! (692 reviews)
Clean rooms, very friendly staff, excellent breakfast with gluten free options!!

Reviewed on Dec 15, 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 ¥13,200 per night from Dec 25 to Dec 26
¥13,200
¥14,552 total
Dec 25 - Dec 26
includes taxes & fees
7.2/10 Good! (445 reviews)
Clean rooms

Reviewed on Oct 26, 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.

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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.