
Middlesboro Vacations from ¥451,663
Book a Hotel + Flight or Car together to unlock savings
Photo by Alexis Wyrick
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Middlesboro Vacation Packages
Price found within the past 48 hours. Click for updated prices.

The Oliver Hotel
Downtown Knoxville
Price was ¥498,999, price is now ¥451,663 per person
¥451,663
per person
Feb 24 - Feb 28
found 3 hours ago
Roundtrip flight included
Osaka (KIX) to Knoxville (TYS)
9.8/10 Exceptional! (649 reviews)
Room was spotless. Staff was amazing. Location was perfectly centralized.
Reviewed on Dec 7, 2025

THE TENNESSEAN Hotel
Downtown Knoxville
Price was ¥502,414, price is now ¥472,714 per person
¥472,714
per person
Feb 24 - Feb 28
found 3 hours ago
Roundtrip flight included
Osaka (KIX) to Knoxville (TYS)
9.6/10 Exceptional! (1,004 reviews)
Beautiful hotel. Staff great! Nice clean room!
Reviewed on Dec 14, 2025

Graduate by Hilton Knoxville
Fort Sanders
Price was ¥498,166, price is now ¥471,362 per person
¥471,362
per person
Feb 24 - Feb 28
found 3 hours ago
Roundtrip flight included
Osaka (KIX) to Knoxville (TYS)
9/10 Wonderful! (1,006 reviews)
Disappointed in the room. Extremely small for the price. Only good thing was the close proximity to the campus.
Reviewed on Dec 16, 2025

Cumberland House Knoxville, Tapestry Collection by Hilton
Downtown Knoxville
Price was ¥494,292, price is now ¥475,576 per person
¥475,576
per person
Feb 24 - Feb 28
found 3 hours ago
Roundtrip flight included
Osaka (KIX) to Knoxville (TYS)
9.2/10 Wonderful! (1,005 reviews)
One of the nicest places to stay for UTK parents. Clean rooms, great bathrooms and close to campus. If I have one complaint it is that on a weekend day where sports would be on TV, the hotel bar is closed until 4pm. Otherwise, we try to stay here every time.
Reviewed on Dec 17, 2025

Hilton Knoxville
Downtown Knoxville
Price was ¥471,030, price is now ¥453,934 per person
¥453,934
per person
Feb 24 - Feb 28
found 3 hours ago
Roundtrip flight included
Osaka (KIX) to Knoxville (TYS)
8.6/10 Excellent! (1,703 reviews)
Front desk very nice and kind, nice place and very clean
Reviewed on Dec 22, 2025
Find the Best Middlesboro Vacation Packages
Middlesboro Hotel Deals

Sleep Inn & Suites Middlesboro
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

Holiday Inn Express Middlesboro by IHG
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

Econo Lodge Middlesboro
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
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
