Middlesboro Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NT$5,067 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
Find the Best Middlesboro Vacation Packages
Middlesboro Hotel Deals
Holiday Inn Express Middlesboro by IHG
1252 N 12th St Middlesboro KY
Fully refundable
The price is NT$3,735 per night from Jan 23 to Jan 24
NT$3,735
NT$4,117 total
Jan 23 - Jan 24
includes taxes & fees
9.4/10 Exceptional! (700 reviews)
Clean room
Reviewed on 2026/1/14
Sleep Inn & Suites Middlesboro
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is NT$2,959 per night from Feb 15 to Feb 16
NT$2,959
NT$3,261 total
Feb 15 - Feb 16
includes taxes & fees
9/10 Wonderful! (818 reviews)
Room and all public areas very clean Breakfast was great Elevator was down but staff went above and beyond to accommodate any inconvenience including discounts arranged with local restaurants. Completely unnecessary but very appreciated. We will stay there again
Reviewed on 2026/1/10
Boone Trail Inn
2105 US HIGHWAY 25 E Middlesboro KY
Fully refundableReserve now, pay when you stay
The price is NT$1,920 per night from Jan 23 to Jan 24
NT$1,920
NT$2,640 total
Jan 23 - Jan 24
includes taxes & fees
7.2/10 Good! (107 reviews)
The owners and staff were quite nice. The owner brought me a blanket without me having to ask since the temp was going to drop into the 40s. Inside,the owners have done an excellent update of the rooms.Excellent value for the money.
Reviewed on 2025/10/21
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.
Discover the most popular places to visit in Middlesboro
Bell County Historical Society Museum
You can spend an afternoon exploring the galleries in Bell County Historical Society Museum during your travels in Middlesboro. Discover the mountain views while you're in the area.
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.
