Middlesboro Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Middlesboro
Sleep Inn & Suites Middlesboro
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is 2.670.187 ₫ per night from 31 May to 1 Jun
2.670.187 ₫
2.999.457 ₫ total
31 May - 1 Jun
includes taxes & fees
9.2/10 Wonderful! (864 reviews)
The room comfortable and clean, parking easy, breakfast good
Reviewed on 4 May 2026
Econo Lodge Middlesboro
1623 Cumberland Avenue Middlesboro KY
Fully refundableReserve now, pay when you stay
The price is 2.063.027 ₫ per night from 19 May to 20 May
2.063.027 ₫
2.274.280 ₫ total
19 May - 20 May
includes taxes & fees
7.4/10 Good! (463 reviews)
The rooms wwre nice and clean. Small breakfast but good
Reviewed on 5 May 2026
Holiday Inn Express Middlesboro by IHG
1252 N 12th St Middlesboro KY
The price is 3.608.717 ₫ per night from 17 May to 18 May
3.608.717 ₫
3.978.281 ₫ total
17 May - 18 May
includes taxes & fees
9.6/10 Exceptional! (718 reviews)
The rooms are clean and up to date. The beds were comfortable and easy to get into and out of. Their prices are reasonable.
Reviewed on 1 May 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.
Popular places to visit
Middlesboro Country Club
Enjoy a round of golf in Middlesboro at Middlesboro Country Club. Discover the mountain views while you're in the area.
Bell County Historical Society Museum
You can spend an afternoon studying the exhibits at Bell County Historical Society Museum during your trip to Middlesboro. Discover the mountain views while you're in the area.
