Middlesboro Holidays
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Your Middlesboro Holiday
From its rich history to its spectacular views and beyond, there's a lot to like about Middlesboro. Discover the wonders of this interesting city with a Middlesboro holiday package that's made for you. If taking in sights is on the agenda during your trip to Middlesboro, check out popular attractions like Cumberland Gap National Historical Park, Middlesboro Mall and Bell County Historical Society Museum. Your ideal Middlesboro holiday is just clicks away. Browse accommodation, flights and more on Expedia for an adventure that's tailored to suit your travel style.
Middlesboro Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 10,700 |
Max Temp Winter | 7ºC |
Max Temp Summer | 29ºC |
Top Sights | Pine Mountain State Resort Park, Bell County Historical Society Museum and Middlesboro Mall |
Top hotels in Middlesboro
Sleep Inn & Suites Middlesboro
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is £80 per night from 16 Feb to 17 Feb
£80
16 Feb - 17 Feb
includes taxes & fees
9/10 Wonderful! (820 reviews)
Belinda at the desk is amazing She made our stay excellent , she made us feel like we were old friends . We will be staying here on each visit .
Reviewed on 24 Jan 2026
Holiday Inn Express Middlesboro by IHG
1252 N 12th St Middlesboro KY
Fully refundable
The price is £99 per night from 15 Feb to 16 Feb
£99
15 Feb - 16 Feb
includes taxes & fees
9.4/10 Exceptional! (701 reviews)
Clean room
Reviewed on 14 Jan 2026
Boone Trail Inn
2105 US HIGHWAY 25 E Middlesboro KY
Fully refundableReserve now, pay when you stay
The price is £61 per night from 21 Feb to 22 Feb
£61
21 Feb - 22 Feb
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 21 Oct 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.
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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. Flight-inclusive packages are ATOL protected.
