Middlesboro Holidays
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Your Middlesboro Holiday
With a reputation for its rich history and spectacular views, Middlesboro is a fabulous getaway destination. Lock in one of our Middlesboro holiday packages and enjoy all that this lively city has to offer. Make your trip to Middlesboro even more enjoyable by going sightseeing. Cumberland Gap National Historical Park, Middlesboro Mall and Bell County Historical Society Museum are among the top attractions you'll want to explore. No matter your travel plans or budget, organising a tailored Middlesboro holiday is easy with Expedia.
Middlesboro Holiday
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 |
Our pick of the best Middlesboro Hotel Deals
Econo Lodge Middlesboro
1623 Cumberland Avenue Middlesboro KY
Fully refundableReserve now, pay when you stay
The price is AU$122 per night from 5 July to 6 July
AU$122
5 July - 6 July
includes taxes & fees
7.4/10 Good! (481 reviews)
"Convenient, clean and easy"
Reviewed on 15 June 2026
Sleep Inn & Suites Middlesboro
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is AU$167 per night from 13 July to 14 July
AU$167
13 July - 14 July
includes taxes & fees
9.2/10 Wonderful! (894 reviews)
"Check in was easy, room was clean and spacious and breakfast was a typical hotel breakfast"
Reviewed on 13 June 2026
Holiday Inn Express Middlesboro by IHG
1252 N 12th St Middlesboro KY
Fully refundable
The price is AU$204 per night from 18 June to 19 June
AU$204
18 June - 19 June
includes taxes & fees
9.6/10 Exceptional! (722 reviews)
"Convenient location to Cumberland Gap National Park. Was a quiet hotel. Our room looked out to a section of the hillside. Restaurants within walking distance and Walmart was across the street."
Reviewed on 5 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.
Stay near popular Middlesboro attractions
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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.
