Photo by Alexis Wyrick

Find Historic Hotels in Middlesboro, KY

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Compare Middlesboro Historic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Holiday Inn Express Middlesboro, an IHG Hotel

2.5 star property
9.4 out of 10, Exceptional, (632)
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The price is SAR 447
SAR 493 total
includes taxes & fees
29 Dec - 30 Dec
Holiday Inn Express Middlesboro, an IHG Hotel

Sleep Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (661)
"Outstanding breakfast! "
The price is SAR 338
SAR 373 total
includes taxes & fees
6 Jan - 7 January 2025
Sleep Inn & Suites

Econo Lodge Middlesboro

2.0 star property
7.0 out of 10, Good, (355)
"Elevator to upper floors was nice esp if you have lots of luggage or are unable to do stairs. Bed was very comfortable, hot water was hot and for a decent shower, room was very clean and updated. 2 places to eat-Mexican Food and Drive in that were easy to walk to. Continental breakfast was very accommodating. It was a very nice place to stay. Will definitely stay again if I am in the area. "
The price is SAR 315
SAR 347 total
includes taxes & fees
29 Dec - 30 Dec
Econo Lodge Middlesboro
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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Frequently asked questions

What should a history buff expect from a stay in Middlesboro?
A trip to the historical places in Middlesboro is probably first on your sightseeing itinerary. Why not appreciate the mountain landscape during your visit?
How many historical hotels will I find in Middlesboro?
In Middlesboro, there are 8 hotel accommodations bookable on Expedia but not many designated as historic hotels.
What are the top historical sites and other places to visit in Middlesboro?
Landmarks like Cumberland Gap National Historical Park and Bell County Historical Society Museum in Middlesboro might be worth a visit. A couple of additional sights to add to your agenda are Middlesboro Country Club and Middlesboro Mall.
What is a historic hotel like in Middlesboro?
By choosing a historic hotel, you can enjoy a vacation in a building that has an official historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be transformed into a historic hotel as long as it has special significance. Traditional architecture and period features are typically preserved in the guestrooms or communal spaces of these historic hotels in Middlesboro, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
“Heritage hotel” is more common in Asia and Europe, while “historic hotel” is more common in the U.S. overall though the terms are similar. The architecture and actual building of historic hotels are generally the most significant aspect. For a heritage hotel, mainly, it’s cultural value along with how it inspired the community.
Do historic hotels in Middlesboro have modern facilities?
Hotel interiors feature the modern conveniences and safety features you’ve come to expect, but every effort is made to preserve the historic aspects and traditions. Smart TVs, WiFi, updated bathroom facilities, and the amenities found in most hotels will also be available in a historic hotel. Rest assured that when you select a historic hotel in Middlesboro, you won’t find a place that’s uncomfortable or rundown.