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Find luxury hotels in Middlesboro, KY

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Recommended hotels in Middlesboro

Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU

Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
Middlesboro
10.0 out of 10, Exceptional, (1)
"Clean"
United States
Phineas S.
$493 nightly
The price is $544
Dec 13 - Dec 14
Total with taxes and fees
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (691)
"Clean hotel, good breakfast options."
United States
Harold
$118 nightly
The price is $130
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express Middlesboro by IHG

Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Middlesboro
9.2 out of 10, Wonderful, (5)
"We enjoyed our stay. "
United States
Emily S.
$336 nightly
The price is $370
Dec 14 - Dec 15
Total with taxes and fees
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
Middlesboro
10.0 out of 10, Exceptional, (22)
"Great property! Very clean and homey!"
United States
Lillian I.
$210 nightly
The price is $232
Dec 14 - Dec 15
Total with taxes and fees
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

Welcoming 3-bedroom house with AC in charming Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro
Middlesboro
$239 nightly
The price is $264
Dec 15 - Dec 16
Total with taxes and fees
Welcoming 3-bedroom house with AC in charming Middlesboro

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro
2.5 star property
Middlesboro
9.2 out of 10, Wonderful, (813)
"The breakfast was great and customer service was great! Very clean and beautiful views "
United States
Solange
$94 nightly
The price is $103
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sleep Inn & Suites Middlesboro

Suburban Studios Middlesboro

Suburban Studios Middlesboro
2.0 star property
Middlesboro
8.0 out of 10, Very Good, (66)
"The newly renovated very clean room was comfortable and clean. All staff were very friendly and we had no issues with our stay. Would stay again when in this area! "
United States
Becky
$79 nightly
The price is $88
Dec 29 - Dec 30
Total with taxes and fees
Suburban Studios Middlesboro

Econo Lodge Middlesboro

Econo Lodge Middlesboro
2.0 star property
Middlesboro
7.4 out of 10, Good, (445)
"Clean place with friendly staff. "
United States
James
$80 nightly
The price is $88
Dec 14 - Dec 15
Total with taxes and fees
Econo Lodge Middlesboro

Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.2 out of 10, Good, (110)
"Place was clean. AC worked good. "
United States
David
$77 nightly
The price is $85
Dec 17 - Dec 18
Total with taxes and fees
Boone Trail Inn

3 Inviting Rooms Near Local Shops & Outdoor Activities, Free Onsite Parking

3 Inviting Rooms Near Local Shops & Outdoor Activities, Free Onsite Parking
2.0 star property
Claiborne County
$523 nightly
The price is $598
Dec 16 - Dec 17
Total with taxes and fees
3 Inviting Rooms Near Local Shops & Outdoor Activities, Free Onsite Parking
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.

Find out more about Middlesboro

Middlesboroand its attractions for luxury travelers

Middlesboro, Kentucky, offers an array of experiences perfect for luxury travelers seeking a unique getaway. Begin your adventure at the stunning Cumberland Gap National Historical Park, where you can explore breathtaking hiking trails with panoramic views and rich historical significance. For a taste of local culture, visit the Bell County Historical Society to discover the region's intriguing past through engaging exhibits. Golf enthusiasts will appreciate the scenic landscapes of the Middlesboro Country Club, where you can enjoy a round on a meticulously maintained course surrounded by the Appalachian Mountains. After a day of exploration, unwind at one of the luxury hotels in the downtown area, where hospitality meets comfort. These establishments often feature upscale dining options and spa services, ensuring you feel pampered throughout your stay. Lastly, indulge in the vibrant arts scene by attending a performance at the local theater, where you can enjoy quality entertainment in an intimate setting. Experience the charm and elegance of Middlesboro while enjoying the tailored service and personalized attention that high-end accommodations provide.

Top Middlesboro Hotel Reviews

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Middlesboro?
Amenities are important when you plan a trip, so we make it easy to get what you'd like to make your stay relaxing and comfortable. If you want an upscale hotel with fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Middlesboro has to offer. Middlesboro has some interesting things to see and do including Middlesboro Mall and Cumberland Gap National Historical Park, so you might want to take in the local sights during your visit.
When can I expect good weather in Middlesboro?
Planning for the weather is an important factor for making your trip to Middlesboro a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Middlesboro is 62 inches.
What's there to see and do in Middlesboro?
Experience Middlesboro with a stop at Middlesboro Mall, Cumberland Gap National Historical Park, and Bell County Historical Society Museum. If you have spare time during your trip, you might want to make a stop at Middlesboro Country Club and Kentucky Ridge State Forest.

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