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Luxury Hotels & Resorts in Middlesboro from AU$127

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Recommended hotels in Middlesboro

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

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.
The price is AU$898
includes taxes & fees
26 Dec - 27 Dec
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
Standard Room
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (692)
"Clean hotel, good breakfast options."
United States
Harold
The price is AU$204
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Middlesboro by IHG
3 bedrooms, desk, iron/ironing board, travel cot
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.

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.
The price is AU$566
includes taxes & fees
15 Jan - 16 Jan 2026
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Exterior
Sleep Inn & Suites 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
The price is AU$155
includes taxes & fees
11 Jan - 12 Jan 2026
Sleep Inn & Suites Middlesboro
2 bedrooms, iron/ironing board, free WiFi, bed sheets
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,

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.
The price is AU$352
includes taxes & fees
30 Dec - 31 Dec
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
Property grounds
Welcoming 3-bedroom house with AC in charming Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro
Middlesboro
The price is AU$400
includes taxes & fees
30 Dec - 31 Dec
Welcoming 3-bedroom house with AC in charming Middlesboro
Standard Room, 1 Queen Bed, Non Smoking
Suburban Studios Middlesboro

Suburban Studios Middlesboro

Suburban Studios Middlesboro
2.0 star property
Middlesboro
8.0 out of 10, Very good, (67)
"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
The price is AU$132
includes taxes & fees
1 Jan - 2 Jan 2026
Suburban Studios Middlesboro
Standard Room, 2 Double Beds, Non Smoking
Econo Lodge 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
The price is AU$132
includes taxes & fees
21 Dec - 22 Dec
Econo Lodge Middlesboro
Double Room, Smoking
Boone Trail Inn

Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.2 out of 10, Good, (111)
"So the room seemed clean and the owners were vry kind the price was low all in all it was ok for a cheap motel but yall theres roaches i woke up with 1 crawling on the headboard. "
United States
Amy
The price is AU$128
includes taxes & fees
24 Dec - 25 Dec
Boone Trail Inn
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

Are you searching for a great accommodation for your luxury trip 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 temperature of 22°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Middlesboro is 1581 mm.
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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