An aerial view of a town surrounded by mountains, with a mix of residential and commercial buildings, and a highway running through the center.

Find Hotels with a Pool in Middlesboro, KY

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Check availability on Middlesboro Hotels with a Pool

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Middlesboro hotels with a pool

A swimming pool with lounge chairs and a building in the background.

1. Suburban Studios Middlesboro

Suburban Studios Middlesboro
2.0 star property
Middlesboro
8.4 out of 10, Very good, (119 reviews)
"Was the cleanest room I have ever stayed in"
United States
Brenda
The price is AED 265
AED 292 total
includes taxes & fees
5 Dec - 6 Dec
Suburban Studios Middlesboro
A swimming pool with lounge chairs and a building in the background.

2. Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (750 reviews)
"Great place to stay"
United States
Tip
The price is AED 433
AED 478 total
includes taxes & fees
3 Dec - 4 Dec
Holiday Inn Express Middlesboro by IHG
A hotel room with a sofa, a coffee table, a bed with a canopy, a TV, and artwork on the walls.

3. Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro
2.5 star property
Middlesboro
9.2 out of 10, Wonderful, (953 reviews)
"Super clean property with a nice powerful shower head, which is rare within hotels."
United States
Shawn
The price is AED 343
AED 386 total
includes taxes & fees
1 Dec - 2 Dec
Sleep Inn & Suites Middlesboro
A swimming pool with a metal fence, surrounded by white lounge chairs and a building with a blue roof and red and white decorations.

4. Econo Lodge Middlesboro

Econo Lodge Middlesboro
2.0 star property
Middlesboro
7.4 out of 10, Good, (511 reviews)
"Very comfortable, reasonable property"
United States
Laura
The price is AED 294
AED 324 total
includes taxes & fees
11 Nov - 12 Nov
Econo Lodge Middlesboro
A bathroom with a bathtub, toilet, and sink.

5. Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.4 out of 10, Good, (126 reviews)
"Adequate"
United States
James
The price is AED 286
AED 356 total
includes taxes & fees
6 Nov - 7 Nov
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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Choose what matters most at hotels with a pool in Middlesboro

Breakfast included
Hot tub

Top Middlesboro Hotel Reviews

Pine Mountain State Resort Park

Pine Mountain State Resort Park

10/10 Excellent
"We stayed in a two bedroom cottage. It was clean but dishes were still in the dishwasher not in the cabinets. Also there were used towels hanging on the back of the door in the master bathroom. Everything else was good. It was the peak of fall color so the mountains were gorgeous and while driving up to chain rock saw a black bear and some deer."
Darrell 1-night trip
Posted 14 hours ago
Pine Mountain State Resort Park

Frequently asked questions

What are some accommodations with pools in Middlesboro?
Sleep Inn & Suites Middlesboro: Offers buffet, an outdoor pool, and free self parking. Holiday Inn Express Middlesboro by IHG: Provides continental, a seasonal outdoor pool, and free self parking. Econo Lodge Middlesboro: Features daily, a seasonal outdoor pool, and free self parking. Suburban Studios Middlesboro: Features daily, an indoor pool, and free self parking. Days Inn by Wyndham Jellico - Tennessee State Line: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
What is there to see and do in Middlesboro?
Spend some time experiencing the great outdoors at Kentucky Ridge State Forest. During your stay, check out sights such as Middlesboro Mall, Cumberland Gap National Historical Park, and Bell County Historical Society Museum. Take in the natural beauty of Middlesboro with the mountain views.
When is the best time to book a hotel with a pool in Middlesboro?
You may want to consider a place to stay that offers an outdoor pool if you plan to visit Middlesboro in the warmest months of July, August, or June when the average temp is 72°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 40°F.