Hotels with Swimming Pool in Middlesboro, Kentucky

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Check availability on Middlesboro Hotels with Swimming Pool

Our top choices for Middlesboro hotels with a pool

Outdoor pool, sun loungers

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (703 reviews)
"Only stayed one night but the hotel was quiet, considering the amount of people that seemed to be there, very clean and the breakfast was great!"
United States
Kevin
The price is P6,203
P6,838 total
includes taxes & fees
Feb 22 - Feb 23
Holiday Inn Express Middlesboro by IHG
Seasonal outdoor pool

Suburban Studios Middlesboro

Suburban Studios Middlesboro
2.0 star property
Middlesboro
8.2 out of 10, Very Good, (71 reviews)
"Quick check in, clean room, decent breakfast, poor lighting outside. "
United States
David
The price is P4,114
P4,535 total
includes taxes & fees
Feb 27 - Feb 28
Suburban Studios Middlesboro
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers

Econo Lodge Middlesboro

Econo Lodge Middlesboro
2.0 star property
Middlesboro
7.4 out of 10, Good, (452 reviews)
"Great place and great price! Staff friendly and helpful"
United States
The Women's Groovement
The price is P4,947
P5,454 total
includes taxes & fees
Feb 22 - Feb 23
Econo Lodge Middlesboro
Air conditioning

Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.2 out of 10, Good, (108 reviews)
"Yes the first night the heat wouldn't work til we cleaned it and then I was charged extra pet fees every night I was there, I was called and told that there was no company allowed to visit. It was overpriced and the rooms aren't up to date they look old. "
United States
Melenia M
The price is P3,749
P5,090 total
includes taxes & fees
Feb 20 - Feb 21
Boone Trail Inn
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

Pine Mountain State Resort Park

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (681 reviews)
"Cabin was clean and well furnished"
United States
Marvin
Pine Mountain State Resort Park
Outdoor pool, open 9 AM to 10 PM, pool umbrellas, sun loungers

Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line
2.0 star property
Jellico
7.2 out of 10, Good, (1,001 reviews)
"Nice location, nice room, friendly staff and recent remodeling rooms "
United States
Ashley
The price is P3,414
P3,900 total
includes taxes & fees
Feb 23 - Feb 24
Days Inn by Wyndham Jellico - Tennessee State Line
Indoor pool

Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (1,000 reviews)
"Great staff, clean room and comfortable bed. "
United States
Beth
The price is P5,971
P6,753 total
includes taxes & fees
Mar 9 - Mar 10
Holiday Inn Express Williamsburg by IHG
Business center

Quality Inn

Quality Inn
2.5 star property
Barbourville
8.2 out of 10, Very Good, (268 reviews)
"Staff"
United States
Jason
The price is P5,459
P6,192 total
includes taxes & fees
Mar 22 - Mar 23
Quality Inn
Aerial view

Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
3.0 star property
Tazewell
9.4 out of 10, Exceptional, (146 reviews)
"Friendly staff and clean accommodations "
United States
Rachel
The price is P8,390
P9,418 total
includes taxes & fees
Feb 20 - Feb 21
Woodlake Lodge Golf and Country Club
Seasonal outdoor pool, sun loungers

Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg
2.5 star property
Williamsburg
5.8 out of 10, (791 reviews)
"Clean room, friendly- helpful staff "
United States
Melissa
The price is P3,295
P3,668 total
includes taxes & fees
Feb 22 - Feb 23
Super 8 by Wyndham Williamsburg
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
"Cabin was clean and well furnished"
Marvin 1-night trip
Posted 1 month ago
Pine Mountain State Resort Park

Frequently asked questions

What are some accommodations with pools in Middlesboro?
Sleep Inn & Suites Middlesboro: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Boone Trail Inn: Provides daily, an indoor pool, and free self parking. Holiday Inn Express Williamsburg by IHG: Features daily, a seasonal outdoor pool, and free self parking. Super 8 by Wyndham Williamsburg: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Pine Mountain State Resort Park: Features complimentary wireless internet access, a communal pool, and kitchens.
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.

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