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

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Check availability on Middlesboro Hotels with Pool

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul

Our top choices for Middlesboro hotels with a pool

Outdoor pool, pool loungers

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (723 reviews)
  • cleanliness
    Splash into mountain adventures with a sun-kissed pool oasis featuring comfy loungers for peak relaxation.
The price is Rp2.849.598
Rp3.141.368 total
includes taxes & fees
29 Jun - 30 Jun
Holiday Inn Express Middlesboro by IHG
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool loungers

Econo Lodge Middlesboro

Econo Lodge Middlesboro
2.0 star property
Middlesboro
7.4 out of 10, Good, (482 reviews)
  • cleanliness
    Pristine mountain retreat offers seasonal poolside bliss with lounge chairs for a perfect summer escape in Middlesboro.
The price is Rp1.516.201
Rp1.671.460 total
includes taxes & fees
30 Jun - 1 Jul
Econo Lodge Middlesboro
Seasonal outdoor pool

Suburban Studios Middlesboro

Suburban Studios Middlesboro
2.0 star property
Middlesboro
8.2 out of 10, Very good, (91 reviews)
  • cleanliness
    Escape the ordinary at this freshly remodeled hotel with a sparkling seasonal pool and newly updated rooms for summer relaxation.
The price is Rp1.482.508
Rp1.634.317 total
includes taxes & fees
19 Jul - 20 Jul
Suburban Studios Middlesboro
Single Room, 1 Queen Bed, Non Smoking | Desk, blackout curtains, free WiFi, bed sheets

Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.4 out of 10, Good, (116 reviews)
  • cleanliness
    Dive into summer adventures with a seasonal outdoor pool, perfect for relaxing after a day exploring nearby hiking trails.
The price is Rp1.338.773
Rp1.776.746 total
includes taxes & fees
29 Jun - 30 Jun
Boone Trail Inn
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, (1,001 reviews)
  • cleanliness
    Dive into poolside relaxation at this clean, comfortable hotel with an indoor oasis just steps from Kentucky Splash Water Park.
The price is Rp2.114.796
Rp2.353.768 total
includes taxes & fees
1 Jul - 2 Jul
Holiday Inn Express Williamsburg by IHG
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

Pine Mountain State Resort Park

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (730 reviews)
  • cleanliness
    Refreshing mountain escape with a seasonal outdoor pool surrounded by loungers, umbrellas, and panoramic Appalachian views.
The price is Rp2.579.872
Rp2.844.042 total
includes taxes & fees
10 Jul - 11 Jul
Pine Mountain State Resort Park
Aerial view

Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
3.0 star property
Tazewell
9.2 out of 10, Wonderful, (150 reviews)
  • cleanliness
    Seasonal lakeside golf retreat with picturesque course, outdoor pool, and tennis courts offering serene relaxation in nature.
The price is Rp2.957.130
Rp3.319.334 total
includes taxes & fees
29 Jun - 30 Jun
Woodlake Lodge Golf and Country Club
Business centre

Quality Inn

Quality Inn
2.5 star property
Barbourville
8.2 out of 10, Very good, (276 reviews)
  • cleanliness
    Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.
The price is Rp1.790.408
Rp2.030.680 total
includes taxes & fees
19 Jul - 20 Jul
Quality Inn
Seasonal outdoor pool, pool loungers

Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg
2.5 star property
Williamsburg
5.6 out of 10, (846 reviews)
  • cleanliness
    Seasonal pool with sun loungers offers relaxation amid amenities and mini golf at quiet hotel.
The price is Rp1.142.528
Rp1.271.633 total
includes taxes & fees
30 Jun - 1 Jul
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

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

10/10 Excellent
"We checked in around 8pm and were greeted by the front desk staff was fantastic. They interacted with my 11-year-old great-niece in the best way. Sharing jokes and talking to her directly on her level. Of course, the adults felt comfortable and welcome as well. The pool was very nice and clean. The room was nice as well. We had no issues."
Donna 1-night trip
Posted 13 hours ago
Holiday Inn Express Middlesboro by IHG

Frequently asked questions

What are some accommodation options with pools in Middlesboro?
Econo Lodge Middlesboro: Features continental, a seasonal outdoor pool and free self parking. Sleep Inn & Suites Middlesboro: Provides buffet, an outdoor pool and free self parking. Holiday Inn Express Middlesboro by IHG: Features daily, a seasonal outdoor pool and free self parking. Suburban Studios Middlesboro: Features daily, an indoor pool and free self parking. Quality Inn Harlan: Provides daily, a seasonal outdoor pool and free self parking.
What is there to see and do in Middlesboro?
Spend some time experiencing the great outdoors at Kentucky Ridge State Forest. During your stay, visit sights such as Cumberland Gap National Historical Park, Bell County Historical Society Museum and Middlesboro Country Club. 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 has an outdoor pool if you plan to visit Middlesboro in the warmest months of July, August or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 5°C.