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

Hotels with Swimming Pool in Middlesboro, Kentucky

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Check availability on Middlesboro Hotels with Swimming Pool

Tonight
Aug 22 - Aug 23
Tomorrow
Aug 23 - Aug 24
Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6

Our top choices for Middlesboro hotels with a pool

1. Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
Middlesboro
  • Splash into mountain adventures with a sun-kissed pool oasis featuring comfy loungers for peak relaxation.
P8,333
P9,186 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express Middlesboro by IHG

2. Econo Lodge Middlesboro

Econo Lodge Middlesboro
Middlesboro
  • Pristine mountain retreat offers seasonal poolside bliss with lounge chairs for a perfect summer escape in Middlesboro.
P5,494
P6,056 total
includes taxes & fees
Aug 30 - Aug 31
Econo Lodge Middlesboro

3. Suburban Studios Middlesboro

Suburban Studios Middlesboro
Middlesboro
  • Escape the ordinary at this freshly remodeled hotel with a sparkling seasonal pool and newly updated rooms for summer relaxation.
P4,829
P5,324 total
includes taxes & fees
Sep 13 - Sep 14
Suburban Studios Middlesboro

4. Boone Trail Inn

Boone Trail Inn
Middlesboro
  • Dive into summer adventures with a seasonal outdoor pool, perfect for relaxing after a day exploring nearby hiking trails.
P5,008
P6,609 total
includes taxes & fees
Aug 23 - Aug 24
Boone Trail Inn

5. Pine Mountain State Resort Park

Pine Mountain State Resort Park
Pineville
  • Refreshing mountain escape with a seasonal outdoor pool surrounded by loungers, umbrellas, and panoramic Appalachian views.
P9,431
P10,396 total
includes taxes & fees
Aug 28 - Aug 29
Pine Mountain State Resort Park

6. Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
Williamsburg
  • Dive into poolside relaxation at this clean, comfortable hotel with an indoor oasis just steps from Kentucky Splash Water Park.
P6,782
P7,549 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Williamsburg by IHG

7. Quality Inn

Quality Inn
Barbourville
  • Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.
P6,104
P6,923 total
includes taxes & fees
Aug 30 - Aug 31
Quality Inn

8. Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
Tazewell
  • Seasonal lakeside golf retreat with picturesque course, outdoor pool, and tennis courts offering serene relaxation in nature.
P10,183
P11,430 total
includes taxes & fees
Aug 23 - Aug 24
Woodlake Lodge Golf and Country Club
View all properties

Choose what matters most at hotels with a pool in Middlesboro

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Middlesboro Hotel Reviews

Pine Mountain State Resort Park

Pine Mountain State Resort Park

10/10 Excellent
"We had a great one night stay after visiting Cumberland Gap National historic area. Our family of 6 stayed in one of the cottages. Cottage was was very clean and updated but did smell a little musty. We had dinner at the lodge while enjoying the view and swam in the pool. We brought our own food for breakfast which we were able to cook in the cottage. Then we checked out and drove up to the top of the mountain amd hiked to chained rock. Its all downhill on the way there but not too far (half of a mile). Overall it was a great stop on our Kentucky vacation."
Heather 1-night trip
Posted 5 days ago
Pine Mountain State Resort Park
Quality Inn Harlan

Quality Inn Harlan

10/10 Excellent
"Beds were comfortable. Breakfast was hot. Pool was closed for maintenance"
Whitney 1-night trip
Posted 1 month ago
Quality Inn Harlan

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: Offers daily, an indoor pool, and free self parking. Holiday Inn Express Williamsburg by IHG: 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 Cumberland Gap National Historical Park, Middlesboro Mall, 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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