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

Tonight
Sep 17 - Sep 18
Tomorrow
Sep 18 - Sep 19
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

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.
¥21,723
¥23,948 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Middlesboro by IHG

2. 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.
¥12,240
¥13,493 total
includes taxes & fees
Oct 11 - Oct 12
Suburban Studios Middlesboro

3. Econo Lodge Middlesboro

Econo Lodge Middlesboro
Middlesboro
  • Pristine mountain retreat offers seasonal poolside bliss with lounge chairs for a perfect summer escape in Middlesboro.
¥13,822
¥15,237 total
includes taxes & fees
Sep 23 - Sep 24
Econo Lodge 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.
¥11,718
¥15,654 total
includes taxes & fees
Sep 20 - Sep 21
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.
¥16,245
¥17,909 total
includes taxes & fees
Sep 20 - Sep 21
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.
¥18,305
¥20,373 total
includes taxes & fees
Sep 23 - Sep 24
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.
¥15,941
¥18,079 total
includes taxes & fees
Oct 18 - Oct 19
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.
¥24,821
¥27,862 total
includes taxes & fees
Oct 13 - Oct 14
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

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

10/10 Excellent
"We had a wonderful stay at the Holiday Inn Express in Middlesboro, KY. The staff truly made our visit special—they were incredibly pleasant, helpful, and always made sure all of our needs were met. Every single day, we were greeted with warm smiles and friendly faces. They even went out of their way to give us excellent local recommendations for dinner. Their outstanding customer service made us feel right at home. We highly recommend this hotel to anyone visiting the area!"
Tolly 5-night trip
Posted 20 hours ago
Holiday Inn Express Middlesboro by IHG
Pine Mountain State Resort Park

Pine Mountain State Resort Park

8/10 Good
"Hello The room was clean the balcony was awesome. Needed to have a small frig in the room that was disappointing, and the children running on the second floor was challenging at 6 am. but other than that we enjoyed out stay The pool was excellent."
Mary 2-night trip
Posted 3 days 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 daily, a seasonal outdoor pool, and free self parking. Suburban Studios Middlesboro: Offers 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. Holiday Inn Express Williamsburg by IHG: Offers daily, an 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, 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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