Hotels with Swimming Pool, Middlesboro Kentucky

Q: What are some accommodations with pools in Middlesboro?

Sleep Inn & Suites Middlesboro : Offers continental, a seasonal outdoor pool, and free self parking. Econo Lodge 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. Days Inn by Wyndham Jellico - Tennessee State Line : Provides daily, a seasonal outdoor pool, and free self parking.

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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Our top choices for Middlesboro hotels with a pool

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.

P8,068 total

includes taxes & fees

Jul 13 - Jul 14

Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

Pine Mountain State Resort Park

Pineville

Refreshing mountain escape with a seasonal outdoor pool surrounded by loungers, umbrellas, and panoramic Appalachian views.

P9,748 total

includes taxes & fees

Jul 10 - Jul 11

Holiday Inn Express Middlesboro by IHG

Middlesboro

Splash into mountain adventures with a sun-kissed pool oasis featuring comfy loungers for peak relaxation.

P9,954 total

includes taxes & fees

Jul 15 - Jul 16

Quality Inn

Barbourville

Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.

P6,647 total

includes taxes & fees

Aug 2 - Aug 3

Desk, blackout drapes, free WiFi, bed sheets

Boone Trail Inn

Middlesboro

Dive into summer adventures with a seasonal outdoor pool, perfect for relaxing after a day exploring nearby hiking trails.

P6,873 total

includes taxes & fees

Jul 7 - Jul 8

Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers

Econo Lodge Middlesboro

Middlesboro

Pristine mountain retreat offers seasonal poolside bliss with lounge chairs for a perfect summer escape in Middlesboro.

P5,607 total

includes taxes & fees

Aug 2 - Aug 3

Suburban Studios Middlesboro

Middlesboro

Escape the ordinary at this freshly remodeled hotel with a sparkling seasonal pool and newly updated rooms for summer relaxation.

P5,304 total

includes taxes & fees

Jul 28 - Jul 29

Woodlake Lodge Golf and Country Club

Tazewell

Seasonal lakeside golf retreat with picturesque course, outdoor pool, and tennis courts offering serene relaxation in nature.

P11,377 total

includes taxes & fees

Jul 7 - Jul 8

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Choose what matters most at hotels with a pool in Middlesboro

Breakfast included

Hot tub

Top Middlesboro Hotel Reviews

Days Inn by Wyndham Jellico - Tennessee State Line

8/10 Good

"the room was clean, pool was not open"

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."

Frequently asked questions

What are some accommodations with pools in Middlesboro?

Sleep Inn & Suites Middlesboro: Offers continental, a seasonal outdoor pool, and free self parking. Econo Lodge 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. Days Inn by Wyndham Jellico - Tennessee State Line: 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, check out sights such as Cumberland Gap National Historical Park, Middlesboro Country Club, and Middlesboro Mall. 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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