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 Pools in Middlesboro

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Check availability on Middlesboro Hotels with Swimming Pools

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Middlesboro hotels with a pool

A swimming pool with lounge chairs and a building in the background.
A hotel room with a large bed, a nightstand, a chair, a desk, and a wall-mounted lamp.
A hotel room with a blue sofa, a dark armchair, a small desk, and a dining table with chairs.
A modern bathroom with a glass-enclosed shower, two sinks, and a large mirror.

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.
S$185
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Middlesboro by IHG
A swimming pool with lounge chairs and a building in the background.
A bathroom with a bathtub, a toilet, and a towel rack with towels.
A modern kitchen with wooden cabinets, a white countertop, a built-in microwave, and a refrigerator.
A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, a television, and a bathroom visible through an open door.

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.
S$108
includes taxes & fees
1 Nov - 2 Nov
Suburban Studios Middlesboro
A swimming pool with a metal fence, surrounded by white lounge chairs and a building with a blue roof and red and white decorations.
A dining area with a buffet, chairs, a table, a chandelier, and a view through the window.
A modern bathroom with a large mirror, a sink, and a shower area.
A hotel room with two beds, a sofa, a nightstand with a lamp, and a framed picture on the wall.

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.
S$119
includes taxes & fees
6 Nov - 7 Nov
Econo Lodge Middlesboro
A bathroom with a bathtub, toilet, and sink.
A white portable air conditioner mounted on a wall with a control panel, a power outlet, and a plastic bag hanging from the bottom.
A motel with a two-story structure, a parking lot, and a stone wall.
A hotel room with a large bed, two bedside lamps, a nightstand, a chair, and a painting on the wall.

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.
S$123
includes taxes & fees
11 Nov - 12 Nov
Boone Trail Inn
A swimming pool area with lounge chairs and umbrellas.
A natural setting with a clear pond surrounded by rocks and trees, and rows of blue chairs arranged for an event.
A rustic interior with wooden beams, a fireplace, and a bar area.
A picnic table and stone wall in a forested area with a view of distant mountains.

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.
S$147
includes taxes & fees
1 Nov - 2 Nov
Pine Mountain State Resort Park
An indoor swimming pool with clear pool rules and no diving allowed signs.
A hotel room with a coffee machine, a bed, and a window with a view.
A modern bathroom with a white sink, mirror, and toilet.
A coffee station with two coffee machines and a variety of coffee pods and cups.

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.
S$170
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Williamsburg by IHG
A covered patio with a pool, outdoor seating, and a ceiling fan.
A kitchen with wooden cabinets, a black countertop, and various breakfast items.
A large, single-story building with a blue roof and white columns, featuring multiple balconies and a covered walkway.
A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.

7. Quality Inn

Quality Inn
Barbourville
  • Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.
S$148
includes taxes & fees
10 Nov - 11 Nov
Quality Inn
An aerial view of a golf course with multiple ponds, a clubhouse, and surrounding wooded areas.
A hotel room with a large bed, two bedside tables with lamps, a small desk, and a red armchair.
A golf course with a clubhouse, a flag, and a parking area with cars.
A bar area with wooden chairs and a bar counter. There are framed pictures on the wall and a television above the bar.

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.
S$208
includes taxes & fees
2 Nov - 3 Nov
Woodlake Lodge Golf and Country Club
A hotel with a swimming pool, multiple balconies, and a fenced outdoor area with lounge chairs.
A reception area with a counter, chairs, a chandelier, a clock, and a framed picture on the wall.
A hotel with a prominent Super 8 sign, a central tower, and a covered entrance area.
A bathroom with a sink, mirror, and a shower area.

9. Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg
Williamsburg
  • Seasonal pool with sun loungers offers relaxation amid amenities and mini golf at quiet hotel.
Super 8 by Wyndham Williamsburg
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Choose what matters most at hotels with a pool in Middlesboro

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Middlesboro Hotel Reviews

Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

10/10 Excellent
"Surprisingly very clean and comfortable. Sure it is old, but it has been somewhat updated and super clean. The bed was excellent. Great sleep!!"
David 1-night trip
Posted 12 hours ago
Days Inn by Wyndham Jellico - Tennessee State Line
Pine Mountain State Resort Park

Pine Mountain State Resort Park

8/10 Good
"The room was clean and the staff was excellent. I had dinner and it was pretty good. Was expecting more of a Southern flare. I didn't have breakfast. Room doors need some attention and paint. Balcony was fine. Would suggest a microwave would be nice. Overall had a great stay and would go back in the future. Scenery was beautiful."
Robert 1-night trip
Posted 1 day ago
Pine Mountain State Resort Park

Frequently asked questions

What are some accommodation options 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: Features 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.
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 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 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.

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