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
27 Aug - 28 Aug
Tomorrow
28 Aug - 29 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Middlesboro hotels with a pool

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$171
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Express Middlesboro by IHG
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 modern bathroom with a large mirror, a sink, and a shower area.
A reception area with a striped armchair, a counter, and a view of the parking lot through glass doors.
A dining area with a buffet, chairs, a table, a chandelier, and a view through the window.

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.
S$127
includes taxes & fees
27 Sept - 28 Sept
Econo Lodge Middlesboro
A swimming pool with lounge chairs and a building in the background.
A modern kitchen with wooden cabinets, a white countertop, a built-in microwave, and a refrigerator.
A restaurant with striped chairs, a wooden counter, and a chandelier.
A bathroom with a bathtub, a toilet, and a towel rack with towels.

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.
S$110
includes taxes & fees
16 Sept - 17 Sept
Suburban Studios Middlesboro
A bathroom with a bathtub, toilet, and sink.
A small room with a wooden desk, two chairs, a cabinet, and a patterned floor.
A motel with a two-story structure, a parking lot, and a stone wall.
A white portable air conditioner mounted on a wall with a control panel, a power outlet, and a plastic bag hanging from the bottom.

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$128
includes taxes & fees
28 Aug - 29 Aug
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$214
includes taxes & fees
28 Aug - 29 Aug
Pine Mountain State Resort Park
A hotel room with a coffee machine, a bed, and a window with a view.
An indoor swimming pool with clear pool rules and no diving allowed signs.
A Holiday Inn Express hotel with a parking lot and multiple vehicles.
A hotel lobby with seating areas, a reception desk, and a large window.

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$155
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Express Williamsburg by IHG
A large, single-story building with a blue roof and white columns, featuring multiple balconies and a covered walkway.

7. Quality Inn

Quality Inn
Barbourville
  • Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.
S$147
includes taxes & fees
27 Sept - 28 Sept
Quality Inn
An aerial view of a golf course with multiple ponds, a clubhouse, and surrounding wooded areas.
A building with a covered entrance, stone pillars, and a clear sky.
A golf course with a clubhouse, a flag, and a parking area with cars.
A hotel room with a large bed, two bedside tables with lamps, a small desk, and a red armchair.

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$235
includes taxes & fees
29 Aug - 30 Aug
Woodlake Lodge Golf and Country Club
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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

Pine Mountain State Resort Park

Pine Mountain State Resort Park

10/10 Excellent
"It was a pleasure to stay at. One complaint only is that the light in the bathroom went off while showering."
Peter 1-night trip
Posted 10 hours ago
Pine Mountain State Resort Park
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

10/10 Excellent
"This is my absolute favorite place to stay on my route from Ohio to East Tennessee and back.. the staff is very friendly the hotel is always clean breakfast is wonderful and I'm picky.. I used to manage nights in hotels so I have experience in the hospitality industry and I absolutely love this location."
frances, vincent hoskins (guest) 1-night trip
Posted 3 days ago
Holiday Inn Express Middlesboro by IHG
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 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: 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, visit 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 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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