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
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 blue sofa, a dark armchair, a small desk, and a dining table with chairs.
A coffee station with two coffee machines and a variety of coffee pods and cups.
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.
P10,210
P11,256 total
includes taxes & fees
Nov 6 - Nov 7
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 dining area with a buffet, chairs, a table, a chandelier, and a view through the window.
A hotel room with two beds, a sofa, a nightstand with a lamp, and a framed picture on the wall.
A reception area with a striped armchair, a counter, and a view of the parking lot through glass doors.

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.
P5,581
P6,153 total
includes taxes & fees
Oct 18 - Oct 19
Econo Lodge Middlesboro
A swimming pool with lounge chairs and a building in the background.
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.
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.

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.
P4,796
P5,287 total
includes taxes & fees
Oct 27 - Oct 28
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 white portable air conditioner mounted on a wall with a control panel, a power outlet, and a plastic bag hanging from the bottom.
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.
P5,088
P6,714 total
includes taxes & fees
Oct 7 - Oct 8
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, leather sofas, rocking chairs, 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.
P6,511
P7,179 total
includes taxes & fees
Nov 1 - Nov 2
Pine Mountain State Resort Park
An indoor swimming pool with clear pool rules and no diving allowed signs.
A coffee station with two coffee machines and a variety of coffee pods and cups.
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.

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.
P7,078
P7,878 total
includes taxes & fees
Nov 3 - Nov 4
Holiday Inn Express Williamsburg by IHG
A covered patio with a pool, outdoor seating, and a ceiling fan.
A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.
A kitchen with wooden cabinets, a black countertop, and various breakfast items.
A room with a sofa, a table, a lamp, a window with blinds, and a picture on the wall.

7. Quality Inn

Quality Inn
Barbourville
  • Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.
P6,389
P7,247 total
includes taxes & fees
Nov 5 - Nov 6
Quality Inn
An aerial view of a golf course with multiple ponds, a clubhouse, and surrounding wooded areas.
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.
A building with a covered entrance, stone pillars, and a clear sky.

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.
P9,083
P10,195 total
includes taxes & fees
Nov 2 - Nov 3
Woodlake Lodge Golf and Country Club
A hotel with a swimming pool, multiple balconies, and a fenced outdoor area with lounge chairs.
A hotel with a prominent Super 8 sign, a central tower, and a covered entrance area.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.
A reception area with a counter, chairs, a chandelier, a clock, and a framed picture on the wall.

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

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

10/10 Excellent
"Great place to stay"
Tip 1-night trip
Posted 3 days ago
Holiday Inn Express Middlesboro by IHG

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: 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, check out 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 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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