An aerial view of a town surrounded by mountains, with a mix of residential and commercial buildings, and a highway running through the center.

Middlesboro Hotel Guide - Hotels with Pool in Middlesboro, Kentucky

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Check availability on Middlesboro Hotels with Pool

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

Our top choices for Middlesboro hotels with a pool

A swimming pool with lounge chairs and a building in the background.
A restaurant with striped chairs, a wooden counter, and a chandelier.
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.

1. 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.
€75
includes taxes & fees
27 Oct - 28 Oct
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 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.
A hotel room with two beds, a sofa, a nightstand with a lamp, and a framed picture on the wall.

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.
€88
includes taxes & fees
18 Oct - 19 Oct
Econo Lodge 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.

3. 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.
€96
includes taxes & fees
7 Oct - 8 Oct
Boone Trail Inn
A swimming pool area with lounge chairs and umbrellas.
A rustic interior with wooden beams, a fireplace, and a bar area.
A natural setting with a clear pond surrounded by rocks and trees, and rows of blue chairs arranged for an event.
A picnic table and stone wall in a forested area with a view of distant mountains.

4. 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.
€102
includes taxes & fees
1 Nov - 2 Nov
Pine Mountain State Resort Park
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 large, single-story building with a blue roof and white columns, featuring multiple balconies and a covered walkway.
A kitchen with wooden cabinets, a black countertop, and various breakfast items.

5. Quality Inn

Quality Inn
Barbourville
  • Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.
€103
includes taxes & fees
5 Nov - 6 Nov
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 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.

6. 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.
€145
includes taxes & fees
2 Nov - 3 Nov
Woodlake Lodge Golf and Country Club
An indoor swimming pool with clear pool rules and no diving allowed signs.
A hotel entrance with a covered parking area, stone pillars, and a blue-lit facade.
A hotel room with a coffee machine, a bed, and a window with a view.
A coffee station with two coffee machines and a variety of coffee pods and cups.

7. 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.
€112
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn Express Williamsburg by IHG
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 bathroom with a sink, mirror, and a shower area.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.

8. 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 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.