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

Search Hotels with Swimming Pool in Middlesboro

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Check availability on Middlesboro Hotels with Swimming Pool

Tonight
5 Sept - 6 Sept
Tomorrow
6 Sept - 7 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

Our top choices for Middlesboro hotels with a pool

An outdoor patio area with wicker furniture, a glass table, and a view of a swimming pool.
A modern bathroom with a glass-enclosed shower, two sinks, and a large mirror.
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.

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.
₹11,164
₹12,308 total
includes taxes & fees
6 Sept - 7 Sept
Holiday Inn Express Middlesboro by IHG
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.

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.
₹7,401
₹8,159 total
includes taxes & fees
27 Sept - 28 Sept
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 modern bathroom with a large mirror, a sink, and a shower area.
A dining area with a buffet, chairs, a table, a chandelier, and a view through the window.

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.
₹8,760
₹9,657 total
includes taxes & fees
27 Sept - 28 Sept
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.
₹7,061
₹9,451 total
includes taxes & fees
11 Sept - 12 Sept
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.
₹11,335
₹12,496 total
includes taxes & fees
6 Sept - 7 Sept
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 hotel entrance with a covered parking area, stone pillars, and a blue-lit facade.
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.
₹11,150
₹12,410 total
includes taxes & fees
17 Sept - 18 Sept
Holiday Inn Express Williamsburg by IHG
A rectangular swimming pool with a wooden deck and lounge chairs, surrounded by a wooden fence and a flagpole with an American flag.
A hotel room with a bed, desk, TV, microwave, refrigerator, chair, and a painting on the wall.
A hotel with a covered outdoor area, multiple balconies, and a seating area with chairs.
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.
₹9,638
₹10,932 total
includes taxes & fees
4 Oct - 5 Oct
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 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.

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.
₹15,119
₹16,971 total
includes taxes & fees
1 Oct - 2 Oct
Woodlake Lodge Golf and Country Club
View all properties

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
"The staff was exceptionally pleasant and helpful. The restaurant staff rocked. A must stay"
Ricky 1-night trip
Posted 23 hours ago
Pine Mountain State Resort Park
Quality Inn Harlan

Quality Inn Harlan

10/10 Excellent
"Kindest staff and delicious breakfast!"
Kelsey 1-night trip
Posted 1 day 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: 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. Holiday Inn Express Williamsburg by IHG: Offers complimentary wireless Internet access, a communal pool and kitchens. Quality Inn Harlan: Features 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, 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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