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 with Pool

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Check availability on Middlesboro Hotel with Pool

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

Our top choices for Middlesboro hotels with a pool

Outdoor pool, pool loungers

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (725 reviews)
  • cleanliness
    Splash into mountain adventures with a sun-kissed pool oasis featuring comfy loungers for peak relaxation.
The price is HK$1,067
HK$1,176 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Express Middlesboro by IHG
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool loungers

Econo Lodge Middlesboro

Econo Lodge Middlesboro
2.0 star property
Middlesboro
7.4 out of 10, Good, (487 reviews)
  • cleanliness
    Pristine mountain retreat offers seasonal poolside bliss with lounge chairs for a perfect summer escape in Middlesboro.
The price is HK$642
HK$708 total
includes taxes & fees
2 Aug - 3 Aug
Econo Lodge Middlesboro
Desk, blackout curtains, free WiFi, bed sheets

Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.4 out of 10, Good, (117 reviews)
  • cleanliness
    Dive into summer adventures with a seasonal outdoor pool, perfect for relaxing after a day exploring nearby hiking trails.
The price is HK$586
HK$778 total
includes taxes & fees
14 Jul - 15 Jul
Boone Trail Inn
Seasonal outdoor pool

Suburban Studios Middlesboro

Suburban Studios Middlesboro
2.0 star property
Middlesboro
8.2 out of 10, Very good, (94 reviews)
  • cleanliness
    Escape the ordinary at this freshly remodeled hotel with a sparkling seasonal pool and newly updated rooms for summer relaxation.
The price is HK$614
HK$677 total
includes taxes & fees
3 Aug - 4 Aug
Suburban Studios Middlesboro
Indoor pool

Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Dive into poolside relaxation at this clean, comfortable hotel with an indoor oasis just steps from Kentucky Splash Water Park.
The price is HK$863
HK$960 total
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Express Williamsburg by IHG
Seasonal outdoor pool, pool loungers

Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg
2.5 star property
Williamsburg
5.6 out of 10, (847 reviews)
  • cleanliness
    Seasonal pool with sun loungers offers relaxation amid amenities and mini golf at quiet hotel.
The price is HK$600
HK$668 total
includes taxes & fees
5 Jul - 6 Jul
Super 8 by Wyndham Williamsburg
Aerial view

Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
3.0 star property
Tazewell
9.2 out of 10, Wonderful, (150 reviews)
  • cleanliness
    Seasonal lakeside golf retreat with picturesque course, outdoor pool, and tennis courts offering serene relaxation in nature.
The price is HK$1,294
HK$1,453 total
includes taxes & fees
13 Jul - 14 Jul
Woodlake Lodge Golf and Country Club
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

Pine Mountain State Resort Park

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (731 reviews)
  • cleanliness
    Refreshing mountain escape with a seasonal outdoor pool surrounded by loungers, umbrellas, and panoramic Appalachian views.
The price is HK$1,129
HK$1,245 total
includes taxes & fees
24 Jul - 25 Jul
Pine Mountain State Resort Park
Business centre

Quality Inn

Quality Inn
2.5 star property
Barbourville
8.2 out of 10, Very good, (276 reviews)
  • cleanliness
    Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.
The price is HK$773
HK$877 total
includes taxes & fees
3 Aug - 4 Aug
Quality Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Middlesboro

Breakfast included
Hot tub

Top Middlesboro Hotel Reviews

Econo Lodge Middlesboro

Econo Lodge Middlesboro

10/10 Excellent
"Don’t judge a book by its cover! This little side of the road hotel was clean, the staff was amazing! And while your in town go to shades steakhouse"
Aaron 1-night trip
Posted 4 hours ago
Econo Lodge Middlesboro

Frequently asked questions

What are some accommodation options with pools in Middlesboro?
Sleep Inn & Suites Middlesboro: Offers continental, a seasonal outdoor pool and free self parking. Econo Lodge Middlesboro: Provides buffet, an outdoor pool and free self parking. Holiday Inn Express Middlesboro by IHG: 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: Provides 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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