Search Hotels with Swimming Pool in Middlesboro

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Check availability on Middlesboro Hotels with Swimming Pool

Tonight
1 May - 2 May
Tomorrow
2 May - 3 May
This weekend
1 May - 3 May
Next weekend
8 May - 10 May

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, (716 reviews)
  • cleanliness
    Splash into mountain adventures with a sun-kissed pool oasis featuring comfy loungers for peak relaxation.
The price is ₹13,004
₹14,335 total
includes taxes & fees
3 May - 4 May
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, (461 reviews)
  • cleanliness
    Pristine mountain retreat offers seasonal poolside bliss with lounge chairs for a perfect summer escape in Middlesboro.
The price is ₹7,176
₹7,911 total
includes taxes & fees
3 May - 4 May
Econo Lodge Middlesboro
Seasonal outdoor pool

Suburban Studios Middlesboro

Suburban Studios Middlesboro
2.0 star property
Middlesboro
8.2 out of 10, Very good, (84 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 ₹8,019
₹8,840 total
includes taxes & fees
27 May - 28 May
Suburban Studios Middlesboro
Single Room, 1 Queen Bed, Smoking | Air conditioning

Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.2 out of 10, Good, (112 reviews)
  • cleanliness
    Dive into summer adventures with a seasonal outdoor pool, perfect for relaxing after a day exploring nearby hiking trails.
The price is ₹5,659
₹7,808 total
includes taxes & fees
9 May - 10 May
Boone Trail Inn
Outdoor pool, open 9 AM to 10 PM, pool umbrellas, pool loungers

Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line
2.0 star property
Jellico
7.2 out of 10, Good, (1,000 reviews)
  • cleanliness
    Splash into relaxation at this Jellico hotel's seasonal pool oasis with mountain adventures nearby.
The price is ₹5,596
₹6,394 total
includes taxes & fees
17 May - 18 May
Days Inn by Wyndham Jellico - Tennessee State Line
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, (1,001 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 ₹12,055
₹13,417 total
includes taxes & fees
31 May - 1 Jun
Holiday Inn Express Williamsburg by IHG
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, (717 reviews)
  • cleanliness
    Refreshing mountain escape with a seasonal outdoor pool surrounded by loungers, umbrellas, and panoramic Appalachian views.
The price is ₹10,846
₹11,957 total
includes taxes & fees
3 May - 4 May
Pine Mountain State Resort Park
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, (147 reviews)
  • cleanliness
    Seasonal lakeside golf retreat with picturesque course, outdoor pool, and tennis courts offering serene relaxation in nature.
The price is ₹15,650
₹17,567 total
includes taxes & fees
10 May - 11 May
Woodlake Lodge Golf and Country Club
Business centre

Quality Inn

Quality Inn
2.5 star property
Barbourville
8.2 out of 10, Very good, (273 reviews)
  • cleanliness
    Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.
The price is ₹9,558
₹10,841 total
includes taxes & fees
31 May - 1 Jun
Quality Inn
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, (820 reviews)
  • cleanliness
    Seasonal pool with sun loungers offers relaxation amid amenities and mini golf at quiet hotel.
The price is ₹6,450
₹7,179 total
includes taxes & fees
5 May - 6 May
Super 8 by Wyndham Williamsburg
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.
View all properties

Choose what matters most at hotels with a pool in Middlesboro

Breakfast included
Hot tub

Top Middlesboro Hotel Reviews

Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

2/10 Terrible
"This place was misrepresented on the internet. Not renovated in 2026. Filthy, amenities broken or non existent . Woman at desk called 911 when we complained about the uninhabitable rooms. Called heath department in Whitley county to file a complaint. Worst hotel EVER! Didn't stay at all it was so bad. A disgrace to Expedia. I only got half my money back because of corrupt hotel management."
Greg 2-night trip
Posted 18 hours ago
Super 8 by Wyndham Williamsburg

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: Offers a full-service spa, a seasonal outdoor pool and daily. Days Inn by Wyndham Jellico - Tennessee State Line: 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 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.