Find Hotels with a Pool in Middlesboro, KY

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Check availability on Middlesboro Hotels with a Pool

Tonight
6 May - 7 May
Tomorrow
7 May - 8 May
This weekend
8 May - 10 May
Next weekend
15 May - 17 May

Our top choices for Middlesboro hotels with a pool

Outdoor pool, sun loungers

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (719 reviews)
  • cleanliness
    Splash into mountain adventures with a sun-kissed pool oasis featuring comfy loungers for peak relaxation.
"Super safe and quiet. The views from the room were beautiful."
United States
Dean
The price is AED 503
AED 555 total
includes taxes & fees
10 May - 11 May
Holiday Inn Express Middlesboro by IHG
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers

Econo Lodge Middlesboro

Econo Lodge Middlesboro
2.0 star property
Middlesboro
7.4 out of 10, Good, (463 reviews)
  • cleanliness
    Pristine mountain retreat offers seasonal poolside bliss with lounge chairs for a perfect summer escape in Middlesboro.
"The pool was clean and well cared for."
United States
Susan
The price is AED 288
AED 317 total
includes taxes & fees
20 May - 21 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 pool was well maintained and super clean"
United States
Susan
The price is AED 310
AED 342 total
includes taxes & fees
28 May - 29 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.
"Clean easy access to room "
United States
Leslie
The price is AED 238
AED 323 total
includes taxes & fees
9 May - 10 May
Boone Trail Inn
Pool

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, (1,003 reviews)
  • cleanliness
    Splash into relaxation at this Jellico hotel's seasonal pool oasis with mountain adventures nearby.
"Pool was perfect..."
United States
Tina Price
The price is AED 217
AED 248 total
includes taxes & fees
17 May - 18 May
Days Inn by Wyndham Jellico - Tennessee State Line
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

Pine Mountain State Resort Park

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (718 reviews)
  • cleanliness
    Refreshing mountain escape with a seasonal outdoor pool surrounded by loungers, umbrellas, and panoramic Appalachian views.
"A great retreat in the mountains with a nice swimming pool"
United States
John
The price is AED 420
AED 463 total
includes taxes & fees
10 May - 11 May
Pine Mountain State Resort Park
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, (1,004 reviews)
  • cleanliness
    Dive into poolside relaxation at this clean, comfortable hotel with an indoor oasis just steps from Kentucky Splash Water Park.
"The pool had just been cleaned and was perfect for my husband and I."
United States
Jennifer
The price is AED 492
AED 548 total
includes taxes & fees
31 May - 1 Jun
Holiday Inn Express Williamsburg by IHG
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.
"Room was a great size and had nice view of golf course."
United States
Kelly
The price is AED 606
AED 680 total
includes taxes & fees
7 May - 8 May
Woodlake Lodge Golf and Country Club
Business center

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.
"It is what you would expect. The breakfast was typical, and good. Room still had smoke smell from years of smoking, now all non-smoking. The pool was nice and clean. The mattress was comfortable, but probably needs replaced. If you are tall, you will have no trouble with the shower head, it's way high! Only 2 plugs by the bedside, so if you need more outlets, take a spliter. We were on the road side, and the road noise was not bad. We would stay there again. "
United States
mary
The price is AED 350
AED 397 total
includes taxes & fees
31 May - 1 Jun
Quality Inn
Outdoor dining

Lakefront Home w/Private Dock, Hot Tub & Sleeps 22

Lakefront Home w/Private Dock, Hot Tub & Sleeps 22
Lakeside Estates
The price is AED 1,682
AED 4,912 total
includes taxes & fees
7 May - 8 May
Lakefront Home w/Private Dock, Hot Tub & Sleeps 22
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

Pine Mountain State Resort Park

Pine Mountain State Resort Park

4/10 Poor
"No refrigerator or microwave in room. Beds , box springs, squeaky and terrible shape. Balcony overlook, weak. Tall standing trees blocking view. The breakfast that everyone raved about, weak.. no bacon. I would not recommend this place."
Travis 1-night trip
Posted 2 hours ago
Pine Mountain State Resort Park

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Frequently asked questions

What are some accommodations 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, 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.