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Find Hotels with a Pool in Middlesboro, KY

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Check availability on Middlesboro Hotels with a Pool

Check prices for these dates

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 29 - Aug 31
Next weekend
Sep 5 - Sep 7

Top Middlesboro Hotels with a Pool

Our top choices for Middlesboro hotels with a pool

Pine Mountain State Resort Park
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

Pine Mountain State Resort Park

3.0 star property
9.0 out of 10, Wonderful, (598)
"Great place to stay on a weekend trip"
$95 nightly
The price is $105
Sep 1 - Sep 2
Total with taxes and fees
Pine Mountain State Resort Park
Holiday Inn Express Middlesboro by IHG
Standard Room | 1 bedroom, desk, blackout drapes, iron/ironing board

Holiday Inn Express Middlesboro by IHG

2.5 star property
9.6 out of 10, Exceptional, (675)
"Staff were very courteous, loved they have coffee that you could serve any time. Clean and room were very comfortable "
$111 nightly
The price is $122
Aug 31 - Sep 1
Total with taxes and fees
Holiday Inn Express Middlesboro by IHG
Days Inn by Wyndham Jellico - Tennessee State Line
Front of property

Days Inn by Wyndham Jellico - Tennessee State Line

2.0 star property
7.2 out of 10, Good, (985)
"Front desk staff was super nice! "
$61 nightly
The price is $70
Aug 31 - Sep 1
Total with taxes and fees
Days Inn by Wyndham Jellico - Tennessee State Line
Quality Inn
Indoor pool

Quality Inn

2.5 star property
8.6 out of 10, Excellent, (315)
"Wonderful stay and amenities "
$116 nightly
The price is $132
Sep 2 - Sep 3
Total with taxes and fees
Quality Inn
Boone Trail Inn
Double Room, Smoking | 1 bedroom, desk, blackout drapes, free WiFi

Boone Trail Inn

2.0 star property
7.2 out of 10, Good, (98)
"It was convient and safe."
$74 nightly
The price is $82
Aug 31 - Sep 1
Total with taxes and fees
Boone Trail Inn
Econo Lodge Middlesboro
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers

Econo Lodge Middlesboro

2.0 star property
7.2 out of 10, Good, (428)
"Staff was very friendly. "
$85 nightly
The price is $93
Aug 31 - Sep 1
Total with taxes and fees
Econo Lodge Middlesboro
Suburban Studios Middlesboro
Seasonal outdoor pool

Suburban Studios Middlesboro

2.0 star property
8.0 out of 10, Very Good, (56)
"Check in was smooth, staff was extremely kind and friendly. The rooms were impressively neat and clean. The pool was well maintained and super clean "
$80 nightly
The price is $88
Sep 1 - Sep 2
Total with taxes and fees
Suburban Studios Middlesboro
Holiday Inn Express Williamsburg by IHG
Indoor pool

Holiday Inn Express Williamsburg by IHG

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Great location "
$127 nightly
The price is $141
Sep 14 - Sep 15
Total with taxes and fees
Holiday Inn Express Williamsburg by IHG
Quality Inn
Business center

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (253)
"This is the only hotel in Barbourville, so it is most of all convenient. The staff is very nice and helpful, and the rooms are clean. It is on a busy highway, so there is some traffic noise in the early morning particularly."
$105 nightly
The price is $120
Sep 25 - Sep 26
Total with taxes and fees
Quality Inn
Woodlake Lodge Golf and Country Club
Aerial view

Woodlake Lodge Golf and Country Club

3.0 star property
9.4 out of 10, Exceptional, (140)
"Gym was closed, restaurant was closed... pool was nice. Course is beautiful."
$160 nightly
The price is $180
Aug 31 - Sep 1
Total with taxes and fees
Woodlake Lodge Golf and Country Club
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.

Top Middlesboro Hotel Reviews

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

10/10 Excellent
"The staff here are incredibly kind and helpful! Both of the guys displayed authentic joy in their work and they treated us as if we were the most important people they had ever met. I’m beyond impressed! "
Amy 1-night trip
Posted 3 days ago
Holiday Inn Express Middlesboro by IHG

Frequently asked questions

What are some accommodations with pools in Middlesboro?
Sleep Inn & Suites: 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, an indoor pool, and free self parking. Holiday Inn Express Williamsburg by IHG: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Pine Mountain State Resort Park: Features complimentary wireless internet access, a communal pool, and kitchens.
What is there to see and do in Middlesboro?
Spend some time experiencing the great outdoors at Cumberland Gap National Historical Park and Kentucky Ridge State Forest. During your stay, check out sights such as Middlesboro Country Club, Middlesboro Mall, 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.

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