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Find Hotels with a Pool in Middlesboro, KY

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Check availability on Middlesboro Hotels with a Pool

Top Middlesboro Hotels with a Pool

Property amenity
Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Middlesboro by IHG
2.5 star property
9.6 out of 10, Exceptional, (681)
"Clean room Great breakfast Staff friendly and helpful "
The price is NT$3,700
NT$4,079 total
includes taxes & fees
Oct 19 - Oct 20
Holiday Inn Express Middlesboro by IHG
Double Room, Smoking | Desk, blackout drapes, free WiFi, bed sheets
Boone Trail Inn
Boone Trail Inn
2.0 star property
7.2 out of 10, Good, (106)
"Place was clean. AC worked good. "
The price is NT$2,064
NT$2,781 total
includes taxes & fees
Oct 15 - Oct 16
Boone Trail Inn
Seasonal outdoor pool
Suburban Studios Middlesboro
Suburban Studios Middlesboro
2.0 star property
8.0 out of 10, Very Good, (61)
"The newly renovated very clean room was comfortable and clean. All staff were very friendly and we had no issues with our stay. Would stay again when in this area! "
The price is NT$2,312
NT$2,549 total
includes taxes & fees
Nov 1 - Nov 2
Suburban Studios Middlesboro
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers
Econo Lodge Middlesboro
Econo Lodge Middlesboro
2.0 star property
7.2 out of 10, Good, (437)
"We stayed here "
The price is NT$2,597
NT$2,863 total
includes taxes & fees
Oct 15 - Oct 16
Econo Lodge Middlesboro
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
9.0 out of 10, Wonderful, (632)
"Great views, and wonderful trails, and pet-friendly."
The price is NT$3,571
NT$3,937 total
includes taxes & fees
Oct 25 - Oct 26
Pine Mountain State Resort Park
Front of property
Days Inn by Wyndham Jellico - Tennessee State Line
Days Inn by Wyndham Jellico - Tennessee State Line
2.0 star property
7.2 out of 10, Good, (1003)
"The area, nice scenery "
The price is NT$1,924
NT$2,198 total
includes taxes & fees
Oct 16 - Oct 17
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
9.0 out of 10, Wonderful, (1007)
"We really enjoyed our stay! "
The price is NT$3,070
NT$3,471 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express Williamsburg by IHG
Indoor pool
Quality Inn
Quality Inn
2.5 star property
8.6 out of 10, Excellent, (324)
"The breakfast was great and the parking lot felt safe and had plenty of lighting. Overall a good stay."
The price is NT$2,988
NT$3,389 total
includes taxes & fees
Nov 2 - Nov 3
Quality Inn
Business center
Quality Inn
Quality Inn
2.5 star property
8.2 out of 10, Very Good, (261)
"Staff member who checked me in was very friendly and helpful. "
The price is NT$3,083
NT$3,496 total
includes taxes & fees
Nov 2 - Nov 3
Quality Inn
Property grounds
Woodlake Lodge Golf and Country Club
Woodlake Lodge Golf and Country Club
3.0 star property
9.4 out of 10, Exceptional, (141)
"Gym was closed, restaurant was closed... pool was nice. Course is beautiful."
The price is NT$4,434
NT$4,978 total
includes taxes & fees
Nov 2 - Nov 3
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.
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Top Middlesboro Hotel Reviews

Pine Mountain State Resort Park

Pine Mountain State Resort Park

10/10 Excellent
"Great views, and wonderful trails, and pet-friendly."
Frederick 1-night trip
Posted 5 days ago
Pine Mountain State Resort Park

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Frequently asked questions

What are some accommodations with pools in Middlesboro?
Sleep Inn & Suites: Offers buffet, an outdoor pool, and free self parking. Holiday Inn Express Middlesboro by IHG: Provides continental, a seasonal outdoor pool, and free self parking. Econo Lodge Middlesboro: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Boone Trail Inn: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Pine Mountain State Resort Park: Features daily, an indoor 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 Middlesboro Country Club. 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.