Photo by Alexis Wyrick

Find Hotels with a Pool in Middlesboro, KY

Start date: Check-in selected.
To Date
End date: Check-out

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, (682)
"Great breakfast. Room was spacious, clean and the dove products in the bathroom were nice. Great stay. "
United States
Rachel
$121 nightly
The price is $133
Oct 26 - Oct 27
Total with taxes and fees
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, (107)
"Place was clean. AC worked good. "
United States
David
$77 nightly
The price is $85
Nov 10 - Nov 11
Total with taxes and fees
Boone Trail Inn
Seasonal outdoor pool
Suburban Studios Middlesboro
Suburban Studios Middlesboro
2.0 star property
8.0 out of 10, Very Good, (63)
"Didn't stay as we found a better location in Cumberland Gap. "
United States
Alan
$76 nightly
The price is $83
Nov 5 - Nov 6
Total with taxes and fees
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, (440)
"Clean place with friendly staff. "
United States
James
$83 nightly
The price is $91
Nov 3 - Nov 4
Total with taxes and fees
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, (636)
"Great views, and wonderful trails, and pet-friendly."
United States
Frederick
$98 nightly
The price is $108
Oct 28 - Oct 29
Total with taxes and fees
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, (1000)
"The area, nice scenery "
United States
William
$63 nightly
The price is $72
Oct 26 - Oct 27
Total with taxes and fees
Days Inn by Wyndham Jellico - Tennessee State Line
Business center
Quality Inn
Quality Inn
2.5 star property
8.2 out of 10, Very Good, (262)
"Staff member who checked me in was very friendly and helpful. "
United States
Luana
$100 nightly
The price is $113
Nov 2 - Nov 3
Total with taxes and fees
Quality Inn
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."
United States
James
$97 nightly
The price is $110
Nov 15 - Nov 16
Total with taxes and fees
Quality Inn
Indoor pool
Holiday Inn Express Williamsburg by IHG
Holiday Inn Express Williamsburg by IHG
2.5 star property
9.0 out of 10, Wonderful, (1000)
"We really enjoyed our stay! "
United States
Andrea Strode
$127 nightly
The price is $141
Nov 9 - Nov 10
Total with taxes and fees
Holiday Inn Express Williamsburg by IHG
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."
United States
Daniel
$145 nightly
The price is $163
Nov 2 - Nov 3
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.
View all properties

Top Middlesboro Hotel Reviews

Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

10/10 Excellent
"Both visits were spectacular ..."
Susie 2-night trip
Posted 2 days ago
Super 8 by Wyndham Williamsburg

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 daily, an indoor pool, and free self parking. Holiday Inn Express Williamsburg by IHG: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
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.

Explore a world of travel with Expedia