Photo by Alexis Wyrick
Find Hotels with a Pool in Middlesboro, KY
Check availability on Middlesboro Hotels with a Pool
Our top choices for Middlesboro hotels with a pool
9.6 out of 10, Exceptional, (692)
"Clean hotel, good breakfast options."
Harold
$121 nightly
The price is $133
Jan 18 - Jan 19, 2026
Total with taxes and fees
7.2 out of 10, Good, (111)
"So the room seemed clean and the owners were vry kind the price was low all in all it was ok for a cheap motel but yall theres roaches i woke up with 1 crawling on the headboard. "
Amy
$78 nightly
The price is $87
Dec 29 - Dec 30
Total with taxes and fees
8.0 out of 10, Very Good, (67)
"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! "
Becky
$79 nightly
The price is $88
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.4 out of 10, Good, (445)
"Clean place with friendly staff. "
James
$80 nightly
The price is $88
Dec 21 - Dec 22
Total with taxes and fees
9.0 out of 10, Wonderful, (670)
"Great place to stay!"
William
$77 nightly
The price is $85
Dec 31 - Jan 1, 2026
Total with taxes and fees
Days Inn by Wyndham Jellico - Tennessee State Line
Days Inn by Wyndham Jellico - Tennessee State LineJellico
7.2 out of 10, Good, (1001)
"Very clean and quiet I loved and enjoyed my 3 nights and 4 day stay!!! "
Antoninette
$74 nightly
The price is $85
Jan 1 - Jan 2, 2026
Total with taxes and fees
9.0 out of 10, Wonderful, (1002)
"Front desk staff very pleasant"
gary
$117 nightly
The price is $130
Jan 13 - Jan 14, 2026
Total with taxes and fees
8.2 out of 10, Very Good, (267)
"Room was clean and clerk was nice especially since it was early morning "
Billy
$104 nightly
The price is $118
Jan 19 - Jan 20, 2026
Total with taxes and fees
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
10/10 Excellent
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