Find Hotels with a Pool in Middlesboro, KY
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Middlesboro Hotels with a Pool
Tonight
21 Sep - 22 SepTomorrow
22 Sep - 23 SepThis weekend
25 Sep - 27 SepNext weekend
2 Oct - 4 OctOur top choices for Middlesboro hotels with a pool
1. Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Middlesboro by IHGMiddlesboro
- Splash into mountain adventures with a sun-kissed pool oasis featuring comfy loungers for peak relaxation.
AED 511
AED 563 total
includes taxes & fees
27 Sep - 28 Sep
2. Suburban Studios Middlesboro
Suburban Studios MiddlesboroMiddlesboro
- Escape the ordinary at this freshly remodeled hotel with a sparkling seasonal pool and newly updated rooms for summer relaxation.
AED 288
AED 317 total
includes taxes & fees
11 Oct - 12 Oct
3. Econo Lodge Middlesboro
Econo Lodge MiddlesboroMiddlesboro
- Pristine mountain retreat offers seasonal poolside bliss with lounge chairs for a perfect summer escape in Middlesboro.
AED 327
AED 361 total
includes taxes & fees
27 Sep - 28 Sep
4. Boone Trail Inn
Boone Trail InnMiddlesboro
- Dive into summer adventures with a seasonal outdoor pool, perfect for relaxing after a day exploring nearby hiking trails.
AED 277
AED 371 total
includes taxes & fees
23 Sep - 24 Sep
5. Pine Mountain State Resort Park
Pine Mountain State Resort ParkPineville
- Refreshing mountain escape with a seasonal outdoor pool surrounded by loungers, umbrellas, and panoramic Appalachian views.
AED 352
AED 389 total
includes taxes & fees
22 Sep - 23 Sep
6. Holiday Inn Express Williamsburg by IHG
Holiday Inn Express Williamsburg by IHGWilliamsburg
- Dive into poolside relaxation at this clean, comfortable hotel with an indoor oasis just steps from Kentucky Splash Water Park.
AED 419
AED 466 total
includes taxes & fees
27 Sep - 28 Sep
7. Quality Inn
Quality InnBarbourville
- Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.
AED 375
AED 425 total
includes taxes & fees
20 Oct - 21 Oct
8. Woodlake Lodge Golf and Country Club
Woodlake Lodge Golf and Country ClubTazewell
- Seasonal lakeside golf retreat with picturesque course, outdoor pool, and tennis courts offering serene relaxation in nature.
AED 588
AED 660 total
includes taxes & fees
1 Oct - 2 Oct
Top Middlesboro Hotel Reviews
Quality Inn Harlan
10/10 Excellent
"Rooms nice and clean staff was wonderful as always. Enjoyed our stay. Will come back again"
Holiday Inn Express Middlesboro by IHG
10/10 Excellent
"We had a wonderful stay at the Holiday Inn Express in Middlesboro, KY. The staff truly made our visit special—they were incredibly pleasant, helpful, and always made sure all of our needs were met. Every single day, we were greeted with warm smiles and friendly faces. They even went out of their way to give us excellent local recommendations for dinner. Their outstanding customer service made us feel right at home. We highly recommend this hotel to anyone visiting the area!"
Pine Mountain State Resort Park
8/10 Good
"Hello The room was clean the balcony was awesome. Needed to have a small frig in the room that was disappointing, and the children running on the second floor was challenging at 6 am. but other than that we enjoyed out stay The pool was excellent."