An aerial view of a town surrounded by mountains, with a mix of residential and commercial buildings, and a highway running through the center.

Middlesboro Hotel with Pool

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Middlesboro Hotel with Pool

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Middlesboro hotels with a pool

1. Econo Lodge Middlesboro

Econo Lodge Middlesboro
Middlesboro
  • Pristine mountain retreat offers seasonal poolside bliss with lounge chairs for a perfect summer escape in Middlesboro.
HK$699
HK$771 total
includes taxes & fees
19 Oct - 20 Oct
Econo Lodge Middlesboro

2. Suburban Studios Middlesboro

Suburban Studios Middlesboro
Middlesboro
  • Escape the ordinary at this freshly remodeled hotel with a sparkling seasonal pool and newly updated rooms for summer relaxation.
HK$601
HK$662 total
includes taxes & fees
25 Oct - 26 Oct
Suburban Studios Middlesboro

3. Boone Trail Inn

Boone Trail Inn
Middlesboro
  • Dive into summer adventures with a seasonal outdoor pool, perfect for relaxing after a day exploring nearby hiking trails.
HK$637
HK$841 total
includes taxes & fees
5 Oct - 6 Oct
Boone Trail Inn

4. Pine Mountain State Resort Park

Pine Mountain State Resort Park
Pineville
  • Refreshing mountain escape with a seasonal outdoor pool surrounded by loungers, umbrellas, and panoramic Appalachian views.
HK$816
HK$899 total
includes taxes & fees
1 Nov - 2 Nov
Pine Mountain State Resort Park

5. Quality Inn

Quality Inn
Barbourville
  • Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.
HK$800
HK$908 total
includes taxes & fees
1 Nov - 2 Nov
Quality Inn

6. Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
Tazewell
  • Seasonal lakeside golf retreat with picturesque course, outdoor pool, and tennis courts offering serene relaxation in nature.
HK$1,138
HK$1,277 total
includes taxes & fees
2 Nov - 3 Nov
Woodlake Lodge Golf and Country Club

7. Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg
Williamsburg
  • Seasonal pool with sun loungers offers relaxation amid amenities and mini golf at quiet hotel.
Super 8 by Wyndham Williamsburg
View all properties

Choose what matters most at hotels with a pool in Middlesboro

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Middlesboro Hotel Reviews

Quality Inn Harlan

Quality Inn Harlan

10/10 Excellent
"I loved that it was a simple, friendly check in and check out. Everything was nice and clean. Staff very kind. This was my second stay and will be back."
Constance 1-night trip
Posted 2 days ago
Quality Inn Harlan
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

10/10 Excellent
"Always spotless, friendly and accommodating staff, breakfast is one of the best I've ever had."
Michael 1-night trip
Posted 3 days ago
Holiday Inn Express Middlesboro by IHG

Frequently asked questions

What are some accommodation options with pools in Middlesboro?
Sleep Inn & Suites Middlesboro: 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 daily, a seasonal outdoor pool and free self parking. Suburban Studios Middlesboro: Features daily, an indoor pool and free self parking. Days Inn by Wyndham Jellico - Tennessee State Line: Offers 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, visit sights such as Middlesboro Mall, Cumberland Gap National Historical Park 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 has an outdoor pool if you plan to visit Middlesboro in the warmest months of July, August or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 5°C.

Explore a world of travel with Expedia