Photo by Alexis Wyrick

Hotels with Swimming Pools in Middlesboro

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

    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 Hotels with Swimming Pools

Top Hotels with Swimming Pools in Middlesboro

Holiday Inn Express Middlesboro by IHG
Property amenity

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 S$173
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Express Middlesboro by IHG
Boone Trail Inn
Desk, blackout curtains, free WiFi, bed sheets

Boone Trail Inn

2.0 star property
7.2 out of 10, Good, (105)
"The man was extra friendly and gave me two bottles of water free of charge."
The price is S$112
includes taxes & fees
20 Oct - 21 Oct
Boone Trail Inn
Suburban Studios Middlesboro
Seasonal outdoor pool

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 S$108
includes taxes & fees
1 Nov - 2 Nov
Suburban Studios Middlesboro
Econo Lodge Middlesboro
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool loungers

Econo Lodge Middlesboro

2.0 star property
7.2 out of 10, Good, (437)
"We stayed here "
The price is S$121
includes taxes & fees
13 Oct - 14 Oct
Econo Lodge Middlesboro
Pine Mountain State Resort Park
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

Pine Mountain State Resort Park

3.0 star property
9.0 out of 10, Wonderful, (631)
"Great views, and wonderful trails, and pet-friendly."
The price is S$167
includes taxes & fees
25 Oct - 26 Oct
Pine Mountain State Resort Park
Days Inn by Wyndham Jellico - Tennessee State Line
Front of property

Days Inn by Wyndham Jellico - Tennessee State Line

2.0 star property
7.2 out of 10, Good, (1002)
"The area, nice scenery "
The price is S$93
includes taxes & fees
3 Nov - 4 Nov
Days Inn by Wyndham Jellico - Tennessee State Line
Holiday Inn Express Williamsburg by IHG
Indoor pool

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 S$147
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express Williamsburg by IHG
Quality Inn
Indoor pool

Quality Inn

2.5 star property
8.6 out of 10, Excellent, (323)
"Wonderful stay and amenities "
The price is S$144
includes taxes & fees
2 Nov - 3 Nov
Quality Inn
Quality Inn
Business centre

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 S$148
includes taxes & fees
2 Nov - 3 Nov
Quality Inn
Woodlake Lodge Golf and Country Club
Property grounds

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 S$211
includes taxes & fees
2 Nov - 3 Nov
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

Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

10/10 Excellent
"Clean newly remodeled spacious room. Comfortable bed. Parked at our door. Quiet. Friendly staff. Comfortable tub. Hot water plentiful. Serene surroundings. Cute small town. Could use more lighting around mirror at the sink. Good value. Highly recommended."
Terri 1-night trip
Posted 3 weeks ago
Days Inn by Wyndham Jellico - Tennessee State Line

Frequently asked questions

What are some accommodation options 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, visit 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 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.