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Search Hotels with Swimming Pool in Middlesboro

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Check availability on Middlesboro Hotels with Swimming Pool

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Middlesboro Hotels with Swimming Pool

Property amenity
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (691)
"Clean hotel, good breakfast options."
United States
Harold
The price is ₹10,349
₹11,409 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Middlesboro by IHG
Double Room, Smoking | Desk, blackout curtains, free WiFi, bed sheets
Boone Trail Inn

Boone Trail Inn

2.0 star property
Middlesboro
7.2 out of 10, Good, (110)
"Place was clean. AC worked good. "
United States
David
The price is ₹6,014
₹8,118 total
includes taxes & fees
8 Dec - 9 Dec
Boone Trail Inn
Seasonal outdoor pool
Suburban Studios Middlesboro

Suburban Studios Middlesboro

2.0 star property
Middlesboro
8.0 out of 10, Very good, (66)
"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! "
United States
Becky
The price is ₹6,743
₹7,434 total
includes taxes & fees
15 Dec - 16 Dec
Suburban Studios Middlesboro
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool loungers
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2.0 star property
Middlesboro
7.4 out of 10, Good, (445)
"Clean place with friendly staff. "
United States
James
The price is ₹7,181
₹7,917 total
includes taxes & fees
14 Dec - 15 Dec
Econo Lodge Middlesboro
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3.0 star property
Pineville
9.0 out of 10, Wonderful, (668)
"Great views, and wonderful trails, and pet-friendly."
United States
Frederick
The price is ₹10,076
₹11,108 total
includes taxes & fees
12 Dec - 13 Dec
Pine Mountain State Resort Park
Indoor pool
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (1001)
"We really enjoyed our stay! "
United States
Andrea Strode
The price is ₹10,349
₹11,704 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Express Williamsburg by IHG
Front of property
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2.0 star property
Jellico
7.2 out of 10, Good, (1000)
"Very clean and quiet I loved and enjoyed my 3 nights and 4 day stay!!! "
United States
Antoninette
The price is ₹6,209
₹7,094 total
includes taxes & fees
9 Dec - 10 Dec
Days Inn by Wyndham Jellico - Tennessee State Line
Business centre
Quality Inn

Quality Inn

2.5 star property
Barbourville
8.2 out of 10, Very good, (266)
"Room was clean and clerk was nice especially since it was early morning "
United States
Billy
The price is ₹9,103
₹10,324 total
includes taxes & fees
7 Jan - 8 Jan 2026
Quality Inn
Property grounds
Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club

3.0 star property
Tazewell
9.4 out of 10, Exceptional, (142)
"Gym was closed, restaurant was closed... pool was nice. Course is beautiful."
United States
Daniel
The price is ₹11,699
₹13,133 total
includes taxes & fees
1 Jan - 2 Jan 2026
Woodlake Lodge Golf and Country Club
BBQ/picnic Area
Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

2.5 star property
Williamsburg
5.8 out of 10, (767)
"Price was right room was clean. Many choices to eat. Staff was pleasant. "
United States
Susan
The price is ₹5,202
₹5,789 total
includes taxes & fees
9 Dec - 10 Dec
Super 8 by Wyndham Williamsburg
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.
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Top Middlesboro Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"It was short stay met our needs "
Karen 1-night trip
Posted 4 days ago
Quality Inn

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 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 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.