Hotels with Pool & Resorts in Middlesboro from AU$95

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Check availability on Middlesboro Hotels with Pool

Our top choices for Middlesboro hotels with a pool

Outdoor pool, pool loungers

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (699 reviews)
"Only stayed one night but the hotel was quiet, considering the amount of people that seemed to be there, very clean and the breakfast was great!"
United States
Kevin
The price is AU$187
includes taxes & fees
18 Jan - 19 Jan
Holiday Inn Express Middlesboro by IHG
Seasonal outdoor pool

Suburban Studios Middlesboro

Suburban Studios Middlesboro
2.0 star property
Middlesboro
8.0 out of 10, Very good, (69 reviews)
"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 AU$110
includes taxes & fees
31 Jan - 1 Feb
Suburban Studios Middlesboro
Single Room, 1 Queen Bed, Smoking | Air conditioning

Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.2 out of 10, Good, (113 reviews)
"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. "
United States
Amy
The price is AU$125
includes taxes & fees
18 Jan - 19 Jan
Boone Trail Inn
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, (447 reviews)
"Clean place with friendly staff. "
United States
James
The price is AU$139
includes taxes & fees
23 Jan - 24 Jan
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, (677 reviews)
"Clean beautiful nice staff"
United States
Heather
Pine Mountain State Resort Park
Outdoor pool, open 9 AM to 10 PM, pool umbrellas, pool loungers

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, (1,001 reviews)
"Nice location, nice room, friendly staff and recent remodeling rooms "
United States
Ashley
The price is AU$114
includes taxes & fees
18 Jan - 19 Jan
Days Inn by Wyndham Jellico - Tennessee State Line
Aerial view

Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
3.0 star property
Tazewell
9.4 out of 10, Exceptional, (143 reviews)
"Friendly staff and clean accommodations "
United States
Rachel
The price is AU$218
includes taxes & fees
18 Jan - 19 Jan
Woodlake Lodge Golf and Country Club
Business centre

Quality Inn

Quality Inn
2.5 star property
Barbourville
8.2 out of 10, Very good, (268 reviews)
"Staff"
United States
Jason
The price is AU$155
includes taxes & fees
15 Feb - 16 Feb
Quality Inn
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, (1,000 reviews)
"Staff was nice and breakfast was good"
United States
nicole
The price is AU$203
includes taxes & fees
2 Feb - 3 Feb
Holiday Inn Express Williamsburg by IHG
Seasonal outdoor pool, pool loungers

Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg
2.5 star property
Williamsburg
5.8 out of 10, (782 reviews)
"Clean room, friendly- helpful staff "
United States
Melissa
The price is AU$95
includes taxes & fees
19 Jan - 20 Jan
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

Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

10/10 Excellent
"Room was SPOTLESS. So clean and so nice and soooo affordable! Front desk lady was so nice and helpful as well. Will be staying here again on our travels. "
Kelly 1-night trip
Posted 12 days ago
Days Inn by Wyndham Jellico - Tennessee State Line
Quality Inn

Quality Inn

10/10 Excellent
"They were kind check out and in was swift and smooth and the room was well kept and clean and bed was comfy "
Tyler 1-night trip
Posted 1 month 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 daily, an indoor pool and free self parking. Holiday Inn Express Williamsburg by IHG: Features daily, a seasonal outdoor 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.