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Hotels with Swimming Pools in Middlesboro

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Check availability on Middlesboro Hotels with Swimming Pools

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

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (698 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 S$177
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express Middlesboro by IHG
Seasonal outdoor pool
Suburban Studios Middlesboro

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 S$102
includes taxes & fees
9 Feb - 10 Feb
Suburban Studios Middlesboro
Air conditioning
Boone Trail Inn

Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.2 out of 10, Good, (112 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 S$108
includes taxes & fees
15 Jan - 16 Jan
Boone Trail Inn
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool loungers
Econo Lodge Middlesboro

Econo Lodge Middlesboro

Econo Lodge Middlesboro
2.0 star property
Middlesboro
7.4 out of 10, Good, (446 reviews)
"Clean place with friendly staff. "
United States
James
The price is S$127
includes taxes & fees
12 Jan - 13 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

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (675 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

Days Inn by Wyndham Jellico - Tennessee State Line
2.0 star property
Jellico
7.2 out of 10, Good, (1,002 reviews)
"Nice location, nice room, friendly staff and recent remodeling rooms "
United States
Ashley
The price is S$109
includes taxes & fees
13 Jan - 14 Jan
Days Inn by Wyndham Jellico - Tennessee State Line
Indoor pool
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (1,002 reviews)
"Staff was nice and breakfast was good"
United States
nicole
The price is S$172
includes taxes & fees
2 Feb - 3 Feb
Holiday Inn Express Williamsburg by IHG
Aerial view
Woodlake Lodge Golf and Country Club

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 S$188
includes taxes & fees
12 Jan - 13 Jan
Woodlake Lodge Golf and Country Club
Business centre
Quality Inn

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 S$141
includes taxes & fees
10 Feb - 11 Feb
Quality Inn
Seasonal outdoor pool, pool loungers
Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg
2.5 star property
Williamsburg
5.8 out of 10, (780 reviews)
"Clean room, friendly- helpful staff "
United States
Melissa
The price is S$85
includes taxes & fees
2 Feb - 3 Feb
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 7 days ago
Days Inn by Wyndham Jellico - Tennessee State Line

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.

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