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Hotels with Swimming Pool in Middlesboro, Kentucky

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Check availability on Middlesboro Hotels with Swimming Pool

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
  • Outdoor pool
  • Pool loungers
9.6 out of 10, Exceptional, (690)
Sparkling blue waters invite guests to plunge into the outdoor pool after hiking nearby mountain trails. This recently renovated hotel offers pristine rooms with plush bedding and a complimentary breakfast buffet to fuel outdoor adventures.
The price is P7,087
P7,812 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express Middlesboro by IHG
Desk, blackout drapes, free WiFi, bed sheets
Boone Trail Inn

Boone Trail Inn

2.0 star property
Middlesboro
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
7.2 out of 10, Good, (108)
Seasonal swimming awaits at this renovated motel, offering a refreshing pool experience from May to September. Friendly staff ensure comfort while nature enthusiasts appreciate proximity to hiking trails, creating an ideal summer escape.
The price is P3,986
P5,371 total
includes taxes & fees
Nov 18 - Nov 19
Boone Trail Inn
Seasonal outdoor pool
Suburban Studios Middlesboro

Suburban Studios Middlesboro

2.0 star property
Middlesboro
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
8.0 out of 10, Very Good, (65)
Dive into summer fun at the seasonal outdoor pool, where sunshine and relaxation await after exploring Middlesboro. This recently remodeled hotel offers clean, sparkling rooms with kitchenettes and rainfall showers for complete comfort.
The price is P4,465
P4,922 total
includes taxes & fees
Nov 27 - Nov 28
Suburban Studios Middlesboro
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2.0 star property
Middlesboro
  • Pool loungers
7.2 out of 10, Good, (442)
Splash into summer at this mountain getaway's seasonal outdoor pool, complete with comfortable loungers for ultimate relaxation. Freshly renovated rooms, friendly staff, and complimentary continental breakfast create a rejuvenating experience.
The price is P4,432
P4,886 total
includes taxes & fees
Nov 18 - Nov 19
Econo Lodge Middlesboro
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3.0 star property
Pineville
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (656)
Sparkling waters await at this seasonal mountain pool, where guests soak up stunning Appalachian vistas from comfortable loungers. Beyond swimming, the hotel offers an 18-hole golf course, hiking trails, and flavorful American cuisine at Mountain View restaurant.
The price is P6,432
P7,091 total
includes taxes & fees
Nov 23 - Nov 24
Pine Mountain State Resort Park
Front of property
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2.0 star property
Jellico
  • Outdoor pool
  • Pool loungers
  • Hot tub
7.2 out of 10, Good, (1003)
Surrounded by mountain scenery, this hotel's refreshing outdoor pool area beckons with comfortable sun loungers and umbrellas. After exploring nearby hiking trails, guests can soak tired muscles in the relaxing hot tub before retreating to clean, comfortable rooms.
The price is P3,765
P4,301 total
includes taxes & fees
Dec 1 - Dec 2
Days Inn by Wyndham Jellico - Tennessee State Line
Indoor pool
Quality Inn

Quality Inn

2.5 star property
Harlan
  • Indoor pool
8.6 out of 10, Excellent, (330)
Swimming sessions await at the pristine indoor pool, accessible from 9:00 AM to 9:00 PM daily. Beyond aquatic pleasures, guests appreciate the extremely comfortable beds, friendly staff, and complimentary continental breakfast served in an impeccably clean dining area.
The price is P5,458
P6,191 total
includes taxes & fees
Dec 14 - Dec 15
Quality Inn
Business center
Quality Inn

Quality Inn

2.5 star property
Barbourville
  • Outdoor pool
8.2 out of 10, Very Good, (265)
Mountain escape awaits with a pristine outdoor pool where guests can unwind after exploring Dr. Thomas Walker State Historic Site. Friendly staff ensures comfort while free continental breakfast fuels adventurous days in scenic Kentucky.
The price is P6,059
P6,872 total
includes taxes & fees
Nov 24 - Nov 25
Quality Inn
Indoor pool
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

2.5 star property
Williamsburg
  • Indoor pool
9.0 out of 10, Wonderful, (1003)
Swimming enthusiasts relish the pristine indoor pool that complements this hotel's spotlessly maintained accommodations. Premium bedding with pillowtop mattresses awaits after invigorating laps, while the consistently excellent breakfast earns rave reviews from satisfied guests.
The price is P6,850
P7,747 total
includes taxes & fees
Dec 17 - Dec 18
Holiday Inn Express Williamsburg by IHG
Property grounds
Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club

3.0 star property
Tazewell
  • Outdoor pool
9.4 out of 10, Exceptional, (142)
Splash into summer at the seasonal outdoor pool, surrounded by pristine golf greens and tennis courts. Friendly staff ensure exceptional service while the peaceful lakeside setting, complete with on-site restaurants and bar, creates a rejuvenating escape.
The price is P8,563
P9,612 total
includes taxes & fees
Nov 18 - Nov 19
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.
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Top Middlesboro Hotel Reviews

Econo Lodge Middlesboro

Econo Lodge Middlesboro

10/10 Excellent
"Clean rooms"
Joseph 2-night trip
Posted 3 weeks ago
Econo Lodge Middlesboro

Frequently asked questions

What are some accommodations with pools in Middlesboro?
Holiday Inn Express Middlesboro by IHG: Features buffet, an outdoor pool, and free self parking. Econo Lodge Middlesboro: Offers continental, a seasonal outdoor pool, and free self parking. Sleep Inn & Suites 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, check out 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 offers an outdoor pool if you plan to visit Middlesboro in the warmest months of July, August, or June when the average temp is 72°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 40°F.