Photo by T. R. Filbin

Hotels with Swimming Pool in Pineville, Kentucky

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 Pineville Hotels with Swimming Pool

Tonight
Dec 20 - Dec 21
Tomorrow
Dec 21 - Dec 22
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Our top choices for Pineville hotels with a pool

Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun 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, (671)
"Great place to stay!"
United States
William
The price is P5,635
P6,212 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Pine Mountain State Resort Park
Front of property
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, (1002)
"Very clean and quiet I loved and enjoyed my 3 nights and 4 day stay!!! "
United States
Antoninette
The price is P4,334
P4,952 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Days Inn by Wyndham Jellico - Tennessee State Line
Desk, blackout drapes, free WiFi, bed sheets
Boone Trail Inn

Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.2 out of 10, Good, (111)
"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 P3,953
P5,327 total
includes taxes & fees
Dec 21 - Dec 22
Boone Trail Inn
Business center
Quality Inn

Quality Inn

Quality Inn
2.5 star property
Barbourville
8.2 out of 10, Very Good, (267)
"Room was clean and clerk was nice especially since it was early morning "
United States
Billy
The price is P6,074
P6,889 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Quality Inn
Property amenity
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, (692)
"Clean hotel, good breakfast options."
United States
Harold
The price is P7,282
P8,027 total
includes taxes & fees
Dec 28 - Dec 29
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, (67)
"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 P4,655
P5,131 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Suburban Studios Middlesboro
Indoor pool, sun loungers
Hampton Inn Williamsburg

Hampton Inn Williamsburg

Hampton Inn Williamsburg
2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (767)
"Great place to stay Williamsburg!"
United States
Jennifer
The price is P6,698
P7,455 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hampton Inn Williamsburg
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers
Econo Lodge Middlesboro

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 P4,686
P5,166 total
includes taxes & fees
Dec 21 - Dec 22
Econo Lodge Middlesboro
BBQ/picnic area
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, (773)
"Price was right room was clean. Many choices to eat. Staff was pleasant. "
United States
Susan
The price is P3,494
P3,889 total
includes taxes & fees
Jan 13 - Jan 14, 2026
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.
View all properties

Top Pineville Hotel Reviews

Econo Lodge Middlesboro

Econo Lodge Middlesboro

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

Frequently asked questions

What are some hotels with pools in Pineville?
Pine Mountain State Resort Park: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Holiday Inn Express Williamsburg by IHG: Offers daily, an indoor pool, and free self parking. Super 8 by Wyndham Williamsburg: Provides daily, a seasonal outdoor pool, and free self parking. Hampton Inn Williamsburg: Features buffet, an indoor pool, and free self parking. Days Inn by Wyndham Jellico - Tennessee State Line: Offers a full-service spa, a seasonal outdoor pool, and daily.
What is there to see and do in Pineville?
The picturesque setting of Cumberland River and Kentucky Ridge State Forest showcase the area's natural beauty. Discover sights such as Pine Mountain State Resort Park, Wasioto Winds Golf Course, and Bell County Public Library Pineville Branch during your stay. The mountain views and restaurants are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Pineville?
You may want to consider an accommodation that has an outdoor pool if you will be visiting Pineville in the hottest months of July, August, or June when the average temperature is 72°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temperature is 40°F.

Explore a world of travel with Expedia