Find Hotels with a Pool in Paintsville, KY

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 Paintsville Hotels with a Pool

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Paintsville Hotels with a Pool

Outdoor pool
Days Inn by Wyndham Paintsville

Days Inn by Wyndham Paintsville

2.0 star property
Paintsville
7.6 out of 10, Good, (512)
"Room clean Front desk friendly Reasonable rate"
United States
Richard
The price is SAR 255
SAR 281 total
includes taxes & fees
2 Jan - 3 January 2026
Days Inn by Wyndham Paintsville
Indoor pool, outdoor pool, open 9:00 AM to 9:00 PM, sun loungers
Ramada Hotel & Conference Center by Wyndham Paintsville

Ramada Hotel & Conference Center by Wyndham Paintsville

2.5 star property
Paintsville
8.8 out of 10, Excellent, (541)
"Beautiful hotel, wonderful breakfast and staff, couldnt be happier with our stay"
United States
Sandra
The price is SAR 405
SAR 447 total
includes taxes & fees
1 Jan - 2 January 2026
Ramada Hotel & Conference Center by Wyndham Paintsville
Indoor pool
Best Western Plus Louisa

Best Western Plus Louisa

2.5 star property
Louisa
9.0 out of 10, Wonderful, (364)
"Great place to stay "
United States
Lloyd
The price is SAR 357
SAR 394 total
includes taxes & fees
1 Jan - 2 January 2026
Best Western Plus Louisa
Indoor pool
Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

2.5 star property
Prestonsburg
8.6 out of 10, Excellent, (686)
"Very pleasant stay. Nice heated pool."
United States
Helen
The price is SAR 381
SAR 433 total
includes taxes & fees
7 Dec - 8 Dec
Comfort Suites Prestonsburg West
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

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now

Top Paintsville Hotel Reviews

Ramada Hotel & Conference Center by Wyndham Paintsville

Ramada Hotel & Conference Center by Wyndham Paintsville

10/10 Excellent
"Very clean and comfortable stay. I wish they would’ve had a lounge and a restaurant that was open at night."
Joseph 2-night trip
Posted 2 days ago
Ramada Hotel & Conference Center by Wyndham Paintsville

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Paintsville?
Ramada Hotel & Conference Center by Wyndham Paintsville: Features an indoor pool, an outdoor pool, and complimentary wired internet access. Days Inn by Wyndham Paintsville: Offers daily, a seasonal outdoor pool, and free self parking. Downtown Paintsville Vacation Rental!: Features full, an indoor pool, and free self parking. Lovely 2 Bedroom Unit with Free Parking: Offers full, an indoor pool, and free self parking. Best Western Plus Louisa: Features complimentary wireless internet access, a pool, and kitchens.
What is there to see and do in Paintsville?
Make a point to visit attractions like Preston Park and U. S. 23 Country Music Highway Museum. Discover sights such as Mayo Mansion, Johnson County Public Library, and Paintsville Golf Course during your stay.
When is the best time to book a hotel with a pool in Paintsville?
You may want to consider a place to stay that has an outdoor pool if you will be visiting Paintsville in the warmest months of July, August, or June when the average temperature is 73°F. Lodging 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 temp is 40°F.