Find Hotels with a Pool in Charleston, KY

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Check availability on Charleston Hotels with a Pool

Our top choices for Charleston hotels with a pool

Indoor pool, open 8:00 AM to 10:00 PM, sun loungers
Holiday Inn Express & Suites Madisonville by IHG

Holiday Inn Express & Suites Madisonville by IHG

Holiday Inn Express & Suites Madisonville by IHG
2.5 star property
Madisonville
9.4 out of 10, Exceptional, (198)
"Just as pictured."
United States
David
$109 nightly
The price is $121
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express & Suites Madisonville by IHG
Seasonal outdoor pool
Baymont by Wyndham Madisonville

Baymont by Wyndham Madisonville

Baymont by Wyndham Madisonville
2.5 star property
Madisonville
8.0 out of 10, Very Good, (316)
"Friendly staff, clean room and facility, excellent continental breakfast. The room cost was very reasonable."
United States
Jeff
$95 nightly
The price is $105
Dec 18 - Dec 19
Total with taxes and fees
Baymont by Wyndham Madisonville
Indoor pool
Comfort Inn & Suites Madisonville

Comfort Inn & Suites Madisonville

Comfort Inn & Suites Madisonville
2.5 star property
Madisonville
8.2 out of 10, Very Good, (443)
"Friendly staff, room was clean "
United States
Trina
$93 nightly
The price is $103
Dec 28 - Dec 29
Total with taxes and fees
Comfort Inn & Suites Madisonville
Indoor pool
Days Inn by Wyndham Madisonville

Days Inn by Wyndham Madisonville

Days Inn by Wyndham Madisonville
2.0 star property
Madisonville
7.0 out of 10, Good, (867)
"Nothing like pictures"
United States
Anthony
$77 nightly
The price is $85
Dec 21 - Dec 22
Total with taxes and fees
Days Inn by Wyndham Madisonville
Outdoor pool, sun loungers
Pennyrile Forest State Resort Park

Pennyrile Forest State Resort Park

Pennyrile Forest State Resort Park
3.5 star property
Dawson Springs
9.0 out of 10, Wonderful, (241)
"Great room with a view and friendly staff. "
United States
Jeremiah
$105 nightly
The price is $115
Dec 31 - Jan 1, 2026
Total with taxes and fees
Pennyrile Forest State Resort Park
Indoor pool
Hampton Inn & Suites Madisonville

Hampton Inn & Suites Madisonville

Hampton Inn & Suites Madisonville
2.5 star property
Madisonville
8.8 out of 10, Excellent, (384)
"Excellent dining staff"
United States
Chuck
$107 nightly
The price is $119
Dec 28 - Dec 29
Total with taxes and fees
Hampton Inn & Suites Madisonville
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 Charleston Hotel Reviews

Happy Stay Inn Madisonville I-69 By OYO

Happy Stay Inn Madisonville I-69 By OYO

10/10 Excellent
"Everything about the property felt straightforward and comfortable. Rooms were maintained with good attention to detail. The staff showed great professionalism during the stay. Overall, it was a satisfying experience."
Steven 1-night trip
Posted 8 days ago
Happy Stay Inn Madisonville I-69 By OYO

Frequently asked questions

What are some hotels with pools in Charleston?
Days Inn by Wyndham Madisonville: Features daily, a pool, and free self parking. Comfort Inn & Suites Madisonville: Offers a sauna, an indoor pool, and daily. Holiday Inn Express & Suites Madisonville by IHG: Provides daily, an indoor pool, and free self parking. Baymont by Wyndham Madisonville: Features daily, a seasonal outdoor pool, and free self parking. Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby: Offers a snack bar/deli, an indoor pool, and buffet.
What is there to see and do in Charleston?
The picturesque setting of Pennyrile Forest State Resort Park and Mahr Park showcase the area's natural beauty. During your stay, check out sights such as Ruby Laffon Log Cabin, Madisonville Country Club, and Madisonville City Park.
When is the best time to book a hotel with a pool in Charleston?
You may want to think about a place to stay that offers an outdoor pool if you will be visiting Charleston in the warmest months of July, August, or June when the average temperature is 75°F. Lodging offering 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 41°F.

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