Title: Book the Best Hotels with POOL in Charleston in 2026 | Expedia.ca [Hotels in Charleston](https://expedia.ca/Charleston-Hotels.d553248635975848719.Travel-Guide-Hotels)[Vacation Rentals in Charleston](https://expedia.ca/Charleston-Vacation-Rentals.d553248635975848719.Travel-Guide-VacationRentals)[Charleston Car Rentals](https://expedia.ca/Car-Rentals-In-Charleston.d553248635975848719.Car-Rental-Guide)[Charleston Vacation Packages](https://expedia.ca/Charleston.d553248635975848719.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Charleston, KY from CA $117 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Charleston Hotels with a Pool Tonight [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975848719&startDate=2025-12-15&endDate=2025-12-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=553248635975848719&startDate=2025-12-16&endDate=2025-12-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975848719&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975848719&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Charleston hotels with a pool ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/38000000/37830000/37826400/37826376/51af9419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/38000000/37830000/37826400/37826376/6b7feda9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37830000/37826400/37826376/4f14059d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/38000000/37830000/37826400/37826376/f18eaa0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Madisonville by IHG [](https://www.expedia.ca/Madisonville-Hotels-Holiday-Inn-Express-Suites-Madisonville.h37826376.Hotel-Information) Madisonville 9.4/10 Exceptional (198) "Just as pictured." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $150 CA $167 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Madisonville-Hotels-Holiday-Inn-Express-Suites-Madisonville.h37826376.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/60000/56000/55985/93039a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/56000/55985/e202b007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/60000/56000/55985/68b06ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/60000/56000/55985/811aa0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Madisonville [](https://www.expedia.ca/Madisonville-Hotels-Baymont-By-Wyndham-Madisonville.h55985.Hotel-Information) Madisonville 8.0/10 Very good (316) "Friendly staff, clean room and facility, excellent continental breakfast. The room cost was very reasonable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff CA $130 CA $145 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Madisonville-Hotels-Baymont-By-Wyndham-Madisonville.h55985.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2920000/2911300/2911258/1734ff92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2920000/2911300/2911258/a0f6deb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2920000/2911300/2911258/cf2483ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/3000000/2920000/2911300/2911258/0948fb08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Madisonville [](https://www.expedia.ca/Madisonville-Hotels-Comfort-Inn-And-Suites.h2911258.Hotel-Information) Madisonville 8.2/10 Very good (443) "Friendly staff, room was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trina CA $128 CA $142 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Madisonville-Hotels-Comfort-Inn-And-Suites.h2911258.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/4400/4376/f10864f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking (First Floor) | Jetted tub](https://images.trvl-media.com/lodging/1000000/10000/4400/4376/0938620c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4400/4376/b0d3580d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4400/4376/92a931d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Madisonville [](https://www.expedia.ca/Madisonville-Hotels-Days-Inn-By-Wyndham-Madisonville.h4376.Hotel-Information) Madisonville 7.0/10 Good (867) "Nothing like pictures" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony CA $105 CA $117 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Madisonville-Hotels-Days-Inn-By-Wyndham-Madisonville.h4376.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109433/268da460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109433/2c07f778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109433/856a2f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109433/c1e3a980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pennyrile Forest State Resort Park [](https://www.expedia.ca/Madisonville-Hotels-Pennyrile-Forest-State-Resort-Park.h1109433.Hotel-Information) Dawson Springs 9.0/10 Wonderful (241) "Great room with a view and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeremiah [](https://www.expedia.ca/Madisonville-Hotels-Pennyrile-Forest-State-Resort-Park.h1109433.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1800000/1793700/1793628/1344b1ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1800000/1793700/1793628/f33c278a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1800000/1793700/1793628/64f16f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1800000/1793700/1793628/95ad5020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Madisonville [](https://www.expedia.ca/Madisonville-Hotels-Hampton-Inn-Suites-Madisonville.h1793628.Hotel-Information) Madisonville 8.8/10 Excellent (384) "Excellent dining staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chuck CA $148 CA $164 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Madisonville-Hotels-Hampton-Inn-Suites-Madisonville.h1793628.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-12-29&endDate=2025-12-30®ionId=553248635975848719&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Charleston Hotel Reviews ![Baymont by Wyndham Madisonville](https://images.trvl-media.com/lodging/1000000/60000/56000/55985/7146a17e_y.jpg) ### Baymont by Wyndham Madisonville 10/10 Excellent "Great " [](https://expedia.ca/Madisonville-Hotels-Baymont-By-Wyndham-Madisonville.h55985.Hotel-Information) ![Happy Stay Inn Madisonville I-69 By OYO](https://images.trvl-media.com/lodging/11000000/10040000/10031500/10031491/a3e9f24d_y.jpg) ### 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." [](https://expedia.ca/Madisonville-Hotels-Motel-6-Madisonville.h10031491.Hotel-Information) ![Days Inn by Wyndham Madisonville](https://images.trvl-media.com/lodging/1000000/10000/4400/4376/92a931d8_y.jpg) ### Days Inn by Wyndham Madisonville 10/10 Excellent "the lady that checked me in went out of her way to help me clear up my double booking with the help of the manager that she called. when i checked out, the counter person was prompt in phoning me that i had left some articles and a real shout-out to the lady that cleaned my room to communicate this before i was too far away to return. This is excellent customer care and my sincere thanks to all at Days Inn. " [](https://expedia.ca/Madisonville-Hotels-Days-Inn-By-Wyndham-Madisonville.h4376.Hotel-Information) ![Pennyrile Forest State Resort Park](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109433/268da460_y.jpg) ### Pennyrile Forest State Resort Park 10/10 Excellent "Absolutely no complaints!" [](https://expedia.ca/Madisonville-Hotels-Pennyrile-Forest-State-Resort-Park.h1109433.Hotel-Information) ![Hampton Inn & Suites Madisonville](https://images.trvl-media.com/lodging/2000000/1800000/1793700/1793628/059f51fd_y.jpg) ### Hampton Inn & Suites Madisonville 10/10 Excellent "Staff was amazing…… informative, friendly and met my every need! Very clean in an older faculty. Pricing on rooms was excellent through your site also. Perfect experience!❤️" [](https://expedia.ca/Madisonville-Hotels-Hampton-Inn-Suites-Madisonville.h1793628.Hotel-Information) ![Comfort Inn & Suites Madisonville](https://images.trvl-media.com/lodging/3000000/2920000/2911300/2911258/33a8d8ee_y.jpg) ### Comfort Inn & Suites Madisonville 10/10 Excellent "Friendly staff, room was clean " [](https://expedia.ca/Madisonville-Hotels-Comfort-Inn-And-Suites.h2911258.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Charleston? ### What is there to see and do in Charleston? ### When is the best time to book a hotel with a pool in Charleston? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Farmstay in Clay ](https://www.expedia.ca/Clay-Agritourism.d6338711-aaAgritourism.Travel-Guide-Accommodation) - [Luxury Hotels in Clay ](https://www.expedia.ca/Clay-Hotels-Luxury-Hotel.0-0-d6338711-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Clay ](https://www.expedia.ca/Clay-Hotels-Spa-Hotel.0-0-d6338711-tSpaHotel.Travel-Guide-Filter-Hotels) - 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