Title: Book the Best Hotels with POOL in Charleston in 2025 | 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Charleston, KY from CA $112 ![](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 [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=553248635975848719&startDate=2025-10-24&endDate=2025-10-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975848719&startDate=2025-10-25&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975848719&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635975848719&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Charleston Hotels with a Pool ![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) ![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) ![Room, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/60000/56000/55985/a92cd1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/56000/55985/25a76ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Madisonville Madisonville 8.0/10 Very good (308) "An overall lovely stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory CA $138 CA $154 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Madisonville-Hotels-Baymont-By-Wyndham-Madisonville.h55985.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) ![Dining](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109433/2f3bf257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109433/9d24546b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109433/7f4334dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pennyrile Forest State Resort Park Dawson Springs 9.0/10 Wonderful (238) "Pet friendly, not crowded, the property was beautiful!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeri CA $132 CA $144 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Madisonville-Hotels-Pennyrile-Forest-State-Resort-Park.h1109433.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4400/4376/3ed0176d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/4400/4376/d526e9c7.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 Madisonville 7.0/10 Good (849) "Clean room and good value " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) TIMOTHY CA $101 CA $112 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Madisonville-Hotels-Days-Inn-By-Wyndham-Madisonville.h4376.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/38000000/37830000/37826400/37826376/4f14059d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37830000/37826400/37826376/9866b585.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 Madisonville 9.4/10 Exceptional (193) "My husband and I traveled for a family gathering. The room was clean, the breakfast was good, and we enjoyed our stay. This is will be our 2nd time staying at the Madisonville Holiday Inn." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia CA $175 CA $194 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Madisonville-Hotels-Holiday-Inn-Express-Suites-Madisonville.h37826376.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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2920000/2911300/2911258/58fc8b90.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) ### Comfort Inn & Suites Madisonville Madisonville 8.2/10 Very good (437) "Clean! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $134 CA $149 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Madisonville-Hotels-Comfort-Inn-And-Suites.h2911258.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1800000/1793700/1793628/155baa8a.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1800000/1793700/1793628/f33c278a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1800000/1793700/1793628/926209b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Madisonville Madisonville 8.8/10 Excellent (377) "Excellent dining staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chuck CA $154 CA $171 total includes taxes & fees Nov 9 - Nov 10 [](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=2025-11-08&endDate=2025-11-09®ionId=553248635975848719&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Charleston Hotel Reviews ![Comfort Inn And Suites](//images.trvl-media.com/lodging/3000000/2920000/2911300/2911258/33a8d8ee_y.jpg) ### Comfort Inn And Suites 10/10 Excellent "Clean! " [](https://expedia.ca/Madisonville-Hotels-Comfort-Inn-And-Suites.h2911258.Hotel-Information) ![Days Inn by Wyndham Madisonville](//images.trvl-media.com/lodging/1000000/10000/4400/4376/92a931d8_y.jpg) ### Days Inn by Wyndham Madisonville 10/10 Excellent "Excellent!" [](https://expedia.ca/Madisonville-Hotels-Days-Inn-By-Wyndham-Madisonville.h4376.Hotel-Information) ![Baymont by Wyndham Madisonville](//images.trvl-media.com/lodging/1000000/60000/56000/55985/7146a17e_y.jpg) ### Baymont by Wyndham Madisonville 10/10 Excellent "Everything was excellent " [](https://expedia.ca/Madisonville-Hotels-Baymont-By-Wyndham-Madisonville.h55985.Hotel-Information) ![Pennyrile Forest State Resort Park](//images.trvl-media.com/lodging/2000000/1110000/1109500/1109433/268da460_y.jpg) ### Pennyrile Forest State Resort Park 10/10 Excellent "The rooms were clean. Beautiful view of the lake from the balcony and very private" [](https://expedia.ca/Madisonville-Hotels-Pennyrile-Forest-State-Resort-Park.h1109433.Hotel-Information) ![Hampton Inn & Suites Madisonville](//images.trvl-media.com/lodging/2000000/1800000/1793700/1793628/059f51fd_y.jpg) ### Hampton Inn & Suites Madisonville 10/10 Excellent "Always nice" [](https://expedia.ca/Madisonville-Hotels-Hampton-Inn-Suites-Madisonville.h1793628.Hotel-Information) ![Happy Stay Inn Madisonville I-69 By OYO](//images.trvl-media.com/lodging/11000000/10040000/10031500/10031491/a3e9f24d_y.jpg) ### Happy Stay Inn Madisonville I-69 By OYO 10/10 Excellent "Quiret anf safe" [](https://expedia.ca/Madisonville-Hotels-Motel-6-Madisonville.h10031491.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Charleston? > [Days Inn by Wyndham Madisonville](https://www.expedia.ca/Madisonville-Hotels-Days-Inn-By-Wyndham-Madisonville.h4376.Hotel-Information): Features daily, a pool, and free self parking. [Baymont by Wyndham Madisonville](https://www.expedia.ca/Madisonville-Hotels-Baymont-By-Wyndham-Madisonville.h55985.Hotel-Information): Offers daily, a seasonal outdoor pool, and free self parking. [Pennyrile Forest State Resort Park](https://www.expedia.ca/Madisonville-Hotels-Pennyrile-Forest-State-Resort-Park.h1109433.Hotel-Information): Provides a children's pool, a seasonal outdoor pool, and daily. [Comfort Inn And Suites](https://www.expedia.ca/Madisonville-Hotels-Comfort-Inn-And-Suites.h2911258.Hotel-Information): Features a sauna, an indoor pool, and daily. [Holiday Inn Express & Suites Madisonville by IHG](https://www.expedia.ca/Madisonville-Hotels-Holiday-Inn-Express-Suites-Madisonville.h37826376.Hotel-Information): Offers daily, an indoor pool, and free self parking. ### 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, Gleam Mahr Center for Arts, and Madisonville Country Club. ### 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. ## 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) - [Clay Hotels](https://www.expedia.ca/Clay-Hotels.d6338711.Travel-Guide-Hotels) - [Lodges in Clay](https://www.expedia.ca/Clay-Lodges.d6338711-aaLodges.Travel-Guide-Accommodation) - [B&B in Crofton](https://www.expedia.ca/Crofton-Bed-And-Breakfast.d553248634998848659-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Crofton](https://www.expedia.ca/Crofton-Hotels-Cheap-Hotels.0-0-d553248634998848659-tCheapHotels.Travel-Guide-Filter-Hotels) - 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