Title: Book the Best Hotels with POOL in Tollesboro in 2025 | Expedia.ca [Hotels in Tollesboro](https://expedia.ca/Tollesboro-Hotels.d3000347489.Travel-Guide-Hotels)[Vacation Rentals in Tollesboro](https://expedia.ca/Tollesboro-Vacation-Rentals.d3000347489.Travel-Guide-VacationRentals)[Tollesboro Car Rentals](https://expedia.ca/Car-Rentals-In-Tollesboro.d3000347489.Car-Rental-Guide)[Tollesboro Vacation Packages](https://expedia.ca/Tollesboro.d3000347489.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 Tollesboro, KY ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Tollesboro Hotels with a Pool Tonight [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2025-09-26&endDate=2025-09-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2025-09-27&endDate=2025-09-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2025-09-26&endDate=2025-09-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Tollesboro Hotels with a Pool ## Top Tollesboro Hotel Reviews ![French Quarter Inn](//images.trvl-media.com/lodging/16000000/15590000/15589500/15589406/w1000h451x0y0-8ba0d251_y.jpg) ### French Quarter Inn 10/10 Excellent "Staff just really nice " [](https://expedia.ca/Maysville-Hotels-French-Quarter-Inn.h15589406.Hotel-Information) ![Days Inn by Wyndham Maysville Kentucky](//images.trvl-media.com/lodging/1000000/30000/25500/25466/032fdf94_y.jpg) ### Days Inn by Wyndham Maysville Kentucky 10/10 Excellent "Quiet and clean. " [](https://expedia.ca/Maysville-Hotels-Days-Inn-By-Wyndham-Maysville-Kentucky.h25466.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/20000/17100/17042/5a32ce9b_y.jpg) ### Quality Inn 10/10 Excellent "Cleanliness, great staff friendly no great I mean great, dining nearby. Great shopping nearby. Great." [](https://expedia.ca/Maysville-Hotels-Quality-Inn-Maysville-Area.h17042.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Tollesboro? > [Beverly hills inn](https://www.expedia.ca/Aberdeen-Hotels-Beverly-Hills-Inn.h108721615.Hotel-Information): Features 2 restaurants, a seasonal outdoor pool, and free self parking. [Days Inn by Wyndham Maysville Kentucky](https://www.expedia.ca/Maysville-Hotels-Days-Inn-By-Wyndham-Maysville-Kentucky.h25466.Hotel-Information): Provides daily, a seasonal outdoor pool, and free self parking. [French Quarter Inn](https://www.expedia.ca/Maysville-Hotels-French-Quarter-Inn.h15589406.Hotel-Information): Provides free self parking, an indoor pool, and complimentary wireless internet access. ### What is there to see and do in Tollesboro? > Make a point to visit attractions like Flemingsburg Recreation Park and National Underground Railroad Museum. Discover sights such as Fleming County Recreation Park, Kenton Station Golf Course, and Fleming County Golf Association during your stay. ### When is the best time to book a hotel with a pool in Tollesboro? > You may want to think about a place to stay that has an outdoor pool if you're planning to visit Tollesboro in the warmest months of July, August, or June when the average temperature is 72°F. 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