Title: Book the Best Hotels with POOL in Prestonsburg in 2026 | Expedia.ca [Hotels in Prestonsburg](https://expedia.ca/Prestonsburg-Hotels.d6059430.Travel-Guide-Hotels)[Vacation Rentals in Prestonsburg](https://expedia.ca/Prestonsburg-Vacation-Rentals.d6059430.Travel-Guide-VacationRentals)[Prestonsburg Car Rentals](https://expedia.ca/Car-Rentals-In-Prestonsburg.d6059430.Car-Rental-Guide)[Prestonsburg Vacation Packages](https://expedia.ca/Prestonsburg.d6059430.Destination-Travel-Guides) ![Dewey Lake at Jenny Wiley State Resort Park](https://images.trvl-media.com/place/6059430/7467a5d2-8ca8-490f-8336-0c69ce9df641.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Prestonsburg, KY from CA $103 - ![](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 Prestonsburg Hotels with a Pool Tonight [Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-12-26&endDate=2025-12-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-12-27&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Prestonsburg Hotel Reviews ![Hampton Inn Pikeville](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/75141e91_y.jpg) ### Hampton Inn Pikeville 10/10 Excellent "Very nice place. I have stayed here many times. " [](https://expedia.ca/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.Hotel-Information) ![Comfort Suites Prestonsburg West](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/50191acc_y.jpg) ### Comfort Suites Prestonsburg West 10/10 Excellent "Room was clean, bed comfortable. Front desk staff was ver friendly " [](https://expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.Hotel-Information) ![Ramada Hotel & Conference Center by Wyndham Paintsville](https://images.trvl-media.com/lodging/1000000/60000/51300/51222/7551bb10_y.jpg) ### Ramada Hotel & Conference Center by Wyndham Paintsville 10/10 Excellent "I was very impressed with the Hotel and the staff. The room I stayed in was exceptionally clean, no complaints at all with the room or Hotel. The owner should be very proud of his staff. Have recommended your Hotel to many people and would definitely stay with you again." [](https://expedia.ca/Prestonsburg-Hotels-Ramada-Hotel-Conference-Center-By-Wyndham-Paintsville.h51222.Hotel-Information) ![Holiday Inn Express Hotel & Suites Pikeville by IHG](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/e3c62ae5_y.jpg) ### Holiday Inn Express Hotel & Suites Pikeville by IHG 10/10 Excellent "The woman at the desk made me feel welcome on a very cold night. Offered me a hot chocolate and got me checked in right away. One of my top five best welcomes to a hotel ever...and I'm 69 years old!" [](https://expedia.ca/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.Hotel-Information) ![The Landmark Hotel](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/734943c8_y.jpg) ### The Landmark Hotel 10/10 Excellent "Wonderful place to stay." [](https://expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.Hotel-Information) ![Days Inn by Wyndham Paintsville](https://images.trvl-media.com/lodging/1000000/30000/22600/22566/9ffdeb38_y.jpg) ### Days Inn by Wyndham Paintsville 10/10 Excellent "Had the greatest and most compassionate staff. " [](https://expedia.ca/Prestonsburg-Hotels-Days-Inn-By-Wyndham-Paintsville.h22566.Hotel-Information) ![Daniel Boone Motor Inn](https://images.trvl-media.com/lodging/14000000/13280000/13279500/13279412/bbf28123_y.jpg) ### Daniel Boone Motor Inn 10/10 Excellent "I didn’t actually get to stay but wouldn’t let me cancel" [](https://expedia.ca/Prestonsburg-Hotels-Daniel-Boone-Motor-Inn.h13279412.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Prestonsburg? ### What is there to see and do in Prestonsburg? ### When is the best time to book a hotel with a pool in Prestonsburg? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [1 Star Hotels in Ivel ](https://www.expedia.ca/1Star-Ivel-Hotels.s10-0-d3000438715.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Van Lear ](https://www.expedia.ca/2Star-Van-Lear-Hotels.s20-0-d3000347494.Travel-Guide-Filter-Hotels) - [Apartments in Allen ](https://www.expedia.ca/Allen-Apartments.d553248634999234667-aaApartments.Travel-Guide-Accommodation) - 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