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) ![](https://images.trvl-media.com/place/6059430/7467a5d2-8ca8-490f-8336-0c69ce9df641.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2026-01-15&endDate=2026-01-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Prestonsburg hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/dcc5bf6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/61c30ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/c5e5e779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/a8eadeaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Prestonsburg West [](https://www.expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.Hotel-Information) Prestonsburg 8.6/10 Excellent (699 reviews) "Love the pool always warm staff is friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Misty CA $140 CA $159 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.Hotel-Information) ![Outdoor pool, open 9 AM to 9 PM, sun loungers](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/5aed0db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/a0848690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/bf93dac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/734943c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Landmark Hotel [](https://www.expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.Hotel-Information) Pikeville 8.4/10 Very good (1,000 reviews) "Wonderful place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacy CA $124 CA $141 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/ae7c2660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/0f77bc95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/bb9f68db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/e3c62ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Pikeville by IHG [](https://www.expedia.ca/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.Hotel-Information) Pikeville 8.4/10 Very good (590 reviews) "The staff is exceptionally friendly and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $156 CA $178 total includes taxes & fees Jan 17 - Jan 18 [](https://www.expedia.ca/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.Hotel-Information) ![Indoor pool, outdoor pool, open 9:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/51300/51222/34a800d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/51300/51222/6b602c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/60000/51300/51222/128742ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/51300/51222/827505b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada Hotel & Conference Center by Wyndham Paintsville [](https://www.expedia.ca/Prestonsburg-Hotels-Ramada-Hotel-Conference-Center-By-Wyndham-Paintsville.h51222.Hotel-Information) Paintsville 8.8/10 Excellent (552 reviews) "Beautiful hotel, wonderful breakfast and staff, couldnt be happier with our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra CA $150 CA $165 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Prestonsburg-Hotels-Ramada-Hotel-Conference-Center-By-Wyndham-Paintsville.h51222.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/22600/22566/fcee7437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22600/22566/1535826e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22600/22566/2c7725b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/30000/22600/22566/2c5a7599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Paintsville [](https://www.expedia.ca/Prestonsburg-Hotels-Days-Inn-By-Wyndham-Paintsville.h22566.Hotel-Information) Paintsville 7.6/10 Good (515 reviews) "Had the greatest and most compassionate staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaime CA $84 CA $92 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/Prestonsburg-Hotels-Days-Inn-By-Wyndham-Paintsville.h22566.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=2026-01-28&endDate=2026-01-29®ionId=6059430&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Prestonsburg Hotel Reviews ![The Landmark Hotel](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/734943c8_y.jpg) ### The Landmark Hotel 10/10 Excellent "The lady at check in was so kind and nice. " [](https://expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.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 "Very nice when I checked in and out" [](https://expedia.ca/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.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 "Excellent as usual! " [](https://expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.Hotel-Information) ![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) ![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) ![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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