Title: Book the Best Hotels with POOL in Prestonsburg in 2025 | 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) ![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 Prestonsburg, KY from CA $109 - ![](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 [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-11-03&endDate=2025-11-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-11-04&endDate=2025-11-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Prestonsburg Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/baac1741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/50191acc.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) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/e9ddd2eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Prestonsburg West Prestonsburg 8.6/10 Excellent (677) "The pool was very clean and warm " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $142 CA $162 total includes taxes & fees Nov 9 - Nov 10 [](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) ![Exterior](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/d3db6b77.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) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/427afd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Landmark Hotel Pikeville 8.4/10 Very good (980) "Clean, quiet room for a quick stopover. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $125 CA $143 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.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) ![Desk, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/30000/22600/22566/9ffdeb38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22600/22566/0205a0d8.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) ### Days Inn by Wyndham Paintsville Paintsville 7.6/10 Good (501) "Parking was safe , location was convenient " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joey CA $99 CA $109 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Prestonsburg-Hotels-Days-Inn-By-Wyndham-Paintsville.h22566.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) ![Reception](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/a7970200.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) ![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) ### Holiday Inn Express Hotel & Suites Pikeville by IHG Pikeville 8.4/10 Very good (576) "Staff were amazing, parking accommodations were great as we had a truck and trailer, and breakfast was delicious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taylor CA $165 CA $189 total includes taxes & fees Nov 16 - Nov 17 [](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/1000000/60000/51300/51222/827505b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/51300/51222/7551bb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/60000/51300/51222/9e7f7d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada Hotel & Conference Center by Wyndham Paintsville Paintsville 8.8/10 Excellent (534) "This one of the quieter places I have ever stayed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) helen lorraine CA $173 CA $190 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Prestonsburg-Hotels-Ramada-Hotel-Conference-Center-By-Wyndham-Paintsville.h51222.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=2025-11-17&endDate=2025-11-18®ionId=6059430&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Prestonsburg Hotel Reviews ![Days Inn by Wyndham Paintsville](//images.trvl-media.com/lodging/1000000/30000/22600/22566/9ffdeb38_y.jpg) ### Days Inn by Wyndham Paintsville 10/10 Excellent "Stayed for the race, we always stay here. And will return" [](https://expedia.ca/Prestonsburg-Hotels-Days-Inn-By-Wyndham-Paintsville.h22566.Hotel-Information) ![The Landmark Hotel](//images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/734943c8_y.jpg) ### The Landmark Hotel 10/10 Excellent "Room was very nice and clean. Check in was easy and the staff was friendly and helpful. Good place to stay when in Pikeville. " [](https://expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.Hotel-Information) ![Ramada Hotel & Conference Center by Wyndham Paintsville](//images.trvl-media.com/lodging/1000000/60000/51300/51222/7551bb10_y.jpg) ### Ramada Hotel & Conference Center by Wyndham Paintsville 10/10 Excellent "This one of the quieter places I have ever stayed. " [](https://expedia.ca/Prestonsburg-Hotels-Ramada-Hotel-Conference-Center-By-Wyndham-Paintsville.h51222.Hotel-Information) ![Hampton Inn Pikeville](//images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/75141e91_y.jpg) ### Hampton Inn Pikeville 10/10 Excellent "Great stay for us. In town for UPIKE vs Point University football game. The hotel is situated in the center of town and has a great walkable area around it. Clean, quiet and well kept. Indoor pool was open, heated and clean. Breakfast was good when compared to most hotel breakfast spreads. Would absolutely stay again if we need to visit Pikeville in the future." [](https://expedia.ca/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.Hotel-Information) ![Comfort Suites Prestonsburg West](//images.trvl-media.com/lodging/1000000/70000/64100/64089/50191acc_y.jpg) ### Comfort Suites Prestonsburg West 10/10 Excellent "Clean, nice beds, friendly staff, good value. " [](https://expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.Hotel-Information) ![Holiday Inn Express Hotel & Suites Pikeville by IHG](//images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/e3c62ae5_y.jpg) ### Holiday Inn Express Hotel & Suites Pikeville by IHG 10/10 Excellent "Staff were amazing, parking accommodations were great as we had a truck and trailer, and breakfast was delicious. " [](https://expedia.ca/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.Hotel-Information) ![Daniel Boone Motor Inn](//images.trvl-media.com/lodging/14000000/13280000/13279500/13279412/bbf28123_y.jpg) ### Daniel Boone Motor Inn 10/10 Excellent "Excellent " [](https://expedia.ca/Prestonsburg-Hotels-Daniel-Boone-Motor-Inn.h13279412.Hotel-Information) ![Jenny Wiley State Resort Park](//images.trvl-media.com/lodging/2000000/1110000/1109500/1109432/5bf14002_y.jpg) ### Jenny Wiley State Resort Park 10/10 Excellent "The property was clean and staff friendly" [](https://expedia.ca/Prestonsburg-Hotels-Jenny-Wiley-State-Resort-Park.h1109432.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Prestonsburg? > [Quality Inn & Suites Prestonsburg next to Mountain Arts Center](https://www.expedia.ca/Prestonsburg-Hotels-Quality-Inn-Suites.h425922.Hotel-Information): Offers full, an indoor pool, and free self parking. [Comfort Suites Prestonsburg West](https://www.expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.Hotel-Information): Features free self parking, a seasonal outdoor pool, and flat-screen televisions. [Super 8 by Wyndham Prestonsburg](https://www.expedia.ca/Prestonsburg-Hotels-Super-8-By-Wyndham-Prestonsburg.h123700.Hotel-Information): Features free self parking, an outdoor pool, and complimentary wireless internet access. [Luxury Estate nestled atop stunning mountaintop golf course!](https://www.expedia.ca/Prestonsburg-Hotels-Luxury-Estate-Nestled-Atop-Stunning-Mountaintop-Golf-Course.h107610329.Hotel-Information): Offers an indoor pool, an outdoor pool, and complimentary wired internet access. [Quality Inn & Suites Prestonsburg Next to Mountain Arts Center](https://www.expedia.ca/Prestonsburg-Hotels-Brookshire-Inn.h91626121.Hotel-Information): Provides complimentary wireless internet access, a pool, and kitchens. ### What is there to see and do in Prestonsburg? > Spend some time experiencing the great outdoors at Archer Park and Jenny Wiley State Resort Park. Discover sights such as Mountain Arts Center, East Kentucky Science Center & Varia Planetarium, and StoneCrest Golf Course during your stay. ### When is the best time to book a hotel with a pool in Prestonsburg? > You may want to think about a place to stay that has an outdoor pool if you're planning to visit Prestonsburg in the hottest months of July, August, or June when the average temp is 73°F. 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