Title: Book the Best Hotels with POOL in South Williamson in 2025 | Expedia.ca [Hotels in South Williamson](https://expedia.ca/South-Williamson-Hotels.d6140179.Travel-Guide-Hotels)[Vacation Rentals in South Williamson](https://expedia.ca/South-Williamson-Vacation-Rentals.d6140179.Travel-Guide-VacationRentals)[Flights to South Williamson](https://expedia.ca/Cheap-Flights-To-South-Williamson.d6140179.Travel-Guide-Flights)[South Williamson Car Rentals](https://expedia.ca/Car-Rentals-In-South-Williamson.d6140179.Car-Rental-Guide)[South Williamson Vacation Packages](https://expedia.ca/South-Williamson.d6140179.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 South Williamson, KY from CA $143 ![](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 South Williamson Hotels with a Pool Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6140179&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6140179&startDate=2025-10-15&endDate=2025-10-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6140179&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6140179&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South Williamson Hotels with a Pool ![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/12000000/11010000/11006900/11006837/54b602fd.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 (961) "Loved staying here." CA $125 CA $143 total includes taxes & fees Oct 19 - Oct 20 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/af75b3e0.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) ### Holiday Inn Express Hotel & Suites Pikeville by IHG Pikeville 8.4/10 Very good (574) "Staff were amazing, parking accommodations were great as we had a truck and trailer, and breakfast was delicious. " CA $139 CA $159 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/114000000/113560000/113551500/113551451/f94453b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113560000/113551500/113551451/df0c2450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/114000000/113560000/113551500/113551451/40e46d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/114000000/113560000/113551500/113551451/bbbe58ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games! Matewan 7.4/10 Good (3) "Great place. Location was awesome, big driveway for trucks and trailers. The host was awesome. Quick and responsive to messages. Hot tub was great after riding all day. Would definitely go back." CA $248 CA $537 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Benchmark-Hideout-LLC.h113551451.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=2025-10-28&endDate=2025-10-29®ionId=6140179&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top South Williamson Hotel Reviews ![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) ![Hampton Inn Pikeville](//images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/75141e91_y.jpg) ### Hampton Inn Pikeville 10/10 Excellent "Great staff!" [](https://expedia.ca/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.Hotel-Information) ![The Landmark Hotel](//images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/734943c8_y.jpg) ### The Landmark Hotel 10/10 Excellent "Nice, clean room. Staff very friendly" [](https://expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.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) ![Holiday Inn Express Hotel & Suites by IHG](//images.trvl-media.com/lodging/2000000/1230000/1222200/1222186/4143c8ac_y.jpg) ### Holiday Inn Express Hotel & Suites by IHG 10/10 Excellent "Loved the stay" [](https://expedia.ca/Logan-Hotels-Holiday-Inn-Express-Hotel-Suites.h1222186.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in South Williamson? > [South Williamson Suites 2 br 2 bath](https://www.expedia.ca/South-Williamson-Hotels-HMT-Trail-10-1-Mile-Away.h115591444.Hotel-Information): Offers free self parking, an outdoor pool, and complimentary wireless internet access. [The Landmark Hotel](https://www.expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.Hotel-Information): Offers buffet, an indoor pool, and free self parking. [Hampton Inn Pikeville](https://www.expedia.ca/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.Hotel-Information): Features complimentary wireless internet access, a pool, and kitchens. [Comfort Inn Pikeville](https://www.expedia.ca/Pikeville-Hotels-Comfort-Inn-Pikeville.h118737243.Hotel-Information): Offers complimentary wireless internet access, a pool, and kitchens. [Daniel Boone Motor Inn](https://www.expedia.ca/Prestonsburg-Hotels-Daniel-Boone-Motor-Inn.h13279412.Hotel-Information): Features sun loungers, a pool, and kitchens. ### What is there to see and do in South Williamson? > The picturesque setting of Hatfield McCoy Trail - Buffalo Mountain Trail System and Rogers Park showcase the area's natural beauty. During your stay, check out sights such as The Coal House, Williamson Memorial Fieldhouse, and Matewan Historic District. ### When is the best time to book a hotel with a pool in South Williamson? > You may want to consider an accommodation that has an outdoor pool if you plan to visit South Williamson in the hottest months of July, August, or June when the average temperature is 71°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temp is 39°F. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Canada](https://www.expedia.ca/5Star-Canada-Hotels.s50-0-d3000438405.Travel-Guide-Filter-Hotels) - [Aflex Hotels](https://www.expedia.ca/Aflex-Hotels.d553248635975874521.Travel-Guide-Hotels) - [Apartments in Belfry](https://www.expedia.ca/Belfry-Apartments.d3000438350-aaApartments.Travel-Guide-Accommodation) - [Cheap Hotels in Belfry](https://www.expedia.ca/Belfry-Hotels-Cheap-Hotels.0-0-d3000438350-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Belfry](https://www.expedia.ca/Belfry-Hotels-Luxury-Hotel.0-0-d3000438350-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Belfry Hotels](https://www.expedia.ca/Belfry-Hotels.d3000438350.Travel-Guide-Hotels) - [Inns in Belfry](https://www.expedia.ca/Belfry-Inns.d3000438350-aaInns.Travel-Guide-Accommodation) - 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