Title: Book the Best Paintsville LUXURY Hotels - Upscale Hotels in Paintsville, KY | Expedia.ca [Hotels in Paintsville](https://expedia.ca/Paintsville-Hotels.d9058.Travel-Guide-Hotels)[Vacation Rentals in Paintsville](https://expedia.ca/Paintsville-Vacation-Rentals.d9058.Travel-Guide-VacationRentals)[Paintsville Car Rentals](https://expedia.ca/Car-Rentals-In-Paintsville.d9058.Car-Rental-Guide)[Paintsville Vacation Packages](https://expedia.ca/Paintsville.d9058.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/luxury.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Paintsville, 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 Paintsville Luxury Hotels Tonight [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=9058&startDate=2025-09-26&endDate=2025-09-27&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=9058&startDate=2025-09-27&endDate=2025-09-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=9058&startDate=2025-09-26&endDate=2025-09-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=9058&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Paintsville Luxury Hotels ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22600/22566/2c7725b1.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22600/22566/0205a0d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Paintsville Paintsville 7.6/10 Good (488) "Friendly and helpful staff" CA $94 CA $103 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Prestonsburg-Hotels-Days-Inn-By-Wyndham-Paintsville.h22566.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/51300/51222/7551bb10.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) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/60000/51300/51222/9e7f7d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Ramada Hotel & Conference Center by Wyndham Paintsville Paintsville 8.8/10 Excellent (529) "Good location, ease of check in, welcoming staff. Traveling by motorcycle, they made special accommodations for safe parking. " CA $154 CA $170 total includes taxes & fees Oct 5 - Oct 6 [](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=2025-10-11&endDate=2025-10-12®ionId=9058&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Paintsville 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 "Friendly and helpful staff" [](https://expedia.ca/Prestonsburg-Hotels-Days-Inn-By-Wyndham-Paintsville.h22566.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 "Minerva and her team in Events did an outstanding job for our father’s Celebration of Life. There was no detail too small. " [](https://expedia.ca/Prestonsburg-Hotels-Ramada-Hotel-Conference-Center-By-Wyndham-Paintsville.h51222.Hotel-Information) ![Super 8 by Wyndham Prestonsburg](//images.trvl-media.com/lodging/1000000/130000/123700/123700/c55ab847_y.jpg) ### Super 8 by Wyndham Prestonsburg 10/10 Excellent "Was not happy about the mold in the bathroom. After dark this place came alive. People all over hanging outside" [](https://expedia.ca/Prestonsburg-Hotels-Super-8-By-Wyndham-Prestonsburg.h123700.Hotel-Information) ## Frequently asked questions ### Are you searching for a great accommodation for your luxury getaway to Paintsville? > Use Expedia to arrange your flight to Pikeville, KY (PVL-Pike County - Hatcher Field) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can help you find the best luxury hotel experience that Paintsville has to offer. Paintsville has some interesting things to see and do including U. S. 23 Country Music Highway Museum and Swamp Branch Trailhead, so you might want to take in the local sights during your visit. ### When can I expect good weather in Paintsville? > Planning for the weather is a good way to make your trip to Paintsville relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Paintsville is 54 inches. ### What's there to see and do in Paintsville? > Enjoy all that Paintsville has to offer when you visit U. S. 23 Country Music Highway Museum, Swamp Branch Trailhead, and Mayo Mansion. 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