Title: Book the Best Prestonsburg LUXURY Hotels - Upscale Hotels in Prestonsburg, KY | 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 luxury hotels in Prestonsburg, KY - ![](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 Luxury Hotels Tonight [Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-12-02&endDate=2025-12-03&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-12-03&endDate=2025-12-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-12-05&endDate=2025-12-07&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Prestonsburg 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) ![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) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/22600/22566/fcee7437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Paintsville Paintsville 7.6/10 Good (512) "Room clean Front desk friendly Reasonable rate" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $95 CA $105 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Prestonsburg-Hotels-Days-Inn-By-Wyndham-Paintsville.h22566.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/123700/123700/c55ab847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/130000/123700/123700/e7f94f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/130000/123700/123700/4920f52e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/123700/123700/9a20805a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Prestonsburg Prestonsburg 6.4/10 (514) "Staff Was great. Especially the Head Lady . Place is going through renovations and yet they still kept all good, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $87 CA $96 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Prestonsburg-Hotels-Super-8-By-Wyndham-Prestonsburg.h123700.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) ![Studio Suite, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/60000/51300/51222/5fc2a4e2.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) ![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 Paintsville 8.8/10 Excellent (541) "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 $151 CA $167 total includes taxes & fees Jan 1 - Jan 2, 2026 [](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=2025-12-16&endDate=2025-12-17®ionId=6059430&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_6059430) ## Top Prestonsburg Hotel Reviews ![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 "Nice room" [](https://expedia.ca/Prestonsburg-Hotels-Days-Inn-By-Wyndham-Paintsville.h22566.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 "Beautiful hotel, wonderful breakfast and staff, couldnt be happier with our stay" [](https://expedia.ca/Prestonsburg-Hotels-Ramada-Hotel-Conference-Center-By-Wyndham-Paintsville.h51222.Hotel-Information) ![Super 8 by Wyndham Prestonsburg](https://images.trvl-media.com/lodging/1000000/130000/123700/123700/c55ab847_y.jpg) ### Super 8 by Wyndham Prestonsburg 10/10 Excellent "The staff was very nice and accommodating. The room was clean and nice. They are renovating and yet it was still clean and organized. " [](https://expedia.ca/Prestonsburg-Hotels-Super-8-By-Wyndham-Prestonsburg.h123700.Hotel-Information) ## Frequently asked questions ### Are you looking for a luxury hotel for your stay in Prestonsburg? > Expedia can help you arrange a flight to Pikeville, KY (PVL-Pike County - Hatcher Field) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are important when you plan a vacation, so we make it easy to get what you'd like to make your stay special. If you want an upscale hotel that has fine dining, a spa, or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Prestonsburg has to offer. Prestonsburg has some interesting things to see and do including Mountain Arts Center and East Kentucky Science Center & Varia Planetarium, so you might want to take in the local sights during your visit. ### When can I expect good weather in Prestonsburg? > Planning for the weather is a good way to make your trip to Prestonsburg 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 Prestonsburg is 54 inches. ### What's there to see and do in Prestonsburg? > Enjoy all that Prestonsburg has to offer when you visit Mountain Arts Center, East Kentucky Science Center & Varia Planetarium, and StoneCrest Golf Course. 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