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) ![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 Prestonsburg, 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 Prestonsburg Luxury Hotels Tonight [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-09-30&endDate=2025-10-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-10-01&endDate=2025-10-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## 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) ![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) ![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 (490) "Friendly and helpful staff" CA $95 CA $104 total includes taxes & fees Oct 5 - Oct 6 [](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) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/130000/123700/123700/950dfab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Prestonsburg Prestonsburg 6.6/10 (503) "Staff Was great. Especially the Head Lady . Place is going through renovations and yet they still kept all good, " CA $99 CA $110 total includes taxes & fees Oct 19 - Oct 20 [](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) ![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) ![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) ### Ramada Hotel & Conference Center by Wyndham Paintsville Paintsville 8.8/10 Excellent (532) "Absolutely beautiful hotel inside and out staff was amazing quick check in rooms was very clean and they have wonderful restaurant and lounge inside the hotel amazing indoor pool we absolutely love it " CA $154 CA $170 total includes taxes & fees Oct 26 - Oct 27 [](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=2025-10-14&endDate=2025-10-15®ionId=6059430&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Prestonsburg Hotel Reviews ![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 "Great stay! Nice pool area! " [](https://expedia.ca/Prestonsburg-Hotels-Ramada-Hotel-Conference-Center-By-Wyndham-Paintsville.h51222.Hotel-Information) ![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) ![Super 8 by Wyndham Prestonsburg](//images.trvl-media.com/lodging/1000000/130000/123700/123700/c55ab847_y.jpg) ### Super 8 by Wyndham Prestonsburg 8/10 Good "Staff Was great. Especially the Head Lady . Place is going through renovations and yet they still kept all good, " [](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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