Title: Book the Best HISTORIC Hotels in Prestonsburg in 2026 | 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) ![](https://images.trvl-media.com/place/6059430/7467a5d2-8ca8-490f-8336-0c69ce9df641.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Historic Hotels Tonight [Mar 17 - Mar 18](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2026-03-17&endDate=2026-03-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 18 - Mar 19](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2026-03-18&endDate=2026-03-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Prestonsburg ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/426000/425922/8a794e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/426000/425922/5619362a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/430000/426000/425922/e2cceff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/430000/426000/425922/dbdd83ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Prestonsburg next to Mountain Arts Center [](https://www.expedia.ca/Prestonsburg-Hotels-Quality-Inn-Suites.h425922.Hotel-Information) Prestonsburg 8.0/10 Very good (367 reviews) "Staff was courteous and helpful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $143 CA $162 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Prestonsburg-Hotels-Quality-Inn-Suites.h425922.Hotel-Information) ![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/c5e5e779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/a8eadeaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/dcc5bf6f.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) ### Comfort Suites Prestonsburg West [](https://www.expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.Hotel-Information) Prestonsburg 8.6/10 Excellent (710 reviews) "Pool was put out of service a day prior to scheduled stay. The pool was one of the main reasons we picked this motel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $162 CA $183 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/5e151db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/8a1f321b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/b8ce431c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/d9c0a1ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home in Heart of Prestonsburg [](https://www.expedia.ca/Prestonsburg-Hotels-Cozy-Home-In-Heart-Of-Prestonsburg.h95515447.Hotel-Information) Prestonsburg 9.8/10 Exceptional (10 reviews) "Clean but noisy location late into night" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juanita S. CA $133 CA $244 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Prestonsburg-Hotels-Cozy-Home-In-Heart-Of-Prestonsburg.h95515447.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/123700/123700/c55ab847.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/1000000/130000/123700/123700/374f0d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Prestonsburg [](https://www.expedia.ca/Prestonsburg-Hotels-Super-8-By-Wyndham-Prestonsburg.h123700.Hotel-Information) Prestonsburg 6.4/10 (532 reviews) "Clean room, friendly staff, and a quick, easy check-in. Exactly what you want from a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $104 CA $114 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Prestonsburg-Hotels-Super-8-By-Wyndham-Prestonsburg.h123700.Hotel-Information) ![Free daily breakfast](https://images.trvl-media.com/lodging/119000000/118740000/118737300/118737243/ba147f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/119000000/118740000/118737300/118737243/38c72439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118740000/118737300/118737243/35834479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/119000000/118740000/118737300/118737243/6aef41d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Pikeville [](https://www.expedia.ca/Pikeville-Hotels-Comfort-Inn-Pikeville.h118737243.Hotel-Information) Pikeville 9.0/10 Wonderful (31 reviews) "Great place to stay! Will definitely stay again if I’m in the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristy CA $185 CA $212 total includes taxes & fees Apr 3 - Apr 4 [](https://www.expedia.ca/Pikeville-Hotels-Comfort-Inn-Pikeville.h118737243.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/734943c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/51845a8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/bf93dac6.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) ### The Landmark Hotel [](https://www.expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.Hotel-Information) Pikeville 8.4/10 Very good (1,002 reviews) "this place was wonderful. Had an uncle that was at the hospital and this hotel was so accommodating." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronald CA $122 CA $139 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/d986f1d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 2 Queen Beds, Accessible, Non Smoking (Mobility & Hearing, Roll-in Shower)](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/02ecc550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gift shop](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/1ef88706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/b4fe68ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Pikeville [](https://www.expedia.ca/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.Hotel-Information) Pikeville 9.2/10 Wonderful (556 reviews) "The room was great. The staff was wonderful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $200 CA $229 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.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/1000000/60000/51300/51222/6b602c40.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) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/60000/51300/51222/128742ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada Hotel & Conference Center by Wyndham Paintsville [](https://www.expedia.ca/Prestonsburg-Hotels-Ramada-Hotel-Conference-Center-By-Wyndham-Paintsville.h51222.Hotel-Information) Paintsville 8.8/10 Excellent (561 reviews) "Love this place, it’s like a fairytale " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $151 CA $167 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Prestonsburg-Hotels-Ramada-Hotel-Conference-Center-By-Wyndham-Paintsville.h51222.Hotel-Information) ![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) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/e10e983e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/e42953e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/0f77bc95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Pikeville by IHG [](https://www.expedia.ca/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.Hotel-Information) Pikeville 8.4/10 Very good (597 reviews) "The staff is exceptionally friendly and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $174 CA $199 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.Hotel-Information) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/14000000/13280000/13279500/13279412/f4cf2616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/14000000/13280000/13279500/13279412/bbf28123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/14000000/13280000/13279500/13279412/2975c150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279500/13279412/deb9dad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Daniel Boone Motor Inn [](https://www.expedia.ca/Prestonsburg-Hotels-Daniel-Boone-Motor-Inn.h13279412.Hotel-Information) Pikeville 7.4/10 Good (394 reviews) "It's exactly what u pay for very quiet as well " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Austin CA $86 CA $96 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Prestonsburg-Hotels-Daniel-Boone-Motor-Inn.h13279412.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=2026-03-31&endDate=2026-04-01®ionId=6059430&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Prestonsburg Hotel Reviews ![Ramada Hotel & Conference Center by Wyndham Paintsville](https://images.trvl-media.com/lodging/1000000/60000/51300/51222/34a800d8_y.jpg) ### Ramada Hotel & Conference Center by Wyndham Paintsville 10/10 Excellent "Love this place, it’s like a fairytale " [](https://expedia.ca/Prestonsburg-Hotels-Ramada-Hotel-Conference-Center-By-Wyndham-Paintsville.h51222.Hotel-Information) ![Days Inn by Wyndham Paintsville](https://images.trvl-media.com/lodging/1000000/30000/22600/22566/2c5a7599_y.jpg) ### Days Inn by Wyndham Paintsville 2/10 Terrible "Lady at check in was very friendly, asked if I smoked and said yes but don’t want a smoking room. Walked in and was nasally accosted by the stench of disappointment, Virginia Slims, and old feet. Realizing it was a smoking room, I immediately considered having a slumber party in my car rather than having to sleep in there. The personal decorative touch of cigarette burns decorating the blankets weren’t exactly my vibe so I attempted to find sleep on the top sheet with a jacket, dressed the pillows in my finest clean t-shirts, and wore a designated pair of floor socks to use the bathroom once. Luckily for my peace of mind, I travel with an extendable police baton which became the overnight watchman mascot that took the night shift in case the less than stellar door lock failed. Woke up early on purpose, considered for zero seconds taking a shower or checking out what surprises I can imagine awaited me at breakfast, and hit the road as soon as I could. I had driven 9 hrs through the mountains & it was non-refundable, so I pretended I was blind at the Bellagio & got a few hours of sleep before 8 more hours of mountain driving. Comes highly not recommended, like, ever. " [](https://expedia.ca/Prestonsburg-Hotels-Days-Inn-By-Wyndham-Paintsville.h22566.Hotel-Information) ![Hampton Inn Pikeville](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/d986f1d2_y.jpg) ### Hampton Inn Pikeville 8/10 Good "Check-in was quick and efficient. Room was nice and clean. Construction across the street was very noisy and made if near impossible to sleep in and bed was not comfortable at all." [](https://expedia.ca/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.Hotel-Information) ![Comfort Suites Prestonsburg West](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/c5e5e779_y.jpg) ### Comfort Suites Prestonsburg West 10/10 Excellent "Clean room, impressive breakfast spread." [](https://expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.Hotel-Information) ![Super 8 by Wyndham Prestonsburg](https://images.trvl-media.com/lodging/1000000/130000/123700/123700/950dfab6_y.jpg) ### Super 8 by Wyndham Prestonsburg 4/10 Poor "The hotel is under renovation which isn’t mentioned on the website while booking, very disappointing to say the least. The hallway floors are covered by paper and taped down barking dogs along with terrible cooked food smells. The staff was great no complaints there just make sure that you call ahead of time and inquire about the present condition before booking." [](https://expedia.ca/Prestonsburg-Hotels-Super-8-By-Wyndham-Prestonsburg.h123700.Hotel-Information) ## Frequently asked questions ### What can I expect on my historical trip to Prestonsburg? ### How many historical hotels will I find in Prestonsburg? ### What are the most important historical places and other sights to visit in Prestonsburg? ### What is a historic hotel like in Prestonsburg? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Prestonsburg have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [1 Star Hotels in Ivel ](https://www.expedia.ca/1Star-Ivel-Hotels.s10-0-d3000438715.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Van Lear ](https://www.expedia.ca/2Star-Van-Lear-Hotels.s20-0-d3000347494.Travel-Guide-Filter-Hotels) - [Apartments in Allen ](https://www.expedia.ca/Allen-Apartments.d553248634999234667-aaApartments.Travel-Guide-Accommodation) - 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