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) # Find Historic Hotels in Prestonsburg, KY from CA $96 - ![](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 [Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-12-03&endDate=2025-12-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Prestonsburg Historic Hotels No exact matches found, but these alternatives could be just right ## Recommended hotels in Prestonsburg ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/75141e91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/a50d181b.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/2000000/1780000/1772100/1772037/4188d7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/3a79a441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Pikeville Pikeville 9.2/10 Wonderful (539) "Parking was free, easy, and accessible. Breakfast was great and the staff were friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Blaire CA $217 CA $249 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.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) ![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) ![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) ![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 Pikeville 8.4/10 Very good (999) "Staff was extremely helpful upon check-in and the room was clean and very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn CA $124 CA $142 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.Hotel-Information) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/426000/425922/428ded37.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 Prestonsburg 8.0/10 Very good (356) "Nice clean place. Great rooms and price. Very friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $132 CA $149 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Prestonsburg-Hotels-Quality-Inn-Suites.h425922.Hotel-Information) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/50191acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/e9ddd2eb.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/baac1741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Prestonsburg West Prestonsburg 8.6/10 Excellent (686) "Very pleasant stay. Nice heated pool." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helen CA $142 CA $161 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.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) ![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) ![Room amenity](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/37f89393.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 (579) "Staff were amazing, parking accommodations were great as we had a truck and trailer, and breakfast was delicious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taylor CA $155 CA $178 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.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) ![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) ![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 6.4/10 (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) ![Aerial view](https://images.trvl-media.com/lodging/12000000/11630000/11629500/11629485/21a85563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/12000000/11630000/11629500/11629485/793f4289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11630000/11629500/11629485/998968a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/12000000/11630000/11629500/11629485/47197663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brookshire Inn Inez 8.0/10 Very good (110) "Everything was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $126 CA $135 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Prestonsburg-Hotels-Brookshire-Inn.h11629485.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) ![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) ### 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 $166 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) ![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) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/14000000/13280000/13279500/13279412/fece4721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/14000000/13280000/13279500/13279412/bb90d46c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Daniel Boone Motor Inn Pikeville 7.4/10 Good (379) "Friendly and professional check-in person. Room ok for the night and the price. Wonderful restaurant right next door. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gwen CA $88 CA $98 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Prestonsburg-Hotels-Daniel-Boone-Motor-Inn.h13279412.Hotel-Information) ![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/1000000/30000/22600/22566/1535826e.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22600/22566/2c7725b1.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 Dec 30 - Dec 31 [](https://www.expedia.ca/Prestonsburg-Hotels-Days-Inn-By-Wyndham-Paintsville.h22566.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=2025-12-17&endDate=2025-12-18®ionId=6059430&adults=2&specialized_stays_group_explore=historic_property&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) ![Comfort Suites Prestonsburg West](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/50191acc_y.jpg) ### Comfort Suites Prestonsburg West 10/10 Excellent "The staff was the absolute best!! Extremely helpful and so nice." [](https://expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.Hotel-Information) ![Quality Inn & Suites Prestonsburg next to Mountain Arts Center](https://images.trvl-media.com/lodging/1000000/430000/426000/425922/5619362a_y.jpg) ### Quality Inn & Suites Prestonsburg next to Mountain Arts Center 10/10 Excellent "Clean room, attentive staff" [](https://expedia.ca/Prestonsburg-Hotels-Quality-Inn-Suites.h425922.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) ![Hampton Inn Pikeville](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/75141e91_y.jpg) ### Hampton Inn Pikeville 10/10 Excellent "Great room. Very clean. Great options on breakfast " [](https://expedia.ca/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.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 ### What can I expect on my historical trip to Prestonsburg? > A trip to the historical places in Prestonsburg is likely at the top of your sightseeing list. While you're visiting this family-friendly area, why not also discover all you'll find to see and do here? ### How many historical hotels will I find in Prestonsburg? > Prestonsburg is home to 10 hotel accommodations bookable on Expedia though you won't find many designated historic hotels. ### What are the most important historical places and other sights to visit in Prestonsburg? > Landmarks like Samuel May House and Middle Creek National Battlefield in Prestonsburg might be worth a visit. Cultural venues include Mountain Arts Center and East Kentucky Science Center & Varia Planetarium. A couple of additional sights to add to your agenda are StoneCrest Golf Course and Jenny Wiley State Resort Park. ### What is a historic hotel like in Prestonsburg? > Guests who choose a historic hotel can enjoy a vacation in a building that has an officially recognized historic designation. A castle, a palace or even a pub or an old police station can be transformed into a historic hotel as long as it has special significance. Traditional architecture and period features are often found in the public spaces and guestrooms of these historic hotels in Prestonsburg, giving a sense of history. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is a term often used in the U.S. though overall the terms are quite similar. The architecture and building of historic hotels are generally the most significant aspect. For a heritage hotel, mainly, it's cultural value as well as how it shaped the community. ### Do historic hotels in Prestonsburg have modern facilities? > Hotels have the safety features and modern conveniences you've come to expect, but every effort is made to preserve treasured traditions and historic facades. WiFi, heating and air conditioning, updated bathroom facilities, and the popular amenities found in a hotel will be available in a historic hotel. Rest assured that when you choose a historic hotel in Prestonsburg, you won't find a place that's uncomfortable or rundown. ## 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) - [B&B in Allen](https://www.expedia.ca/Allen-Bed-And-Breakfast.d553248634999234667-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Allen](https://www.expedia.ca/Allen-Cabins.d553248634999234667-aaCabins.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) - 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