Title: Book the Best HISTORIC Hotels in Prestonsburg in 2025 | 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/historic.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Prestonsburg, KY from CA $104 ![](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 [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6059430&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Prestonsburg Historic Hotels We don't have any properties that match your exact search [See all properties in Prestonsburg](https://expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28®ionId=6059430&adults=2) ## Recommended hotels in Prestonsburg ![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) ![Front of property](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/3d8c74c9.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) ![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 Prestonsburg 8.6/10 Excellent (670) "Very clean rooms and the pool was super clean" CA $142 CA $162 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/426000/425922/428ded37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, pillowtop beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/430000/426000/425922/dbdd83ce.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) ### Quality Inn & Suites Prestonsburg next to Mountain Arts Center Prestonsburg 8.0/10 Very good (344) "Nice clean place. Great rooms and price. Very friendly staff. " CA $133 CA $151 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Prestonsburg-Hotels-Quality-Inn-Suites.h425922.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/8a1f321b.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/96000000/95520000/95515500/95515447/8b60e66f.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/f58bcca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95520000/95515500/95515447/d7e7cac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home in Heart of Prestonsburg Prestonsburg 10/10 Exceptional (8) "We loved our stay at The Shotgun House! It was very clean, peaceful and safe. The bed was super comfortable, and we lacked for nothing as the host has the place fully stocked. Super easy check-in and out process. The location is perfect! You’re in town and within minutes of food, shopping and local entertainment. We will definitely stay again soon. " CA $132 CA $245 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Prestonsburg-Hotels-Cozy-Home-In-Heart-Of-Prestonsburg.h95515447.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) ![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/1000000/130000/123700/123700/4920f52e.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) ### Super 8 by Wyndham Prestonsburg Prestonsburg 6.4/10 (506) "Staff Was great. Especially the Head Lady . Place is going through renovations and yet they still kept all good, " CA $94 CA $104 total includes taxes & fees Nov 9 - Nov 10 [](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) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/119000000/118740000/118737300/118737243/af8d3d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/119000000/118740000/118737300/118737243/a4283c98.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) ### Comfort Inn Pikeville Pikeville 9.8/10 Exceptional (11) "Great place to stay! Will definitely stay again if I’m in the area!" CA $202 CA $232 total includes taxes & fees Nov 11 - Nov 12 [](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) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/54b602fd.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) ### The Landmark Hotel Pikeville 8.4/10 Very good (960) "Loved staying here." CA $125 CA $143 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.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) ![Room amenity](https://images.trvl-media.com/lodging/12000000/11630000/11629500/11629485/47197663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental 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) ### Brookshire Inn Inez 8.2/10 Very good (104) "It's a little hotel but it was very clean and accommodating. The beds were very comfortable. Coffee in the room, hair dryer, TV, refrigerator, microwave. wifi. chair and desk. It was a very nice stay. Staff was very friendly. The breakfast was very limited. " CA $126 CA $135 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Prestonsburg-Hotels-Brookshire-Inn.h11629485.Hotel-Information) ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/b4fe68ae.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) ### Hampton Inn Pikeville Pikeville 9.2/10 Wonderful (525) "Great place" CA $205 CA $235 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/af75b3e0.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) ![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) ### Holiday Inn Express Hotel & Suites Pikeville by IHG Pikeville 8.4/10 Very good (574) "Staff were amazing, parking accommodations were great as we had a truck and trailer, and breakfast was delicious. " CA $139 CA $159 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.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) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/60000/51300/51222/9e7f7d2b.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 (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 $155 CA $171 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=2025-10-27&endDate=2025-10-28®ionId=6059430&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Prestonsburg Hotel Reviews ![Hampton Inn Pikeville](//images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/75141e91_y.jpg) ### Hampton Inn Pikeville 10/10 Excellent "Great staff!" [](https://expedia.ca/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.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 "Great room and clean" [](https://expedia.ca/Prestonsburg-Hotels-Days-Inn-By-Wyndham-Paintsville.h22566.Hotel-Information) ![Comfort Suites Prestonsburg West](//images.trvl-media.com/lodging/1000000/70000/64100/64089/50191acc_y.jpg) ### Comfort Suites Prestonsburg West 10/10 Excellent "The pool was very clean and warm " [](https://expedia.ca/Prestonsburg-Hotels-Comfort-Suites-Prestonsburg-West.h64089.Hotel-Information) ![Quality Inn & Suites Prestonsburg next to Mountain Arts Center](//images.trvl-media.com/lodging/1000000/430000/426000/425922/5619362a_y.jpg) ### Quality Inn & Suites Prestonsburg next to Mountain Arts Center 10/10 Excellent "Very friendly and helpful staff and also very clean. Loved the free breakfast!" [](https://expedia.ca/Prestonsburg-Hotels-Quality-Inn-Suites.h425922.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 "Very nice stay. " [](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 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) ![Jenny Wiley State Resort Park](//images.trvl-media.com/lodging/2000000/1110000/1109500/1109432/5bf14002_y.jpg) ### Jenny Wiley State Resort Park 10/10 Excellent "The property was clean and staff friendly" [](https://expedia.ca/Prestonsburg-Hotels-Jenny-Wiley-State-Resort-Park.h1109432.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. 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