Title: Book the Best HISTORIC Hotels in Paintsville in 2026 | Expedia.ca [Hotels in Paintsville](https://expedia.ca/Paintsville-Hotels.d9058.Travel-Guide-Hotels)[Vacation Rentals in Paintsville](https://expedia.ca/Paintsville-Vacation-Rentals.d9058.Travel-Guide-VacationRentals)[Paintsville Car Rentals](https://expedia.ca/Car-Rentals-In-Paintsville.d9058.Car-Rental-Guide)[Paintsville Vacation Packages](https://expedia.ca/Paintsville.d9058.Destination-Travel-Guides) ![Downtown Paintsville Kentucky](https://images.trvl-media.com/place/9058/c0d5c014-b785-4c0e-976d-a2a0e431660b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Paintsville, KY from CA $105 - ![](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 Paintsville Historic Hotels Tonight [Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=9058&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=9058&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=9058&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=9058&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Paintsville Historic Hotels No exact matches found, but these alternatives could be just right ## Recommended hotels in Paintsville ![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) ![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 (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) ![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) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/22600/22566/fcee7437.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) ![Free daily full breakfast](https://images.trvl-media.com/lodging/5000000/4790000/4780100/4780015/98fe65b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/5000000/4790000/4780100/4780015/cf255b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/5000000/4790000/4780100/4780015/91ba4171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4790000/4780100/4780015/2b8758da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Louisa Louisa 9.0/10 Wonderful (364) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lloyd CA $133 CA $147 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Louisa-Hotels-Best-Western-Plus-Louisa.h4780015.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) ![Reception](https://images.trvl-media.com/lodging/12000000/11630000/11629500/11629485/7cb7c12a.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45520000/45519600/45519515/5692cce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45520000/45519600/45519515/70e914a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/46000000/45520000/45519600/45519515/21ee1ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45520000/45519600/45519515/5931696a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Workman's Wildlife Haven, Secluded country setting vacation cabin Louisa 10/10 Exceptional (145) "Very peaceful and a perfect view loved it cabin was very nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pat A. CA $129 CA $173 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Louisa-Hotels-Workman-Wildlife-Haven.h45519515.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) ![Pillowtop beds, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/430000/426000/425922/5027b6fc.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/64100/64089/baac1741.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) ### 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) ![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/f58bcca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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 9.8/10 Exceptional (9) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracey N. CA $132 CA $245 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Prestonsburg-Hotels-Cozy-Home-In-Heart-Of-Prestonsburg.h95515447.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119360000/119355000/119354935/edac5d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119360000/119355000/119354935/1d139821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/120000000/119360000/119355000/119354935/4a12d588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119360000/119355000/119354935/aac18bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Boons Camp Cabin Boons Camp CA $117 CA $491 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Cabin-In-The-Appalachian-Mountains.h119354935.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115630000/115620400/115620327/a8cc8a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115630000/115620400/115620327/9b53938a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/116000000/115630000/115620400/115620327/b66352c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115630000/115620400/115620327/f37c0b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi Salyersville 10/10 Exceptional (2) "Secluded and peaceful. Well maintained with trails and pond to fish. Owners are extremely friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) randy l. CA $175 CA $419 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Salyersville-Hotels-Charming-2-Bedroom-Cabin-Loft-In-Fabulous-Salyersville-With-AC-And-WiFi.h115620327.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=9058&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_9058) ## Top Paintsville 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) ![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 should a history enthusiast expect from a trip to Paintsville? > A trip to the historical sites in Paintsville is likely number one on your sightseeing list. While you're visiting this family-friendly area, why not also enjoy all of the sights in the area? ### How many historical hotels are located in Paintsville? > In Paintsville, there are 5 hotel accommodations bookable on Expedia but not many designated as historic hotels. ### What are the top historical sites and other places to visit in Paintsville? > Landmarks like Mayo Mansion and Walking Bridge in Paintsville might be worth a visit. A couple of additional sights to add to your agenda are Preston Park and Johnson County Public Library. ### What is a historic hotel like in Paintsville? > When you book a historic hotel, you'll sleep in a place that has an officially recognized national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be considered a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often preserved in the guestrooms or communal spaces of such hotels in Paintsville, giving a sense of history. ### What is the difference between a historic hotel and a heritage hotel? > You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The building and architecture of a historic hotel is generally the most important aspect. For a heritage hotel, often it's the cultural value as well as how it influenced the community. ### Do historic hotels in Paintsville have modern facilities? > Hotels have the safety features and modern conveniences you expect to find, but every effort is made to preserve treasured traditions and historic facades. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the amenities found in any hotel will be available in a historic hotel. When you choose a historic hotel in Paintsville, don't worry that you'll find yourself staying at a place that's uncomfortable or rundown. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - 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) - [Cottages in Adams](https://www.expedia.ca/Adams-Cottages.d553248635975851033-aaCottages.Travel-Guide-Accommodation) - [Vacation Homes in Adams](https://www.expedia.ca/Adams-Private-Vacation-Homes.d553248635975851033-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [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) - 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