Title: Book the Best Monticello Historic Hotels in 2025 from CA $285 | Expedia.ca [Monticello Travel Guide](https://expedia.ca/Monticello.dx602030)[Hotels in Monticello](https://expedia.ca/Monticello-Hotels.d602030.Travel-Guide-Hotels)[Vacation Rentals in Monticello](https://expedia.ca/Monticello-Vacation-Rentals.d602030.Travel-Guide-VacationRentals)[Monticello Car Rentals](https://expedia.ca/Car-Rentals-In-Monticello.d602030.Car-Rental-Guide)[Monticello Vacation Packages](https://expedia.ca/Monticello.d602030.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/94a16aadd52bf190452f20a21b511e7a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Lisa Klein # Find Historic Hotels in Monticello, KY from CA $285 ![](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 Monticello Historic Hotels Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=602030&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=602030&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=602030&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=602030&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Monticello Historic Hotels ![Interior](https://images.trvl-media.com/lodging/91000000/90340000/90337900/90337840/dfdbff3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90340000/90337900/90337840/43f42309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90340000/90337900/90337840/bca76a73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90340000/90337900/90337840/7afecc2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Cottage on 18 Acres Close to Lake Cumberland Monticello 10/10 Exceptional (3) "Our whole stay was effortless! From communication with Jamie, property location, access and matching expectations as advertised. What a delight to, for once, not be unpleasantly surprised by VRBO. We will definitely consider this place in the future. " CA $195 CA $382 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Monticello-Hotels-Cozy-Cabin-On-Private-18-Acre-Farm-Near-The-Lake.h90337840.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38440000/38432400/38432333/0a7e3684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38440000/38432400/38432333/6bd35f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38440000/38432400/38432333/d50f71fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38440000/38432400/38432333/779dbd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glamping Back in Time Jamestown 10/10 Exceptional (2) "Donna and Shawn were amazing. The property was clean, friendly and safe. We stayed in one of the covered. wagons and really enjoyed everything the property had to offer. We “glamped”, cooked on open fire, fished and hiked. We really enjoyed everything about this property and will defiantly go back." CA $189 CA $285 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Jamestown-Hotels-Glamping-Back-In-Time.h38432333.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=2025-10-29&endDate=2025-10-30®ionId=602030&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Monticello Hotel Reviews ![Cumberland Falls State Resort Park](//images.trvl-media.com/lodging/17000000/16080000/16072600/16072531/d137b974_y.jpg) ### Cumberland Falls State Resort Park 10/10 Excellent "Clean room but a bi" [](https://expedia.ca/Corbin-Hotels-Cumberland-Falls-State-Resort-Park.h16072531.Hotel-Information) ## Frequently asked questions ### What can I expect on my historical trip to Monticello? > You're likely already making plans to see the historical sites while on vacation in Monticello. While you're here, you can visit the marina and lakeside. ### How many historical hotels are located in Monticello? > In Monticello, you'll find 70 hotel accommodations bookable on Expedia but not many designated as historic hotels. ### What are the most important historical places and other sights to visit in Monticello? > Favorite places to visit include Lake Cumberland Winery, Conley Bottom Marina, and Cumberland River. A couple of additional sights to add to your agenda are Wayne County Historical Museum and Fall Creek Recreation Area. ### What is a historic hotel like in Monticello? > Guests who choose historic hotels have a chance to stay in a building that has been recognized with a national historic designation. Historic hotels throughout the world have had many former lives and uses, such as castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers. These types of hotels in Monticello often preserve original characteristics such as period features or traditional architecture in their public spaces or guestrooms. ### 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 more common in the U.S. though overall the terms are quite similar. The architecture and actual building of a historic hotel tends to be the most important aspect. For a heritage hotel, it's often the cultural value as well as how it inspired the community. ### Do historic hotels in Monticello have modern facilities? > Hotel interiors feature the modern conveniences and safety features you've come to expect, but every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the usual amenities found in any hotel should be available at a historic hotel. When you choose a historic hotel in Monticello, don't worry that you'll 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 - [3 Star Hotels in General Burnside State Park](https://www.expedia.ca/3Star-General-Burnside-State-Park-Hotels.s30-0-d553248621532656067.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Boutique-Hotel.0-0-d602630-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Golf-Hotel.0-0-d602630-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Albany](https://www.expedia.ca/Albany-Hotels-Hotel-With-Pool.0-0-d602630-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Albany](https://www.expedia.ca/Albany-Hotels-Hotels-With-Free-Breakfast.0-0-d602630-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Albany](https://www.expedia.ca/Albany-Hotels-Hotels-With-Free-Parking.0-0-d602630-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - 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