Title: Book the Best ROMANTIC Hotels in Monticello, KY from CA $285 - Monticello Romantic Getaways | 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 Romantic 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 Romantic Hotels Tonight [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=602030&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=602030&startDate=2025-10-31&endDate=2025-11-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=602030&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=602030&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Monticello Romantic Hotels ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1110000/1107500/1107499/513dcd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily local cuisine breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1110000/1107500/1107499/8f8a3c69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1110000/1107500/1107499/9183edf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1110000/1107500/1107499/112caca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Cumberland State Resort Park Jamestown 8.6/10 Excellent (490) "Such a beautiful location yet more attention needed to facilities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Becky [](https://www.expedia.ca/Jamestown-Hotels-Lake-Cumberland-State-Resort-Park.h1107499.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) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38440000/38432400/38432333/e1b7288c.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) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38440000/38432400/38432333/6bd35f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glamping Back in Time Jamestown 10/10 Exceptional (3) "So novel and fun!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon CA $188 CA $285 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Jamestown-Hotels-Glamping-Back-In-Time.h38432333.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19210000/19208800/19208798/dabdf2c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19210000/19208800/19208798/acd24ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/20000000/19210000/19208800/19208798/0c41490c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19210000/19208800/19208798/4baa0ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm Somerset 9.8/10 Exceptional (151) "We had a great two night stay. Had everything we needed and was well kept and clean. The views from the porch were beautiful. The neighborhood is quiet. Lots of shade on back porch." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela D. CA $132 CA $320 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Somerset-Hotels-Relaxing-Lakefront-Getaway-Near-Marina.h19208798.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=2025-11-13&endDate=2025-11-14®ionId=602030&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Monticello Hotel Reviews ## Frequently asked questions ### Searching for romantic hotels in Monticello? > Are you and your partner looking for a romantic vacation? Our guests also enjoy Monticello for its lakeside setting. If you'd like to explore some of the area's notable sights, you might make a stop by Lake Cumberland Winery, Conley Bottom Marina, or Cumberland River. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list. ### When is the best time of year for a romantic getaway to Monticello? > If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Monticello: The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Monticello is 59 inches. ### What is there to do in Monticello? > There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Monticello. Couples looking to get out in nature will enjoy Monticello for its lakeside setting. 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