Title: Lake Cumberland Winery in Monticello - Tours and Activities | Expedia.ca [Lake Cumberland Winery Hotels](https://expedia.ca/Lake-Cumberland-Winery-Hotels.0-l553248621560054943-0.Travel-Guide-Filter-Hotels)[Flights to Monticello](https://expedia.ca/Cheap-Flights-To-Monticello.d602030.Travel-Guide-Flights)[Lake Cumberland Winery Car Rentals](https://expedia.ca/Car-Rentals-In-Lake-Cumberland-Winery.d553248621560054943.Car-Rental-Guide)[Monticello Vacation Packages](https://expedia.ca/Monticello.d602030.Destination-Travel-Guides) # Lake Cumberland Winery Tours and Activities ## Visit Lake Cumberland Winery Activities [Monticello travel guide](https://expedia.ca/Monticello.dx602030) * * * * * * ## Plan a trip to see Lake Cumberland Winery Price found within the past 48 hours. Click for updated prices. ![Louisville Marriott Downtown](https://images.trvl-media.com/lodging/2000000/1120000/1111400/1111358/6dbe73d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Louisville Marriott Downtown Downtown Louisville CA $545 per person Nov 22 - Nov 24 found 10 hours ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Louisville (SDF) 9/10 Wonderful! (1,004 reviews) The hotel was within walking distance for us to have dinner and drinks. We were in town for a conference. Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-24/?FromAirport=EWR&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1111358&paandie=true&dealMarker=B651NWoOhbc-39bVnZnCkpa81F5nFpmqWWEw4Ac_5qMW8sjzO8f7o-ZxYU588Po9) ![Embassy Suites Louisville East](https://images.trvl-media.com/lodging/1000000/900000/892000/891967/064bfcd4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Embassy Suites Louisville East CA $827 per person Nov 21 - Nov 23 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Louisville (SDF) 9/10 Wonderful! (1,012 reviews) Good stay. The breakfast buffet was a bit hectic and chaotic. Thought maybe there would be a better system for the omelet station and orders Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-21/2025-11-23/?FromAirport=YTO&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=891967&paandie=true&dealMarker=Ozo0wNLVFShVryxhLgOA8mobeFYYZGzyZ8eo7TYuK632_2ydFFABEj22V2mB8AN_) ![Omni Louisville Hotel](https://images.trvl-media.com/lodging/22000000/21110000/21106200/21106192/4c7c479b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Omni Louisville Hotel Downtown Louisville CA $617 per person Nov 22 - Nov 24 found 10 hours ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Louisville (SDF) 9.2/10 Wonderful! (1,645 reviews) It was a 10/10 in my book would stay again. Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-24/?FromAirport=EWR&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21106192&paandie=true&dealMarker=B651NWoOhbc-39bVnZnCkpa81F5nFpmqWWEw4Ac_5qP9XNRi2KhvR_gQxQeHnzGk) ### Popular places to visit ![Mill Springs Mill Park](https://mediaim.expedia.com/destination/2/94a16aadd52bf190452f20a21b511e7a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Mill Springs Mill Park Explore the great outdoors at Mill Springs Mill Park, a lovely green space in Mill Springs. [](https://expedia.ca/Mill-Springs-Mill-Park-Monticello.d927864258782674944.Vacation-Attraction) ![Lake Cumberland State Resort Park](https://mediaim.expedia.com/destination/2/0f08d69d7ce0909e8a29f8d6a8906820.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lake Cumberland State Resort Park Explore the great outdoors at Lake Cumberland State Resort Park, a lovely green space in Jamestown. Stroll along the lakeside or seek out the fishing spots. [](https://expedia.ca/Lake-Cumberland-State-Resort-Park-Jamestown.d553248621532656065.Vacation-Attraction) #### Conley Bottom Marina Explore the waterfront in Monticello with a trip to Conley Bottom Marina. Wander the lakeside in this family-friendly area. [](https://expedia.ca/Conley-Bottom-Marina-Monticello.d927864680928677888.Vacation-Attraction) #### Cumberland Point Recreation Area Explore the great outdoors at Cumberland Point Recreation Area, a lovely green space in Nancy. Discover the area's museums and shops. [](https://expedia.ca/Cumberland-Point-Recreation-Area-Nancy.d927864614297862144.Vacation-Attraction) #### Fall Creek Recreation Area Explore the great outdoors at Fall Creek Recreation Area, a lovely green space in Monticello. Wander the lakeside in this family-friendly area. [](https://expedia.ca/Fall-Creek-Recreation-Area-Monticello.d927864593192214528.Vacation-Attraction) #### Mill Springs Battlefield Explore the great outdoors at Mill Springs Battlefield, a lovely green space in Nancy. Amble around the area's parks or visit its shops. [](https://expedia.ca/Mill-Springs-Battlefield-Nancy.d927864260472770560.Vacation-Attraction) * * * ## Best Lodging Options Near Lake Cumberland Winery ## Check availability on hotels close to Lake Cumberland Winery [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=2025-10-19&endDate=2025-10-20) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=2025-10-19&endDate=2025-10-20) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=2025-10-19&endDate=2025-10-20) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=2025-10-19&endDate=2025-10-20)[Oct 19 - Oct 20](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=2025-10-19&endDate=2025-10-20) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=2025-10-20&endDate=2025-10-21) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=2025-10-20&endDate=2025-10-21) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=2025-10-20&endDate=2025-10-21) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=2025-10-20&endDate=2025-10-21)[Oct 20 - Oct 21](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=2025-10-20&endDate=2025-10-21) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025)[Oct 24 - Oct 26](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621560054943&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) ![This charming cozy cottage has a private hot tub, deck for fishing.](https://images.trvl-media.com/lodging/30000000/29830000/29824000/29823912/68b5dc45_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### This charming cozy cottage has a private hot tub, deck for fishing. monticello [](https://expedia.ca/Monticello-Hotels-This-Charming-Cozy-Cottage-Has-A-Private-Hot-Tub.h29823912.Hotel-Information) ![BRAND NEW 3 Bedroom Modern Barndominium at Lake Cumberland .5 mi to boat launch!](https://images.trvl-media.com/lodging/116000000/115620000/115614100/115614068/9d99ac57_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### BRAND NEW 3 Bedroom Modern Barndominium at Lake Cumberland .5 mi to boat launch! Nancy [](https://expedia.ca/Nancy-Hotels-COMING-SOONBRAND-NEW-Modern-Barndo-Getaway-On-Lake-Cumberland-Stay-At-The-Lake.h115614068.Hotel-Information) ![Stunning View of Lake Cumberland Within 1/8 Mile of Public Boat Ramp!](https://images.trvl-media.com/lodging/34000000/33970000/33961500/33961419/2c9cbe80_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Stunning View of Lake Cumberland Within 1/8 Mile of Public Boat Ramp! Nancy [](https://expedia.ca/Nancy-Hotels-Stunning-View-Of-Lake-Cumberland-Within-18-Mile-Of-Public-Boat-Ramp.h33961419.Hotel-Information) ![Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings](https://images.trvl-media.com/lodging/78000000/77810000/77808000/77807901/w1322h883x0y0-9809bcd4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings Nancy [](https://expedia.ca/Nancy-Hotels-Rustic-Luxury-Lakefront-Cabin-In-Beautiful-Wooded-Surroundings.h77807901.Hotel-Information) ![Brand new custom lake house with breathtaking panoramic views](https://images.trvl-media.com/lodging/105000000/104960000/104955000/104954922/0677dd13_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Brand new custom lake house with breathtaking panoramic views Nancy [](https://expedia.ca/Nancy-Hotels-Brand-New-Custom-Lake-House-With-Breathtaking-Panoramic-Views.h104954922.Hotel-Information) ![Best Western Lake Cumberland Inn](https://images.trvl-media.com/lodging/1000000/580000/570500/570403/13c5c36c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Lake Cumberland Inn 2030 E Highway 90, Monticello, KY [](https://expedia.ca/Monticello-Hotels-Best-Western-Lake-Cumberland-Inn.h570403.Hotel-Information) ![Little blue house on the lake](https://images.trvl-media.com/lodging/95000000/94650000/94649700/94649629/47accf61_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Little blue house on the lake Nancy [](https://expedia.ca/Nancy-Hotels-Little-Blue-House-On-The-Lake.h94649629.Hotel-Information) ![Lake View Loft Cabin is only 2 miles from Wolf Creek Marina, Lake Cumberland KY](https://images.trvl-media.com/lodging/107000000/106890000/106881800/106881773/375a2975_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lake View Loft Cabin is only 2 miles from Wolf Creek Marina, Lake Cumberland KY Nancy [](https://expedia.ca/Nancy-Hotels-Lake-View-LoftCabin-Is-Only-2-Miles-From-Wolf-Creek-Marina.h106881773.Hotel-Information) ![Lake Cumberland custom log cabin home on 32 wooded acres](https://images.trvl-media.com/lodging/34000000/33570000/33566500/33566403/4d5eae5c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lake Cumberland custom log cabin home on 32 wooded acres Nancy [](https://expedia.ca/Nancy-Hotels-Lake-Cumberland-Custom-Log-Cabin-Home-On-32-Wooded-Acres.h33566403.Hotel-Information) [See all 731 properties in Lake Cumberland Winery](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248621560054943) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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[Freeman Lake Park](https://www.expedia.ca/Freeman-Lake-Park-Elizabethtown.d553248621532656050.Vacation-Attraction) - [Kentucky Down Under Adventure Zoo](https://www.expedia.ca/Kentucky-Down-Under-Adventure-Zoo-Horse-Cave.d553248621559866364.Vacation-Attraction) - [Kroger Field](https://www.expedia.ca/Kroger-Field-Lexington.d6062633.Vacation-Attraction) - [Lake Cumberland Vacations](https://www.expedia.ca/Lake-Cumberland.d6059570.Destination-Travel-Guides) - [Visit Lake Cumberland](https://www.expedia.ca/Lake-Cumberland.dx6059570) - [Limestone Branch Distillery](https://www.expedia.ca/Limestone-Branch-Distillery-Lebanon.d630375476153995264.Vacation-Attraction) - [Loretto Vacations](https://www.expedia.ca/Loretto.d6055105.Destination-Travel-Guides) - [Lucas Vacations](https://www.expedia.ca/Lucas.d183258.Destination-Travel-Guides) - [Mammoth Cave National Park](https://www.expedia.ca/Mammoth-Cave-National-Park-Kentucky.d553248622908082023.Vacation-Attraction) - [Monticello Vacations](https://www.expedia.ca/Monticello.d602030.Destination-Travel-Guides) - [Visit Monticello](https://www.expedia.ca/Monticello.dx602030) - [Orlando Vacations](https://www.expedia.ca/Orlando.d6338686.Destination-Travel-Guides) - [Pioneer Playhouse](https://www.expedia.ca/Pioneer-Playhouse-Danville.d6278738.Vacation-Attraction) - [Russell Springs Vacations](https://www.expedia.ca/Russell-Springs.d55941.Destination-Travel-Guides) - [Scottsville Vacations](https://www.expedia.ca/Scottsville.d6481.Destination-Travel-Guides) - [Shaker Village of Pleasant Hill](https://www.expedia.ca/Shaker-Village-Of-Pleasant-Hill-Harrodsburg.d6248009.Vacation-Attraction) - [Shriners Hospitals for Children](https://www.expedia.ca/Shriners-Hospitals-For-Children-Shriners.d6267656.Vacation-Attraction) - [Symbol Vacations](https://www.expedia.ca/Symbol.d3000347481.Destination-Travel-Guides) - [The Kentucky Castle](https://www.expedia.ca/The-Kentucky-Castle-Lexington.d6062617.Vacation-Attraction) - [Wild Turkey Trace Golf Course](https://www.expedia.ca/Wild-Turkey-Trace-Golf-Course-Lawrenceburg.d553248621561234938.Vacation-Attraction) - [Wood Creek Lake](https://www.expedia.ca/Wood-Creek-Lake-Kentucky.d553248621532656059.Vacation-Attraction) - [Budget Canaries Rental Cars in General Burnside State Park](https://www.expedia.ca/Budget-Canaries-Car-Rentals-In-General-Burnside-State-Park.d553248621532656067-c1136.Car-Rental-Guide-Suppliers) - [Car rental Jamestown](https://www.expedia.ca/Car-Rentals-In-Jamestown.d183256.Car-Rental-Guide) - [Enterprise Rental Cars in Lake Cumberland](https://www.expedia.ca/Enterprise-Car-Rentals-In-Lake-Cumberland.d6059570-c15.Car-Rental-Guide-Suppliers) - [General Burnside State Park Vacation Rentals](https://www.expedia.ca/General-Burnside-State-Park-Vacation-Rentals.d553248621532656067.Travel-Guide-VacationRentals) - [Jamestown Vacation Rentals](https://www.expedia.ca/Jamestown-Vacation-Rentals.d183256.Travel-Guide-VacationRentals) - [Lake Cumberland Vacation Rentals](https://www.expedia.ca/Lake-Cumberland-Vacation-Rentals.d6059570.Travel-Guide-VacationRentals)