Title: Book the Best Highlands WINERY Hotels in 2025 | Expedia.ca [Vacation Rentals in Louisville](https://expedia.ca/Louisville-Vacation-Rentals.d603002.Travel-Guide-VacationRentals)[Flights to Louisville](https://expedia.ca/Cheap-Flights-To-Louisville.d603002.Travel-Guide-Flights)[Things to do in Louisville](https://expedia.ca/Things-To-Do-In-Louisville.d603002.Travel-Guide-Activities)[Highlands Car Rentals](https://expedia.ca/Car-Rentals-In-Highlands.d553248635976480120.Car-Rental-Guide)[Highlands Vacations](https://expedia.ca/Highlands.d553248635976480120.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/b5d89350d6fbfd577b30ed8d78450e2f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Melanie Rudolph # Find Winery Hotels in Highlands, KY from CA $116 ![](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 Highlands Winery Hotels Tonight [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976480120&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=553248635976480120&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976480120&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976480120&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Highlands Winery Hotels ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/104000000/103780000/103775300/103775294/da40e5b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/104000000/103780000/103775300/103775294/dfdfbce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/104000000/103780000/103775300/103775294/1c498506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/104000000/103780000/103775300/103775294/cd6f89b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Garden Louisville KY Jeffersontown 8.0/10 Very good (167) "Clean room, great breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea CA $99 CA $116 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Louisville-Hotels-Wyndham-Garden-Louisville-East.h103775294.Hotel-Information) ![Signature Suite, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/91000000/90960000/90953600/90953532/e9ed9b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90960000/90953600/90953532/cf9ffb28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/91000000/90960000/90953600/90953532/af58ac58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/91000000/90960000/90953600/90953532/56c60394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stellar Suites Downtown Louisville 9.6/10 Exceptional (107) "It was so adorable and a great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kendra CA $138 CA $233 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Louisville-Hotels-Stellar-Suites.h90953532.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/65000000/64700000/64696100/64696084/8f8322e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/65000000/64700000/64696100/64696084/22942c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/65000000/64700000/64696100/64696084/w4000h2662x0y0-c69fbcac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, down comforters, desk, blackout drapes](https://images.trvl-media.com/lodging/65000000/64700000/64696100/64696084/5d16fd3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Towneplace Suites By Marriott Louisville Downtown Downtown Louisville 9.2/10 Wonderful (482) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren CA $136 CA $160 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Louisville-Hotels-Towneplace-Suites-By-Marriott-Louisville-Downtown.h64696084.Hotel-Information) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/91000000/90950000/90942200/90942141/w2665h3837x3y3-e015ca48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, cocktail bar, rooftop bar](https://images.trvl-media.com/lodging/91000000/90950000/90942200/90942141/8178d3c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, cocktail bar, rooftop bar](https://images.trvl-media.com/lodging/91000000/90950000/90942200/90942141/w3837h2557x3y3-a4aae381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90950000/90942200/90942141/47891706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Genevieve part of JdV by Hyatt Downtown Louisville 9.2/10 Wonderful (985) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katharine CA $189 CA $223 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Louisville-Hotels-Hotel-Genevieve.h90942141.Hotel-Information) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/102000000/101360000/101356400/101356375/3b4a8f4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/102000000/101360000/101356400/101356375/6f053941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101360000/101356400/101356375/895a7ea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/102000000/101360000/101356400/101356375/5fcaea69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tempo By Hilton Louisville Downtown Nulu Downtown Louisville 9.4/10 Exceptional (760) "Good location and very clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mirtha CA $160 CA $188 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Louisville-Hotels-Tempo-By-Hilton-Louisville-Downtown-Nulu.h101356375.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/691700/691636/c0c843d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/700000/691700/691636/56757be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily breakfast](https://images.trvl-media.com/lodging/1000000/700000/691700/691636/a8ae41b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/700000/691700/691636/aa61fb80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Louisville East, KY Jeffersontown 7.6/10 Good (1005) "Bed was so comfortable. Friendly staff and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $100 CA $118 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Louisville-Hotels-Country-Inn-Suites-By-Radisson.h691636.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63350000/63347500/63347477/09896ced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, streaming services](https://images.trvl-media.com/lodging/64000000/63350000/63347500/63347477/70f51c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/64000000/63350000/63347500/63347477/3e92d764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/64000000/63350000/63347500/63347477/w1288h959x1y0-929b4f52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kentucky Derby Guest House < 16 guest !! Mount Washington 9.0/10 Wonderful (44) "Quiet little spot for a small get together great location and cant beat the price definitely recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arin K. CA $87 CA $191 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Louisville-Hotels-Kentucky-Derby-Guest-House-16-Guest.h63347477.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31740000/31736100/31736009/4e800eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/32000000/31740000/31736100/31736009/915c5236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Quadruple Room](https://images.trvl-media.com/lodging/32000000/31740000/31736100/31736009/eae63074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/32000000/31740000/31736100/31736009/eb6d7aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Woodhaven St. Matthews 9.8/10 Exceptional (33) "We loved everything! The food, the hosts, the room and the property were just wonderful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $240 CA $279 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Louisville-Hotels-Inn-At-Woodhaven.h31736009.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599840/5c04f012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599840/6093a6c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599840/c99cb08d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599840/365889d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Louisville Downtown, KY Downtown Louisville 9.2/10 Wonderful (1007) "The staff was super friendly and helpful. Would stay there again for sure." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joel CA $160 CA $188 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Louisville-Hotels-Homewood-Suites-By-Hilton-Louisville-Downtown.h21599840.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892000/891967/064bfcd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Accessible (Mobility & Hearing, Roll-in Shower)](https://images.trvl-media.com/lodging/1000000/900000/892000/891967/d8753947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/892000/891967/64c44272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892000/891967/56156265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites Louisville East Louisville 9.0/10 Wonderful (1013) "Large room ; Friendly staff ; very clean room ; pet friendly hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) RAJA CA $186 CA $219 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Louisville-Hotels-Embassy-Suites-Louisville-East.h891967.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. 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