Title: Book the Best Middletown 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)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d3000438869.Car-Rental-Guide)[Middletown Vacations](https://expedia.ca/Middletown.d3000438869.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Middletown, 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 Middletown Winery Hotels Tonight [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000438869&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=3000438869&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=3000438869&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=3000438869&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Middletown Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/113000000/112160000/112156800/112156712/5d74e7a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/113000000/112160000/112156800/112156712/5a221cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112160000/112156800/112156712/87cd4a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/113000000/112160000/112156800/112156712/9c38d327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Shelbyville by IHG Shelbyville 9.2/10 Wonderful (51) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacob CA $128 CA $142 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Louisville-Hotels-Candlewood-Suites-Shelbyville.h112156712.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/104000000/103100000/103095400/103095319/8aed885b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/104000000/103100000/103095400/103095319/8aec24d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/104000000/103100000/103095400/103095319/708983b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Multiple Beds](https://images.trvl-media.com/lodging/104000000/103100000/103095400/103095319/deb3620e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Shelbyville Shelbyville 9.4/10 Exceptional (166) "Clean rooms, great breakfast options." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee CA $156 CA $173 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Louisville-Hotels-Fairfield-Inn-Suites-By-Marriott-Shelbyville.h103095319.Hotel-Information) ![Room, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482498/876cecf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482498/92e2a2cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482498/bff552b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482498/59be5078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Shelbyville 8.2/10 Very good (351) "Would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maureen CA $120 CA $133 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Louisville-Hotels-Comfort-Inn-Suites.h1482498.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) ![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) ![Lounge](https://images.trvl-media.com/lodging/91000000/90960000/90953600/90953532/af58ac58.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) ![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) ![Property amenity](https://images.trvl-media.com/lodging/104000000/103780000/103775300/103775294/821f2446.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) ### 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) ![Lobby](https://images.trvl-media.com/lodging/65000000/64700000/64696100/64696084/8f8322e9.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) ![Property amenity](https://images.trvl-media.com/lodging/65000000/64700000/64696100/64696084/22942c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, dishwasher, toaster](https://images.trvl-media.com/lodging/65000000/64700000/64696100/64696084/995f4afb.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/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) ![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) ### 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) ![Exterior](https://images.trvl-media.com/lodging/102000000/101360000/101356400/101356375/9d53858a.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) ![Lobby](https://images.trvl-media.com/lodging/102000000/101360000/101356400/101356375/895a7ea2.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/22000000/21600000/21599900/21599840/5c04f012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599840/2c34bd2f.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31740000/31736100/31736009/4e800eab.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) ![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) ![Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/32000000/31740000/31736100/31736009/ff9db274.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) 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=2025-11-01&endDate=2025-11-02®ionId=3000438869&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Middletown Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in East Louisville](https://www.expedia.ca/5Star-East-Louisville-Hotels.s50-0-d6059555.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Anchorage](https://www.expedia.ca/Anchorage-Louisville-Hotels-Boutique-Hotel.0-n553248634999223011-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Anchorage](https://www.expedia.ca/Anchorage-Louisville-Hotels-Cheap-Hotels.0-n553248634999223011-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Anchorage](https://www.expedia.ca/Anchorage-Louisville-Hotels-Family-Hotel.0-n553248634999223011-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Anchorage](https://www.expedia.ca/Anchorage-Louisville-Hotels-Historic-Hotel.0-n553248634999223011-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Anchorage](https://www.expedia.ca/Anchorage-Louisville-Hotels-Hotels-With-Hot-Tubs.0-n553248634999223011-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Anchorage](https://www.expedia.ca/Anchorage-Louisville-Hotels-Hotels-With-Indoor-Pool.0-n553248634999223011-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Anchorage](https://www.expedia.ca/Anchorage-Louisville-Hotels-Hotels-With-Kitchenettes.0-n553248634999223011-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Lake Hotels in Anchorage](https://www.expedia.ca/Anchorage-Louisville-Hotels-Lake-Hotels.0-n553248634999223011-0-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Anchorage](https://www.expedia.ca/Anchorage-Louisville-Hotels-Luxury-Hotel.0-n553248634999223011-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Anchorage](https://www.expedia.ca/Anchorage-Louisville-Hotels-Spa-Hotel.0-n553248634999223011-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Anchorage Hotels](https://www.expedia.ca/Anchorage-Louisville-Hotels.0-n553248634999223011-0.Travel-Guide-Filter-Hotels) - [Apartments in Bellemeade](https://www.expedia.ca/Bellemeade-Apartments.d553248634999006608-aaApartments.Travel-Guide-Accommodation) - [Blue Ridge Manor Hotels](https://www.expedia.ca/Blue-Ridge-Manor-Hotels.d553248634998715801.Travel-Guide-Hotels) - [Apartments in Briarwood](https://www.expedia.ca/Briarwood-Apartments.d553248634999329721-aaApartments.Travel-Guide-Accommodation) - [Resorts in Briarwood](https://www.expedia.ca/Briarwood-Resort-Hotels.d553248634999329721-aaResortHotels.Travel-Guide-Accommodation) - [Aparthotels in Creekside](https://www.expedia.ca/Creekside-Apart-Hotels.d553248634999187144-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Creekside](https://www.expedia.ca/Creekside-Bed-And-Breakfast.d553248634999187144-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Creekside](https://www.expedia.ca/Creekside-Condos.d553248634999187144-aaCondos.Travel-Guide-Accommodation) - [Cheap Hotels in Creekside](https://www.expedia.ca/Creekside-Hotels-Cheap-Hotels.0-0-d553248634999187144-tCheapHotels.Travel-Guide-Filter-Hotels) - [Creekside Hotels](https://www.expedia.ca/Creekside-Hotels.d553248634999187144.Travel-Guide-Hotels) - [Hotels with Early Check-in in Kentucky](https://www.expedia.ca/Destinations-In-Kentucky-Hotel-With-Early-Check-In.0-0-d219-thotelwithearlycheckin.Hotel-Filter-Destinations) - [Hotels with Balconies in Kentucky](https://www.expedia.ca/Destinations-In-Kentucky-Hotels-With-Balconies.0-0-d219-tHotelswithBalconies.Hotel-Filter-Destinations) - [Hotels with Free Airport Shuttle in Kentucky](https://www.expedia.ca/Destinations-In-Kentucky-Hotels-With-Free-Airport-Shuttle.0-0-d219-tHotelswithFreeAirportShuttle.Hotel-Filter-Destinations) - [Hotels with Free Parking in Kentucky](https://www.expedia.ca/Destinations-In-Kentucky-Hotels-With-Free-Parking.0-0-d219-tHotelswithFreeParking.Hotel-Filter-Destinations) - [Lgbt Friendly Hotels in Kentucky](https://www.expedia.ca/Destinations-In-Kentucky-LGBT-Friendly-Hotel.0-0-d219-tLGBTFriendlyHotel.Hotel-Filter-Destinations) - [Oceanfront Hotels in Kentucky](https://www.expedia.ca/Destinations-In-Kentucky-Oceanfront-Hotels.0-0-d219-tOceanfrontHotels.Hotel-Filter-Destinations) - [Aparthotels in Douglass Hills](https://www.expedia.ca/Douglass-Hills-Apart-Hotels.d3000008482-aaApartHotels.Travel-Guide-Accommodation) - [Douglass Hills Hotels](https://www.expedia.ca/Douglass-Hills-Hotels.d3000008482.Travel-Guide-Hotels) - [Resorts in Douglass Hills](https://www.expedia.ca/Douglass-Hills-Resort-Hotels.d3000008482-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near E.P. 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