Title: Book the Best Overland Park WINERY Hotels in 2025 | Expedia.ca [Overland Park Travel Guide](https://expedia.ca/Overland-Park.dx9042)[Hotels in Overland Park](https://expedia.ca/Overland-Park-Hotels.d9042.Travel-Guide-Hotels)[Vacation Rentals in Overland Park](https://expedia.ca/Overland-Park-Vacation-Rentals.d9042.Travel-Guide-VacationRentals)[Flights to Overland Park](https://expedia.ca/Cheap-Flights-To-Overland-Park.d9042.Travel-Guide-Flights)[Things to do in Overland Park](https://expedia.ca/Things-To-Do-In-Overland-Park.d9042.Travel-Guide-Activities)[Overland Park Car Rentals](https://expedia.ca/Car-Rentals-In-Overland-Park.d9042.Car-Rental-Guide)[Overland Park Vacation Packages](https://expedia.ca/Overland-Park.d9042.Destination-Travel-Guides) ![Kansas City featuring flowers and a garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/199000/199772-Kansas-City.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Overland Park, KS from CA $165 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Overland Park Winery Hotels Tonight [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=9042&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=9042&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=9042&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=9042&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Overland Park Winery Hotels ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1505000/1504922/8723cc3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/2000000/1510000/1505000/1504922/0df758b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/2000000/1510000/1505000/1504922/7fc15aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1510000/1505000/1504922/19294e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Inn B&B Independence 9.4/10 Exceptional (312) "Lovely " CA $155 CA $187 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Kansas-City-Hotels-Woodstock-Inn-BB.h1504922.Hotel-Information) ![Room, 1 Queen Bed, Balcony](https://images.trvl-media.com/lodging/2000000/1200000/1197700/1197611/55525efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1200000/1197700/1197611/8d1156cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Bed Deck (Kathryn Winstead)](https://images.trvl-media.com/lodging/2000000/1200000/1197700/1197611/c90fbd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1200000/1197700/1197611/794758c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southmoreland on the Plaza an Urban Inn Midtown - Westport 9.4/10 Exceptional (410) "We enjoy staying in older b and bs. The ambiance was delightful." CA $136 CA $165 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Kansas-City-Hotels-Southmoreland-On-The-Plaza-An-Urban-Inn.h1197611.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87370000/87366800/87366751/382dba28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87370000/87366800/87366751/d3647eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87370000/87366800/87366751/w843h678x91y5-d59f47ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/88000000/87370000/87366800/87366751/9cb2b90d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful-Clean-Modern-Convenient-Accessible Home Nall Hills 9.8/10 Exceptional (54) "The home was beautiful and clean! Worked perfect for our stay. " CA $288 CA $654 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Overland-Park-Hotels-Beautiful-Clean-Modern-Convenient-Accessible-Home.h87366751.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/19000000/18370000/18362500/18362459/5255b2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18370000/18362500/18362459/32d46e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/19000000/18370000/18362500/18362459/0ad29988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Private Bathroom (Carriage House)](https://images.trvl-media.com/lodging/19000000/18370000/18362500/18362459/eec8c1e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1812 Overture B&B Crossroads Arts District 9.6/10 Exceptional (436) "Owners were wonderful! Great location! Very nice breakfast." CA $265 CA $296 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Kansas-City-Hotels-1812-Overture-Bed-And-Breakfast.h18362459.Hotel-Information) ![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/49000000/49000000/48993600/48993516/28ceeae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/49000000/49000000/48993600/48993516/ad09a331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, Balcony | Living area](https://images.trvl-media.com/lodging/49000000/49000000/48993600/48993516/e574f36e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/49000000/49000000/48993600/48993516/29405981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Meadowbrook Overland Park 9.8/10 Exceptional (380) "Great place to stay" CA $375 CA $442 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Kansas-City-Hotels-The-Inn-At-Meadowbrook.h48993516.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113560000/113550600/113550521/2da2d090.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/114000000/113560000/113550600/113550521/b7faf9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113560000/113550600/113550521/09c6b06c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113560000/113550600/113550521/6999cfe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heartland Haven in Kansas City/Independence Area: Pet Friendly &Newly Remodeled! Sugar Creek 9.8/10 Exceptional (19) "Great place near everything we wanted" CA $188 CA $401 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Kansas-City-Hotels-Heartland-Haven-In-Kansas-City-Independence-Area-Newly-Remodeled.h113550521.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95320000/95314200/95314125/ccf05a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/96000000/95320000/95314200/95314125/8ab2dad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95320000/95314200/95314125/60bf9d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95320000/95314200/95314125/863ca2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Stylish 3rd Floor Apartment 5 mins from Country Club Plaza Manheim Park 9.8/10 Exceptional (50) "The space was great for us, and hosts were very kind and communicative. " CA $125 CA $296 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Kansas-City-Hotels-Newly-Renovated-Stylish-3rd-Floor-Apartment-5-Mins-From-Country-Club-Plaza.h95314125.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114780000/114770500/114770403/f342d27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114780000/114770500/114770403/7f9aa1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/115000000/114780000/114770500/114770403/c70c4892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114780000/114770500/114770403/66333580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unique 2-bedroom apt in calm Riverside enroute between airport and Kansas City Riverside 10/10 Exceptional (2) "I had a great stay! Nice, clean apartment and a wonderful host!" CA $76 CA $252 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Kansas-City-Hotels-Unique-2-Bedroom-Apt-In-Calm-Riverside-Enroute-Between-Airport-And-Kansas-City.h114770403.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/54000000/53070000/53064200/53064112/212a3cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/54000000/53070000/53064200/53064112/794f5d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/54000000/53070000/53064200/53064112/96a9ff5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/54000000/53070000/53064200/53064112/b420df8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ⭐️Comfortable✅Clean✅ Central✅!Stylish✅!PetFriendly⭐️Backyard⭐️Grill Merriam 9.8/10 Exceptional (50) "Perfect place for four of us to stay while visiting family. Great A/C, ceiling fans, patio/deck, and comfortable beds!" CA $144 CA $372 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Shawnee-Hotels-ComfortableClean-CentralStylishPetFriendlyBackyardGrill.h53064112.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/98000000/97010000/97006000/97005901/35f43347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97010000/97006000/97005901/fc1bf42c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97010000/97006000/97005901/6300dd7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/98000000/97010000/97006000/97005901/822c8f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Loft in 'Little Italy' - Minutes from Downtown KC Columbus Park 10/10 Exceptional (39) "Great place to getaway but still be close to home. " CA $160 CA $337 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Kansas-City-Hotels-Modern-Loft-In-Little-Italy-Downtown-KC.h97005901.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=2025-10-16&endDate=2025-10-17®ionId=9042&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Overland Park Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Roeland Park](https://www.expedia.ca/4Star-Roeland-Park-Mission-Hotels.s40-n553248634983429703-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Bel-air Heights](https://www.expedia.ca/Bel-Air-Heights-Overland-Park-Hotels-Adults-Only-Resorts.0-n553248635976476590-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Hotels near Boulevard Drive-In Theater](https://www.expedia.ca/Boulevard-Drive-In-Theater-Hotels.0-l6076474-0.Travel-Guide-Filter-Hotels) - [Hotels near Corporate Woods](https://www.expedia.ca/Corporate-Woods-Hotels.0-l6127641-0.Travel-Guide-Filter-Hotels) - [Hotels near Deanna Rose Children's Farmstead](https://www.expedia.ca/Deanna-Rose-Childrens-Farmstead-Hotels.0-l6323271-0.Travel-Guide-Filter-Hotels) - 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[Winery Hotels in Mission](https://www.expedia.ca/Mission-Hotels-Winery-Hotel.0-0-d8039-tWineryHotel.Travel-Guide-Filter-Hotels) - [Mission Hotels](https://www.expedia.ca/Mission-Hotels.d8039.Travel-Guide-Hotels) - [Inns in Mission](https://www.expedia.ca/Mission-Inns.d8039-aaInns.Travel-Guide-Accommodation) - [Lodges in Mission](https://www.expedia.ca/Mission-Lodges.d8039-aaLodges.Travel-Guide-Accommodation) - [Motels in Mission](https://www.expedia.ca/Mission-Motels.d8039-aaMotels.Travel-Guide-Accommodation) - [Morris Hotels](https://www.expedia.ca/Morris-Kansas-City-Hotels.0-n135194-0.Travel-Guide-Filter-Hotels) - [Hotels near Museum at Prairiefire](https://www.expedia.ca/Museum-At-Prairiefire-Hotels.0-l553248621559142136-0.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Nall Hills](https://www.expedia.ca/Nall-Hills-Overland-Park-Hotels-Hotels-With-Free-Breakfast.0-n553248635976476272-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Nall Hills](https://www.expedia.ca/Nall-Hills-Overland-Park-Hotels-Pet-Friendly-Hotel.0-n553248635976476272-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Nall Hills Hotels](https://www.expedia.ca/Nall-Hills-Overland-Park-Hotels.0-n553248635976476272-0.Travel-Guide-Filter-Hotels) - [Hotels near Oak Park Mall](https://www.expedia.ca/Oak-Park-Mall-Hotels.0-l6127637-0.Travel-Guide-Filter-Hotels) - [Hotels near Overland Park Convention Center](https://www.expedia.ca/Overland-Park-Convention-Center-Hotels.0-l6076492-0.Travel-Guide-Filter-Hotels) - [Hotels near Overland Park Soccer Complex](https://www.expedia.ca/Overland-Park-Soccer-Complex-Hotels.0-l6224718-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Prairie Hills](https://www.expedia.ca/Prairie-Hills-Prairie-Village-Hotels-Boutique-Hotel.0-n553248635976474352-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Prairie Hills Hotels](https://www.expedia.ca/Prairie-Hills-Prairie-Village-Hotels.0-n553248635976474352-0.Travel-Guide-Filter-Hotels) - [Farmstay in Prairie Village](https://www.expedia.ca/Prairie-Village-Agritourism.d6004096-aaAgritourism.Travel-Guide-Accommodation) - [Cabin Rentals in Prairie Village](https://www.expedia.ca/Prairie-Village-Cabins.d6004096-aaCabins.Travel-Guide-Accommodation) - 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[Guest Houses in Shawnee](https://www.expedia.ca/Shawnee-Guest-Houses.d157148-aaGuestHouses.Travel-Guide-Accommodation) - [Shawnee Heights Hotels](https://www.expedia.ca/Shawnee-Heights-Kansas-City-Hotels.0-n553248635976471587-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Shawnee](https://www.expedia.ca/Shawnee-Hotels-Adults-Only-Resorts.0-0-d157148-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Shawnee](https://www.expedia.ca/Shawnee-Hotels-Cheap-Hotels.0-0-d157148-tCheapHotels.Travel-Guide-Filter-Hotels) - [Motel 6 Hotels in Shawnee](https://www.expedia.ca/Shawnee-Hotels-Motel-6.0-0-d157148--bMotel6.Travel-Guide-Filter-Hotels) - [Shawnee Hotels](https://www.expedia.ca/Shawnee-Hotels.d157148.Travel-Guide-Hotels) - [Inns in Shawnee](https://www.expedia.ca/Shawnee-Inns.d157148-aaInns.Travel-Guide-Accommodation) - [Lodges in Shawnee](https://www.expedia.ca/Shawnee-Lodges.d157148-aaLodges.Travel-Guide-Accommodation) - [Resorts in Shawnee](https://www.expedia.ca/Shawnee-Resort-Hotels.d157148-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Sky Zone Indoor Trampoline Park](https://www.expedia.ca/Sky-Zone-Indoor-Trampoline-Park-Hotels.0-l553248621532648226-0.Travel-Guide-Filter-Hotels) - [Hotels near Tomahawk Hills Golf Course](https://www.expedia.ca/Tomahawk-Hills-Golf-Course-Hotels.0-l6323550-0.Travel-Guide-Filter-Hotels) - [Hotels near Towne Center Plaza](https://www.expedia.ca/Towne-Center-Plaza-Hotels.0-l6162577-0.Travel-Guide-Filter-Hotels) - [Hotels near University of Kansas Medical Center](https://www.expedia.ca/University-Of-Kansas-Medical-Center-Hotels.0-l6076504-0.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Westwood Hills](https://www.expedia.ca/Westwood-Hills-Mission-Hotels-Hilton-Hotels.0-n553248634983537944-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Westwood Hills Hotels](https://www.expedia.ca/Westwood-Hills-Mission-Hotels.0-n553248634983537944-0.Travel-Guide-Filter-Hotels) - [Motel 6 Hotels in Westwood](https://www.expedia.ca/Westwood-Mission-Hotels-Motel-6.0-n553248634983542944-0--bMotel6.Travel-Guide-Filter-Hotels) - [Westwood Hotels](https://www.expedia.ca/Westwood-Mission-Hotels.0-n553248634983542944-0.Travel-Guide-Filter-Hotels) - [Hotels near Wonderscope Children's Museum of Kansas City](https://www.expedia.ca/Wonderscope-Childrens-Museum-Of-Kansas-City-Hotels.0-l6323552-0.Travel-Guide-Filter-Hotels) - [Flights to Lenexa](https://www.expedia.ca/Cheap-Flights-To-Lenexa.d8402.Travel-Guide-Flights) - [Flights to Shawnee](https://www.expedia.ca/Cheap-Flights-To-Shawnee.d157148.Travel-Guide-Flights) - [Flights from Lenexa](https://www.expedia.ca/lp/flights/8402/flights-from-lenexa) - [Johnson County Community College](https://www.expedia.ca/Johnson-County-Community-College-Overland-Park.d6224723.Vacation-Attraction) - [Visit Rosedale](https://www.expedia.ca/Kansas-City-Rosedale.dx553248635976468949) - [Visit Lenexa](https://www.expedia.ca/Lenexa.dx8402) - [Visit Nall Hills](https://www.expedia.ca/Overland-Park-Nall-Hills.dx553248635976476272) - [Visit Prairie Village](https://www.expedia.ca/Prairie-Village.dx6004096) - [Sauer Castle](https://www.expedia.ca/Sauer-Castle-Shawnee-Heights.d6076496.Vacation-Attraction) - [Visit Lake Quivira](https://www.expedia.ca/Shawnee-Lake-Quivira.dx553248634983588754) - [Strawberry Hill Vacations](https://www.expedia.ca/Strawberry-Hill.d6338671.Destination-Travel-Guides) - [Budget Rental Cars in Lenexa](https://www.expedia.ca/Budget-Car-Rentals-In-Lenexa.d8402-c39.Car-Rental-Guide-Suppliers) - [Car rental Lenexa](https://www.expedia.ca/Car-Rentals-In-Lenexa.d8402.Car-Rental-Guide) - [Book Winery Hotels in Overland Park on Expedia.com](https://www.expedia.com/Overland-Park-Hotels-Winery-Hotel.0-0-d9042-tWineryHotel.Travel-Guide-Filter-Hotels)