Title: Book the Best Greater South Side WINERY Hotels in 2025 | Expedia.ca [Vacation Rentals in Des Moines](https://expedia.ca/Des-Moines-Vacation-Rentals.d601690.Travel-Guide-VacationRentals)[Flights to Des Moines](https://expedia.ca/Cheap-Flights-To-Des-Moines.d601690.Travel-Guide-Flights)[Greater South Side Car Rentals](https://expedia.ca/Car-Rentals-In-Greater-South-Side.d553248635976468957.Car-Rental-Guide)[Greater South Side Vacations](https://expedia.ca/Greater-South-Side.d553248635976468957.Destination-Travel-Guides) ![Grays Lake which includes a lake or waterhole](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/268000/268861-Des-Moines.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Greater South Side, IA from CA $120 ![](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 Greater South Side Winery Hotels Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976468957&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976468957&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976468957&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976468957&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Greater South Side Winery Hotels ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/910000/906800/906757/3fc13a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/910000/906800/906757/02743800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/906800/906757/2482ce8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/910000/906800/906757/6f942135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Indianola Indianola 7.6/10 Good (506) "Very happy with the hospitality, very polite and accommodating. Great location and easy to find." CA $107 CA $120 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Des-Moines-Hotels-Quality-Inn-Indianola.h906757.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/23000000/22690000/22689900/22689811/04073782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22690000/22689900/22689811/7be013fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, desk, blackout drapes](https://images.trvl-media.com/lodging/23000000/22690000/22689900/22689811/b397336b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/23000000/22690000/22689900/22689811/2c8a57f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Pommier Indianola Indianola 9.2/10 Wonderful (418) "Excellent hotel. Everyone was nice and the room was spotless. Would highly recommend this hotel." CA $121 CA $136 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Des-Moines-Hotels-Hotel-Pommier.h22689811.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/10000000/9790000/9781500/9781455/e7f9fb30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed, Terrace | View from room](https://images.trvl-media.com/lodging/10000000/9790000/9781500/9781455/3032ec38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/10000000/9790000/9781500/9781455/2976bf0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/10000000/9790000/9781500/9781455/5d53b60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Des Lux Hotel Downtown Des Moines 9.6/10 Exceptional (1012) "Staff was amazing. Great place to stay." CA $213 CA $239 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Des-Moines-Hotels-Des-Lux-Hotel.h9781455.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/20000000/19410000/19403000/19402971/d9b08493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/20000000/19410000/19403000/19402971/e4ecbd39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/20000000/19410000/19403000/19402971/c546828d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/20000000/19410000/19403000/19402971/e19a0529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### My Place Hotel - Ankeny/ Des Moines, IA Ankeny 9.0/10 Wonderful (752) "Very nice place" CA $101 CA $120 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Des-Moines-Hotels-My-Place-Hotel-Ankeny-Des-Moines.h19402971.Hotel-Information) ![Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/45000000/44920000/44914200/44914120/5c0974c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/45000000/44920000/44914200/44914120/4ed60bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/45000000/44920000/44914200/44914120/fa8e47c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/45000000/44920000/44914200/44914120/34d6d27a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Surety Hotel, Autograph Collection Downtown Des Moines 9.4/10 Exceptional (1000) "Enjoyed the historic hotel,and excellent restaurant." CA $273 CA $306 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Des-Moines-Hotels-Surety-Hotel.h44914120.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/17000/16933/5f870b3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/20000/17000/16933/w4000h2662x0y0-b9dcf24b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 5 AM to midnight, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/17000/16933/ed967b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/17000/16933/56eb4ee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Des Moines Marriott Downtown Downtown Des Moines 8.8/10 Excellent (944) "Very nice property" CA $201 CA $225 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Des-Moines-Hotels-Des-Moines-Marriott-Downtown.h16933.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109910000/109908000/109907977/eba8e617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109910000/109908000/109907977/2cc94ff9.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/110000000/109910000/109908000/109907977/aa836835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109910000/109908000/109907977/518166ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hen House Country Living with Farm Life Appeal Indianola, IA Indianola 10/10 Exceptional (7) "Our host was amazing. Went above to make sure we had a great stay. Very personable..We both enjoyed visiting with her and learning more about the area. We will definitely return to the Hen House" CA $189 CA $265 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Indianola-Hotels-The-Hen-House-Country-Living-With-Farm-Life-Appeal.h109907977.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90930000/90929000/90928974/ef19ea0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90930000/90929000/90928974/594715c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90930000/90929000/90928974/eca2a319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/91000000/90930000/90929000/90928974/66d5f361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Remodeled Brick Home with wall Sculptures by the Airport Southwestern Hills 9.8/10 Exceptional (41) "Great place in a nice quiet neighborhood. " CA $188 CA $289 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Des-Moines-Hotels-Newly-Remodeled-Brick-Home-With-Wall-Sculptures-By-The-Airport.h90928974.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117430000/117425800/117425754/162297a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117430000/117425800/117425754/ba2fbedc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117430000/117425800/117425754/408c855b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/118000000/117430000/117425800/117425754/c2e7cbea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish, Modern and Posh Downtown Kirkwood Suite Escape Downtown Des Moines 10/10 Exceptional (1) "Check in progress was clear and easy to follow with parking included. The area is very close to restaurants and bars. We went to the farmers market which was just outside of the door. Great time will book again. " [](https://www.expedia.ca/Des-Moines-Hotels-Stylish.h117425754.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/109000000/109000000/108998200/108998176/bf9f7f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/109000000/108998200/108998176/12a1a3c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/109000000/109000000/108998200/108998176/0e55b296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/109000000/109000000/108998200/108998176/3a6875d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Love Shack | Spacious Family Getaway • 5BR/3BA • 10 Mins to Downtown Windsor Heights 10/10 Exceptional (10) "Great house for our family to stay and gather between weddings events! Easy to get to and had lots of space to hang out. " CA $224 CA $610 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Des-Moines-Hotels-The-Love-Shack-Spacious-Family-Getaway.h108998176.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=2025-10-27&endDate=2025-10-28®ionId=553248635976468957&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Greater South Side Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Des Moines](https://www.expedia.ca/5Star-Des-Moines-Hotels.s50-0-d601690.Travel-Guide-Filter-Hotels) - [Hotels near 801 Grand](https://www.expedia.ca/801-Grand-Hotels.0-l6075062-0.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Court District](https://www.expedia.ca/Court-District-Des-Moines-Hotels-Hotels-With-Free-Airport-Shuttle.0-n6170624-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Court District](https://www.expedia.ca/Court-District-Des-Moines-Hotels-Waterpark-Hotels.0-n6170624-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Court District Hotels](https://www.expedia.ca/Court-District-Des-Moines-Hotels.0-n6170624-0.Travel-Guide-Filter-Hotels) - 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[Flights from Des Moines](https://www.expedia.ca/lp/flights/601690/flights-from-des-moines) - [Flights from Buffalo (BUF) to Des Moines (DSM)](https://www.expedia.ca/lp/flights/buf/dsm/buffalo-to-des-moines) - [Flights from Detroit (DTW) to Des Moines (DSM)](https://www.expedia.ca/lp/flights/dtw/dsm/detroit-to-des-moines) - [Flights from Lima (LIM) to Des Moines (DSM)](https://www.expedia.ca/lp/flights/lim/dsm/lima-to-des-moines) - [Flights from Minot (MOT) to Des Moines (DSM)](https://www.expedia.ca/lp/flights/mot/dsm/minot-to-des-moines) - [Flights from Minneapolis (MSP) to Des Moines (DSM)](https://www.expedia.ca/lp/flights/msp/dsm/minneapolis-to-des-moines) - [Flights from Chicago (ORD) to Des Moines (DSM)](https://www.expedia.ca/lp/flights/ord/dsm/chicago-to-des-moines) - [Flights from Seattle (SEA) to Des Moines (DSM)](https://www.expedia.ca/lp/flights/sea/dsm/seattle-to-des-moines) - [Flights from Syracuse (SYR) to Des Moines (DSM)](https://www.expedia.ca/lp/flights/syr/dsm/syracuse-to-des-moines) - 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[Visit Iowa](https://www.expedia.ca/Iowa.dx217) - [John and Mary Pappajohn Sculpture Park](https://www.expedia.ca/John-And-Mary-Pappajohn-Sculpture-Park-Downtown-Des-Moines.d6287745.Vacation-Attraction) - [Principal Park](https://www.expedia.ca/Principal-Park-Downtown-Des-Moines.d6075046.Vacation-Attraction) - [Ruan Center](https://www.expedia.ca/Ruan-Center-Downtown-Des-Moines.d6210743.Vacation-Attraction) - [Wells Fargo Arena](https://www.expedia.ca/Wells-Fargo-Arena-Downtown-Des-Moines.d6075036.Vacation-Attraction) - [Rental cars Des Moines Intl. airport](https://www.expedia.ca/Car-Rentals-In-Des-Moines-Intl.d5067588.Car-Rental-Guide) - [Car rentals near Des Moines](https://www.expedia.ca/Car-Rentals-In-Des-Moines.d601690.Car-Rental-Guide) - [Des Moines Vacation Rentals](https://www.expedia.ca/Des-Moines-Vacation-Rentals.d601690.Travel-Guide-VacationRentals) - [Book Hotels in Greater South Side on Expedia.com](https://www.expedia.com/Greater-South-Side-Des-Moines-Hotels-Winery-Hotel.0-n553248635976468957-0-tWineryHotel.Travel-Guide-Filter-Hotels)