Title: Book the Best Winterset LUXURY Hotels - Upscale Hotels in Winterset, IA | Expedia.ca [Hotels in Winterset](https://expedia.ca/Winterset-Hotels.d181516.Travel-Guide-Hotels)[Vacation Rentals in Winterset](https://expedia.ca/Winterset-Vacation-Rentals.d181516.Travel-Guide-VacationRentals)[Flights to Winterset](https://expedia.ca/Cheap-Flights-To-Winterset.d181516.Travel-Guide-Flights)[Winterset Car Rentals](https://expedia.ca/Car-Rentals-In-Winterset.d181516.Car-Rental-Guide)[Winterset Vacation Packages](https://expedia.ca/Winterset.d181516.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/830fc6762ccc71fc6b71a5e80242e57e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀 # Find luxury hotels in Winterset, IA ![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 Winterset Luxury Hotels Tonight [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=181516&startDate=2025-10-06&endDate=2025-10-07&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=181516&startDate=2025-10-07&endDate=2025-10-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=181516&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=181516&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winterset Luxury Hotels ![Property entrance](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/92067e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/85a99793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/b2873398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/3668f607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Covered Bridge Inn Winterset 9.0/10 Wonderful (744) "Breakfast was top notch for the price." CA $82 CA $91 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Winterset-Hotels-Covered-Bridge-Inn.h439956.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=2025-10-20&endDate=2025-10-21®ionId=181516&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Winterset Hotel Reviews ![SpringHill Suites Des Moines West](//images.trvl-media.com/lodging/1000000/560000/554000/553975/2e2cdb05_y.jpg) ### SpringHill Suites Des Moines West 10/10 Excellent "Nice staff" [](https://expedia.ca/Des-Moines-Hotels-SpringHill-Suites-Des-Moines-West.h553975.Hotel-Information) ![Fairfield Inn and Suites by Marriott Des Moines West](//images.trvl-media.com/lodging/1000000/80000/77600/77590/01d93670_y.jpg) ### Fairfield Inn and Suites by Marriott Des Moines West 10/10 Excellent "Friendly staff and convenient to the highway." [](https://expedia.ca/Des-Moines-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Des-Moines-West.h77590.Hotel-Information) ![Wildwood Lodge](//images.trvl-media.com/lodging/8000000/7600000/7599000/7598985/c7d37989_y.jpg) ### Wildwood Lodge 10/10 Excellent "We enjoyed our stay! Very quiet and nice. We enjoyed relaxing around the fire pit and meeting other guests at the hotel. The area around the hotel is very nice with a variety of different shops. We will stay there again when in the Des Moines area." [](https://expedia.ca/Des-Moines-Hotels-Wildwood-Lodge.h7598985.Hotel-Information) ![Motel 6 West Des Moines, IA](//images.trvl-media.com/lodging/1000000/990000/986100/986072/e3428772_y.jpg) ### Motel 6 West Des Moines, IA 10/10 Excellent "We often stay at motel 6 because we have a dog and are often prepared for less than ideal conditions. This one was the best one we have ever stayed at, clean and while minimal amenities more than what we expected!" [](https://expedia.ca/Des-Moines-Hotels-Motel-6-West-Des-Moines.h986072.Hotel-Information) ![Days Inn & Suites by Wyndham Des Moines Airport](//images.trvl-media.com/lodging/1000000/50000/49900/49826/23994ff1_y.jpg) ### Days Inn & Suites by Wyndham Des Moines Airport 10/10 Excellent "Clean room " [](https://expedia.ca/Des-Moines-Hotels-Days-Inn-Suites-By-Wyndham-Des-Moines-Airport.h49826.Hotel-Information) ![Stoney Creek Hotel Des Moines - Johnston](//images.trvl-media.com/lodging/2000000/1160000/1152300/1152222/8b967b66_y.jpg) ### Stoney Creek Hotel Des Moines - Johnston 10/10 Excellent "Quick friendly check-in. Clean room, dated fixtures. Hallway carpet is loose in one spot and could be a trip hazard if you're not watching." [](https://expedia.ca/Des-Moines-Hotels-Stoney-Creek-Hotel-Des-Moines-Johnston.h1152222.Hotel-Information) ![Covered Bridge Inn](//images.trvl-media.com/lodging/1000000/440000/440000/439956/92067e48_y.jpg) ### Covered Bridge Inn 10/10 Excellent "Great people " [](https://expedia.ca/Winterset-Hotels-Covered-Bridge-Inn.h439956.Hotel-Information) ## Frequently asked questions ### Are you searching for the perfect hotel for your luxury holiday in Winterset? > Use Expedia to arrange your flight to Des Moines International Airport (DSM) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a vacation, so we make it easy to get what you'd like to make your stay special. If you want a posh hotel that has fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Winterset offers. Winterset has some interesting things to see and do including John Wayne Birthplace Museum and Madison County Courthouse, so you might want to take in the local sights during your visit. ### When can I expect good weather in Winterset? > Planning for the weather is a good way to make your trip to Winterset relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Winterset are January, February, November, and March, with each month seeing an average of 9 inches of snowfall. ### What's there to see and do in Winterset? > Experience Winterset and visit John Wayne Birthplace Museum, Madison County Courthouse, and The Winterset Stage. 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