Title: Visit Winterset: Best of Winterset Tourism | Expedia Travel Guide - 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) # Winterset ## Travel Guide ![Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀](https://mediaim.expedia.com/destination/2/830fc6762ccc71fc6b71a5e80242e57e.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀](https://mediaim.expedia.com/destination/2/830fc6762ccc71fc6b71a5e80242e57e.jpg) ![Photo by Mykayla Powell](https://mediaim.expedia.com/destination/2/0f2ac8eb680023e9626e56d98dc48255.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Mykayla Powell](https://mediaim.expedia.com/destination/2/0f2ac8eb680023e9626e56d98dc48255.jpg) ![Photo by Erik Rowley](https://mediaim.expedia.com/destination/2/9cdb3ece68354e181a9e58c9a55ff92f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Erik Rowley](https://mediaim.expedia.com/destination/2/9cdb3ece68354e181a9e58c9a55ff92f.jpg) ![Photo by Erik Rowley](https://mediaim.expedia.com/destination/2/31efdfd8d479cd38c090a569c6abb4e7.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Erik Rowley](https://mediaim.expedia.com/destination/2/31efdfd8d479cd38c090a569c6abb4e7.jpg) ## Visit Winterset Things to do - Winterset Hotel Deals - Vacation Rentals in Winterset ![Cobblestone Inn & Suites - Winterset, IA](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/f46e6906_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cobblestone Inn & Suites - Winterset, IA 1304 North 4th Avenue Winterset IA CA $111 CA $124 total Jan 4 - Jan 5 includes taxes & fees Book a stay at this business-friendly hotel in Winterset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ... 9.2/10 Wonderful! (712 reviews) Heater was good -- room very warm. Danish stale & dry. Eggs tasted powdered. Reviewed on Dec 13, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=10446857&PinnedHotelID=10446857&HadPinnedHotel=true®ionId=181516) ![Covered Bridge Inn](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/92067e48_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Covered Bridge Inn 1312 Cedar Bridge Rd. Winterset IA CA $134 CA $150 total Jan 4 - Jan 5 includes taxes & fees Stay at this motel in Winterset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ... 8.8/10 Excellent! (769 reviews) Was in town for a week for work. Great Lil Hotel well worth the Money. Staff were very Friendly. Reviewed on Dec 22, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=439956&PinnedHotelID=439956&HadPinnedHotel=true®ionId=181516) ![Stoney Creek Hotel Des Moines - Johnston](https://images.trvl-media.com/lodging/2000000/1160000/1152300/1152222/8b967b66_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Stoney Creek Hotel Des Moines - Johnston 5291 Stoney Creek Court Johnston IA CA $121 CA $135 total Jan 4 - Jan 5 includes taxes & fees Book a stay at this business-friendly hotel in Johnston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ... 8.8/10 Excellent! (1,797 reviews) The GM was very responsive... nice rooms and quaint Reviewed on Dec 26, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=1152222&PinnedHotelID=1152222&HadPinnedHotel=true®ionId=181516) [See all 560 properties in Winterset](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=02%2F01%2F2026&endDate=03%2F01%2F2026®ionId=181516) 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. ![The Little Brick House - Walkable to the Square Dining & Shopping](https://images.trvl-media.com/lodging/121000000/120280000/120275700/120275632/w1175h762x2y0-d258b5e2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Little Brick House - Walkable to the Square Dining & Shopping Winterset IA Stay at this vacation home in Winterset. Enjoy laundry facilities and air conditioning. Popular attractions John Wayne Birthplace Museum and Cutler-Donahoe Covered ... 10/10 Exceptional! (3 reviews) From the ease of booking and checkin this quaint bungalow was a fantastic find. Perfectly located in such a walkable fun town and lots of things to do. The house is perfectly appointed with just the right amount of furniture and amenities…it has the most comfortable beds and a completely home like ... Reviewed on Dec 25, 2025 [](https://expedia.ca/Winterset-Hotels-The-Little-Brick-House-Walkable-To-The-Square-Dining-Shopping.h120275632.Hotel-Information) ![2-bedroom vacation home just 3 minutes drive to Drake University](https://images.trvl-media.com/lodging/90000000/89790000/89780400/89780305/9fe8dcf4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 2-bedroom vacation home just 3 minutes drive to Drake University Des Moines IA Book a stay at this family-friendly vacation home in Des Moines. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Casey's Center and ... 9.8/10 Exceptional! (51 reviews) Excellent property and very accommodating host! I asked for ice and water when I arrived and there was plenty. Very cozy and lots of room. I loved the electric lounge chair to relax in at night. Convenient parking and nice safe neighborhood. Will definitely stay again! Thank you, Christina! Reviewed on Dec 10, 2025 [](https://expedia.ca/Des-Moines-Hotels-Quiet-2BR1BA-Hideaway-Near-Downtown.h89780305.Hotel-Information) ![ AMAZING & A PARTY BARN… HOT TUB, PL TBl, PNG PNG, & ARCADE! ACCESS TO POOLS!](https://images.trvl-media.com/lodging/60000000/59050000/59044100/59044008/0c5ccace_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### AMAZING & A PARTY BARN… HOT TUB, PL TBl, PNG PNG, & ARCADE! ACCESS TO POOLS! West Des Moines IA Book a stay at this family-friendly vacation home in West Des Moines. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Jordan Creek Town ... 9.8/10 Exceptional! (68 reviews) Impressive home! Great stay, I’d gladly come back. Reviewed on Nov 17, 2025 [](https://expedia.ca/Des-Moines-Hotels-PRIVATE-ACREAGE-IN-THE-CITY-W-Party-Building.h59044008.Hotel-Information) [See all properties in Winterset](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=181516&sort=VACATION_RENTAL) 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. ## Check Winterset hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=2026-01-01&endDate=2026-01-02)[Jan 1 - Jan 2](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=2026-01-01&endDate=2026-01-02) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=2026-01-02&endDate=2026-01-03)[Jan 2 - Jan 3](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=2026-01-02&endDate=2026-01-03) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026)[Jan 2 - Jan 4](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=09%2F01%2F2026&endDate=11%2F01%2F2026)[Jan 9 - Jan 11](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=09%2F01%2F2026&endDate=11%2F01%2F2026) ### Popular places to visit ![Roseman Bridge](https://mediaim.expedia.com/destination/2/830fc6762ccc71fc6b71a5e80242e57e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Roseman Bridge You can learn about the history of Winterset with a stop at Roseman Bridge. Make some time to visit the monuments while you're in the area. [](https://expedia.ca/Roseman-Bridge-Winterset.d6106002.Vacation-Attraction) ![Clark Tower](https://mediaim.expedia.com/destination/2/08e7776adb49ae8820b8b75a479be61f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Clark Tower You can find out about the history of Winterset with a stop at Clark Tower. Make some time to visit the shops while you're in the area. [](https://expedia.ca/Clark-Tower-Winterset.d553248621564886258.Vacation-Attraction) #### John Wayne Birthplace Museum You can spend an afternoon browsing the exhibits at John Wayne Birthplace Museum in Winterset. While you're in the area, wander around the natural setting. [](https://expedia.ca/John-Wayne-Birthplace-Museum-Winterset.d6105996.Vacation-Attraction) #### Madison County Courthouse Madison County Courthouse is just one of the places to see in Winterset, so why not enjoy the other things to explore during your travels? While you're in the area, wander around the natural setting. [](https://expedia.ca/Madison-County-Courthouse-Winterset.d6106008.Vacation-Attraction) #### The Winterset Stage You can enjoy a show at The Winterset Stage during your stay in Winterset. Make some time to visit the shops while you're in the area. [](https://expedia.ca/The-Winterset-Stage-Winterset.d553248621561929561.Vacation-Attraction) #### Cedar Bridge You can learn about the history of Winterset when you stop by Cedar Bridge. Make some time to visit the monuments while you're in the area. [](https://expedia.ca/Cedar-Bridge-Winterset.d6106000.Vacation-Attraction) - Cities near Winterset - Places of interest - [Des Moines Art Center ](https://expedia.ca/Des-Moines-Art-Center-Des-Moines.d6075020.Vacation-Attraction) - [West Glen Town Center ](https://expedia.ca/West-Glen-Town-Center-Des-Moines.d6220506.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app