Title: Winterset Travel Guide: Best of Winterset, Iowa Travel 2026 | Expedia.co.uk [Hotels in Winterset](https://expedia.co.uk/Winterset-Hotels.d181516.Travel-Guide-Hotels)[Holiday Rentals in Winterset](https://expedia.co.uk/Winterset-Holiday-Rentals.d181516.Travel-Guide-HolidayRentals)[Flights to Winterset](https://expedia.co.uk/Cheap-Flights-To-Winterset.d181516.Travel-Guide-Flights)[Winterset Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winterset.d181516.Car-Hire-Guide)[Winterset Holidays](https://expedia.co.uk/Winterset.d181516.Holidays-City-Breaks) # Winterset Travel Guide ## Tourist Guide ![hogback covered bridge, summer](https://images.trvl-media.com/place/181516/90035273-eecd-464a-9310-9199852de9b9.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Hogback Bridge over North River - Winterset, Iowa](https://images.trvl-media.com/place/181516/606f5a08-a1cc-4347-86f1-a152642bbaad.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Hogback Bridge, Covered Bridges Scenic Byway, Iowa](https://images.trvl-media.com/place/181516/e1a24255-8145-418f-b0ae-d93c92c4554d.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Winterset](https://images.trvl-media.com/place/181516/0db6789c-d6ae-4170-b40d-d23684e3e99d.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Winterset](https://images.trvl-media.com/place/181516/7087685b-252d-4bd1-8055-715a1f61c475.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Winterset Things to do - Top hotels in Winterset - Top Holiday Rentals in Winterset ![Cobblestone Inn & Suites - Winterset, IA](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/221411cd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cobblestone Inn & Suites - Winterset, IA 1304 North 4th Avenue Winterset IA £75 31 Mar - 1 Apr includes taxes & fees Stay at this business-friendly hotel in Winterset. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ... 9.2/10 Wonderful! (723 reviews) Not really Reviewed on 28 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=31%2F03%2F2026&endDate=01%2F04%2F2026&selected=10446857&PinnedHotelID=10446857&HadPinnedHotel=true®ionId=181516) ![Covered Bridge Inn](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/cf139e75_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Covered Bridge Inn 1312 Cedar Bridge Rd. Winterset IA £59 30 Mar - 31 Mar includes taxes & fees Stay at this motel in Winterset. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ... 9/10 Wonderful! (782 reviews) The room was clean and comfortable and climate control worked well. The pet fee was reasonable, BUT there needs to be more parking lot lighting to make it safe to walk dogs, and there needs to be a trash container for bagged pet waste. The lack of lighting was a BIG problem. Only one working outdoor ... Reviewed on 23 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=30%2F03%2F2026&endDate=31%2F03%2F2026&selected=439956&PinnedHotelID=439956&HadPinnedHotel=true®ionId=181516) ![Modern home on acreage with pond, trails, rolling hills, and sunset views](https://images.trvl-media.com/lodging/124000000/123350000/123347300/123347234/ec72ec44_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Modern home on acreage with pond, trails, rolling hills, and sunset views Winterset IA Stay at this holiday home in Winterset. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Imes Bridge and John Wayne Birthplace Museum are ... [Get rates](https://expedia.co.uk/Hotel-Search?startDate=11%2F04%2F2026&endDate=12%2F04%2F2026&selected=123347234&PinnedHotelID=123347234&HadPinnedHotel=true®ionId=181516) [](https://expedia.co.uk/Hotel-Search?startDate=11%2F04%2F2026&endDate=12%2F04%2F2026&selected=123347234&PinnedHotelID=123347234&HadPinnedHotel=true®ionId=181516) [See all 562 properties in Winterset](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=29%2F03%2F2026&endDate=30%2F03%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/121000000/120280000/120275700/120275632/98ecd848_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Little Brick House - Walkable to the Square Dining & Shopping Winterset IA Stay at this holiday home in Winterset. Enjoy laundry facilities and air conditioning. Popular attraction John Wayne Birthplace Museum is located nearby. 10/10 Exceptional! (7 reviews) Oh my goodness where do I begin?Very clean, beautifully updated bungalow with all the charm possible! All the basic things you need for a stay are available, one of the BEST stocked kitchen with not only utensils but cooking basics. Comfortable king bed (only 2 of us) but both bedrooms lovely! LOVED ... Reviewed on 18 Mar 2026 [](https://expedia.co.uk/Winterset-Hotels-The-Little-Brick-House-Walkable-To-The-Square-Dining-Shopping.h120275632.Hotel-Information) ![Modern home on acreage with pond, trails, rolling hills, and sunset views](https://images.trvl-media.com/lodging/124000000/123350000/123347300/123347234/ec72ec44_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Modern home on acreage with pond, trails, rolling hills, and sunset views Winterset IA Stay at this holiday home in Winterset. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Imes Bridge and John Wayne Birthplace Museum are ... [](https://expedia.co.uk/Winterset-Hotels-Modern-Barndominium-Acreage-With-Pond.h123347234.Hotel-Information) ![LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!](https://images.trvl-media.com/lodging/35000000/34150000/34149700/34149649/647e4df9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS! Waukee IA Stay at this golf holiday home in Waukee. Enjoy a garden, laundry facilities and a pool table. Popular attractions Jordan Creek Town Center and Hawthorne Center ... 9.8/10 Exceptional! (81 reviews) Great stay overall! The property was clean, comfortable, and exactly as described. Everything we needed was provided. Would definitely stay here again. Reviewed on 20 Mar 2026 [](https://expedia.co.uk/Des-Moines-Hotels-CHEAP-WEEKDAYS-ARCADE.h34149649.Hotel-Information) [See all properties in Winterset](https://expedia.co.uk/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.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=2026-03-28&endDate=2026-03-29)[28 Mar - 29 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=2026-03-28&endDate=2026-03-29) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=2026-03-29&endDate=2026-03-30)[29 Mar - 30 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=2026-03-29&endDate=2026-03-30) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026)[3 Apr - 5 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026) ### Popular places to visit ![An Old Red Covered Bridge Over A River](https://images.trvl-media.com/place/6106002/bc7c33e9-3c64-4891-af8a-c0a6aa038c0b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Roseman Bridge You can learn about the history of Winterset when you stop by Roseman Bridge. Make some time to visit the monuments while you're in the area. [](https://expedia.co.uk/Roseman-Bridge-Winterset.d6106002.Attraction) ![An Old Red Covered Bridge](https://images.trvl-media.com/place/6105998/a0690ba6-fa48-4b31-81ec-dda70e39943c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Holliwell Bridge Learn about the local history of Winterset when you take a trip to Holliwell Bridge. Make some time to visit the monuments while you're in the area. [](https://expedia.co.uk/Holliwell-Bridge-Winterset.d6105998.Attraction) ![Clark Tower](https://images.trvl-media.com/place/181516/baa8c8c4-f22a-403f-ac61-135bce9a9e0d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Clark Tower You can find out about the history of Winterset with a trip to Clark Tower. Make some time to visit the shops while you're in the area. [](https://expedia.co.uk/Clark-Tower-Winterset.d553248621564886258.Attraction) ![Cedar Bridge under trees - Winterset, Iowa](https://images.trvl-media.com/place/6106000/34284961-51f0-4352-b93e-3261b4a6419c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cedar Bridge You can learn about the history of Winterset with a trip to Cedar Bridge. Make some time to visit the monuments while you're in the area. [](https://expedia.co.uk/Cedar-Bridge-Winterset.d6106000.Attraction) #### John Wayne Birthplace Museum You can spend an afternoon studying the exhibits at John Wayne Birthplace Museum in Winterset. While you're in the area, wander around the natural setting. [](https://expedia.co.uk/John-Wayne-Birthplace-Museum-Winterset.d6105996.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.co.uk/Madison-County-Courthouse-Winterset.d6106008.Attraction) - Cities near Winterset - Places of interest - [John Wayne Birthplace Museum ](https://expedia.co.uk/John-Wayne-Birthplace-Museum-Winterset.d6105996.Attraction) - [Gray’s Lake Park ](https://expedia.co.uk/Grays-Lake-Park-Greater-South-Side.d6287760.Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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