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 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) ![#adventure Built in 1883 by Harvey P. Jones and George K. Foster, Roseman is 107 feet in length and sits in its original location. It was renovated in 1992 at a cost of $152,515. In Robert James Waller’s novel, The Bridges of Madison County, and the movie of the same name, Roseman is the bridge Robert Kincaid seeks when he stops at Francesca Johnson’s home for directions. It is also where Francesca leaves her note inviting him to dinner. Also known as the “haunted” bridge, Roseman is where two sheriff’s posses trapped a county jail escapee in 1892. It is said the man rose up straight through the roof of the bridge, uttering a wild cry, and disappeared. He was never found, and it was decided that anyone capable of such a feat must be innocent.](https://images.trvl-media.com/place/181516/0db6789c-d6ae-4170-b40d-d23684e3e99d.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/f46e6906_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cobblestone Inn & Suites - Winterset, IA 1304 North 4th Avenue Winterset IA £70 17 Feb - 18 Feb 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! (716 reviews) Clean rooms. Friendly staff and easy to find Reviewed on 18 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=17%2F02%2F2026&endDate=18%2F02%2F2026&selected=10446857&PinnedHotelID=10446857&HadPinnedHotel=true®ionId=181516) ![Hotel Fort Des Moines, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/10000/9400/9375/9e4e0ef2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Fort Des Moines, Curio Collection by Hilton 1000 Walnut St Des Moines IA £111 25 Feb - 26 Feb includes taxes & fees Stay at this luxury hotel in Des Moines. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean rooms in ... 9.4/10 Exceptional! (1,078 reviews) Room was great staff were very kind had to leave due to family emergency huge thank you to the staff that helped out that night and got my car out of valet for me will be coming back soon!! Reviewed on 1 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=9375&PinnedHotelID=9375&HadPinnedHotel=true®ionId=181516) ![Home2 Suites by Hilton Des Moines at Drake University](https://images.trvl-media.com/lodging/49000000/48260000/48251500/48251406/b9f3330e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Home2 Suites by Hilton Des Moines at Drake University 2650 University Ave. Des Moines IA £74 15 Feb - 16 Feb includes taxes & fees Stay at this business-friendly hotel in Des Moines. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ... 9.2/10 Wonderful! (1,010 reviews) Clean, spacious, great amenities, and the sheets were super soft. Reviewed on 5 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=48251406&PinnedHotelID=48251406&HadPinnedHotel=true®ionId=181516) [See all 557 properties in Winterset](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=08%2F02%2F2026&endDate=09%2F02%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 holiday home in Winterset. Enjoy laundry facilities and air conditioning. Popular attractions John Wayne Birthplace Museum and Cutler-Donahoe Covered ... 10/10 Exceptional! (5 reviews) An absolutely wonderful place to stay. Comfortable beds, great living room space to relax, and although we didn't really use the kitchen, it was one of the best stocked ones in all of our stays in VRBOs. Definitely will stay here again when in the area! Reviewed on 12 Jan 2026 [](https://expedia.co.uk/Winterset-Hotels-The-Little-Brick-House-Walkable-To-The-Square-Dining-Shopping.h120275632.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 ... 9.6/10 Exceptional! (73 reviews) We had lots of fun. Several things broken and not real clean. But still had lots of fun. Reviewed on 5 Jan 2026 [](https://expedia.co.uk/Des-Moines-Hotels-CHEAP-WEEKDAYS-ARCADE.h34149649.Hotel-Information) ![SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!](https://images.trvl-media.com/lodging/92000000/91740000/91731000/91730930/cfbdd00a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!! Des Moines IA Stay at this family-friendly holiday home in Des Moines. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Our guests praise the helpful staff in their ... 9.2/10 Wonderful! (68 reviews) The house was extremely well-stocked and had tons of space for our group. Everyone enjoyed the activities in the basement! Reviewed on 21 Jan 2026 [](https://expedia.co.uk/Des-Moines-Hotels-SO-MUCH-FUN-ARCADE.h91730930.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=2026-02-07&endDate=2026-02-08)[7 Feb - 8 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=2026-02-07&endDate=2026-02-08) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=2026-02-08&endDate=2026-02-09)[8 Feb - 9 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=2026-02-08&endDate=2026-02-09) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)[13 Feb - 15 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=181516&startDate=13%2F02%2F2026&endDate=15%2F02%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) ![Clark Tower is one of my favorite spots. 3 levels, spiral stairs and beautiful stone. ](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) ![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) #### 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) - [Sky Zone Indoor Trampoline Park ](https://expedia.co.uk/Sky-Zone-Indoor-Trampoline-Park-Des-Moines.d553248621532649070.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