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.
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.
If you're planning a bit of sightseeing during your trip, head to Roseman Bridge— just one of the landmarks located 7.5 mi (12.1 km) from central Winterset.
If museums are on your list of things to see, then you might want to head to John Wayne Birthplace Museum, located in the heart of Winterset.If you want to experience more of the culture Winterset has to offer, head to Madison County Courthouse, The Winterset Stage, and Cedar Bridge.
Explore the birthplace of John Wayne at his childhood home, now a museum filled with memorabilia. Discover the famous covered bridges of Madison County, immortalized in literature and film.
Winterset is a beautiful little town with great options for eating, browsing, and shopping! Lots of history in this small area of Iowa!
Anonymous traveler
8.0/10
Good
The John Wayne Museum was excellent. We also enjoyed watching a classic film at the Iowa Theater.
Anonymous traveler
10.0/10
Excellent
Winterset is a delightful small town. People are friendly, there's great places to eat and so much history. Will recommend it to friends.
Monica
10.0/10
Excellent
We were there for the covered bridge quilt festival so thought the owner of hotel should have been well prepared with plenty of breakfast items. Cute town and friendly people.
Can I book refundable accommodations in Winterset?
If you're looking for the flexibility to change your travel plans to Winterset, most hotels offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Winterset be like during my vacation?
July and August are typically the warmest months in Winterset when the average temp is 72°F. January and February are the coldest months when the average temperature is 29°F. May and June are the months with the most rain.
Why should I book my Winterset hotel with Hotels.com?
There are lots of reasons to book your Winterset trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.
Find out more about Winterset
Find out more about Winterset
If you're looking for a place to get away, look no further than Winterset. Whether you're planning to stay for a night or for the week, the area around Winterset has accommodations to fit every need. Search for hotels in Winterset with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Winterset hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Winterset hotel deals are here with our lowest price guarantee.
