Winterset

Travel Guide

Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀
Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀
Photo by Mykayla Powell
Photo by Mykayla Powell
Photo by Erik Rowley
Photo by Erik Rowley
Photo by Erik Rowley
Photo by Erik Rowley
Covered Bridge Inn
Covered Bridge Inn
2.5 out of 5
1312 Cedar Bridge Rd., Winterset, IA
The price is S$125 per night from 13 Jul to 14 Jul
S$125
13 Jul - 14 Jul
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 ...
9/10 Wonderful! (698 reviews)
"Breakfast was good. Not a fan of the condiments like the butter being a shared tub that everyone stuck the knife into. If you don't know how the Waffle maker works and how much batter to put in. You will struggle with this. But overall a very nice place to stay."

Reviewed on 30 Jun, 2025

Covered Bridge Inn
Cobblestone Inn & Suites - Winterset, IA
Cobblestone Inn & Suites - Winterset, IA
2.5 out of 5
1304 North 4th Avenue, Winterset, IA
The price is S$189 per night from 13 Jul to 14 Jul
S$189
13 Jul - 14 Jul
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! (645 reviews)
"Lovely hotel on the edge of Winterset with large and airy rooms. Staff were friendly and helpful at all times. The constant supply of excellent coffee was great too. Easy parking. Thought it excellent value for money for a woman travelling alone!"

Reviewed on 7 Jul, 2025

Cobblestone Inn & Suites - Winterset, IA
Hotel Fort Des Moines, Curio Collection by Hilton
Hotel Fort Des Moines, Curio Collection by Hilton
4.5 out of 5
1000 Walnut St, Des Moines, IA
The price is S$197 per night from 21 Jul to 22 Jul
S$197
21 Jul - 22 Jul
includes taxes & fees
Stay at this 4.5-star luxury hotel in Des Moines. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,018 reviews)
Downtown hotel
"Really nice historic hotel in downtown. Good value for the price. On a quiet street with not much to walk around and do. Carpet was dingy and stained. Housekeeping showed up once the 3 nights we were there to see if we needed anything. It wasn’t explained to us at check in that we wouldn’t get service ..."

Reviewed on 8 Jul, 2025

Hotel Fort Des Moines, Curio Collection by Hilton
See all 520 properties in Winterset
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.
Kasa Downtown Des Moines
Kasa Downtown Des Moines
4 out of 5
550 Watson Powell Junior Way, Des Moines, IA
Stay at this 4-star business-friendly aparthotel in Des Moines. Enjoy free WiFi, a business center, and laundry facilities. Popular attractions Wells Fargo Arena ...
9.2/10 Wonderful! (92 reviews)
"Great, modern & great location."

Reviewed on 7 Jul, 2025

Kasa Downtown Des Moines
See all 3,504 properties in Iowa
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.

Popular places to visit

Roseman Bridge

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.

Roseman Bridge
Clark Tower

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.

Clark Tower

John Wayne Birthplace Museum

4/5(1 review)

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.

John Wayne Birthplace Museum

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.

Madison County Courthouse

The Winterset Stage

You can get tickets for a performance at The Winterset Stage during your trip to Winterset. Make some time to visit the shops while you're in the area.

The Winterset Stage

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.

Cedar Bridge