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 RM378 per night from 21 Jul to 22 Jul
RM378
RM415 total
21 Jul - 22 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! (702 reviews)
"Room was very clean and just fine, however breakfast had only one sausage link left, no potatoes or eggs, just waffles and pastries. They seem to be in the process of updating the property!"

Reviewed on 16 Jul 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 RM584 per night from 21 Jul to 22 Jul
RM584
RM654 total
21 Jul - 22 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! (652 reviews)
"This is a good hotel with nice staff that will go above and beyond in order to give you a pleasant stay. We liked that they had a bar, as well as breakfast. Comfy beds!"

Reviewed on 14 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 RM584 per night from 17 Aug to 18 Aug
RM584
RM654 total
17 Aug - 18 Aug
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! (1,003 reviews)
"2nd stay at this hotel and it is alot better Check in super fast Self park in garage behind hotel super easy Room clean Bathroom upgraded and nice Some street noise but expected in a busy downtown area"

Reviewed on 19 Jul 2025

Hotel Fort Des Moines, Curio Collection by Hilton
See all 516 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! (96 reviews)
"I love Iowa, Desmones."

Reviewed on 14 Jul 2025

Kasa Downtown Des Moines
See all 3,514 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