Winterset Travel Guide

Tourist 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 ฿3,567 per night from 4 Aug to 5 Aug
฿3,567
฿3,924 total
4 Aug - 5 Aug
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! (708 reviews)
"Check in was good. Room was clean and has been remodeled. I am well pleased with everything."

Reviewed on 23 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 ฿4,506 per night from 4 Aug to 5 Aug
฿4,506
฿5,047 total
4 Aug - 5 Aug
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! (654 reviews)
"Great Staff and Excellent Facility Made Up for One Minor Inconvenience. This hotel was built in 2015, and is still very well kept. Try to get a room facing the back, as there is a field of wildflowers (with housing beyond). Our room was clean and tidy and very comfortable. Super nice staff! On Sunday ..."

Reviewed on 27 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 ฿4,506 per night from 17 Aug to 18 Aug
฿4,506
฿5,047 total
17 Aug - 18 Aug
includes taxes & fees
Stay at this 4.5-star luxury hotel in Des Moines. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,032 reviews)
"This is one of the nicest hotels I’ve ever stayed at. Absolutely beautiful historic building with a grand scale and fully updated modern rooms. The design and comfort is impeccable. Large room and bathroom, but not so large that it isn’t cozy. Perfect in my opinion. The onsite dining options are ..."

Reviewed on 28 Jul 2025

Hotel Fort Des Moines, Curio Collection by Hilton
See all 529 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 Wi-Fi, a business centre 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
2 Mi to Main St: Newton Guest House

2 Mi to Main St: Newton Guest House

3 out of 5
Newton
Stay at this 3-star business-friendly apartment in Newton. Enjoy free parking and air conditioning. Popular attractions Aurora Park and Agnes Patterson Memorial ...
2 Mi to Main St: Newton Guest House
See all 3,539 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

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