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
Fully refundableReserve now, pay when you stay
The price is P5,085 per night from Jul 27 to Jul 28
P5,085
P5,593 total
Jul 27 - Jul 28
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! (706 reviews)
"Check in was good. Room was clean and has been remodeled. I am well pleased with everything."

Reviewed on Jul 23, 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
Fully refundableReserve now, pay when you stay
The price is P7,803 per night from Jul 27 to Jul 28
P7,803
P8,739 total
Jul 27 - Jul 28
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 Jul 14, 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 P7,867 per night from Aug 17 to Aug 18
P7,867
P8,811 total
Aug 17 - Aug 18
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! (1,025 reviews)
Awesome for a couple’s night
"We only stayed one night but loved this hotel. Neat decor, comfy bed and lots of space in our king room."

Reviewed on Jul 25, 2025

Hotel Fort Des Moines, Curio Collection by Hilton
See all 527 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 Jul 14, 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 3,541 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 with a stop at 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 stop at 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 browsing 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 enjoy a show at The Winterset Stage during your stay in 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 when you stop by Cedar Bridge. Make some time to visit the monuments while you're in the area.

Cedar Bridge