Winterset, IA

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 ₩123,262 per night from Aug 10 to Aug 11
₩123,262
₩135,588 total
Aug 10 - Aug 11
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! (713 reviews)
"The bed was comfy and I got a good night's sleep"

Reviewed on Jul 31, 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 ₩190,697 per night from Aug 6 to Aug 7
₩190,697
₩213,577 total
Aug 6 - Aug 7
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! (656 reviews)
"Excellent value and convenient to spots of interest"

Reviewed on Aug 1, 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 ₩190,710 per night from Aug 24 to Aug 25
₩190,710
₩213,595 total
Aug 24 - Aug 25
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! (1,006 reviews)
"Lobby beautiful and photogenic. Old time elevators. Nice restaurant. So fun@"

Reviewed on Aug 2, 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 WiFi, a business center, and laundry facilities. Popular attractions Casey's Center ...
9.2/10 Wonderful! (97 reviews)
"I liked that the property was close to the sky walk. Areas that need improvement: rugs in both bathrooms, needed nonslip covers in both tubs, more towel rods or hooks in bathroom to hand robes and towels, both rooms need nightstands, and main living area needed a table."

Reviewed on Aug 4, 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 3,546 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

#adventure Built in 1883 by Harvey P. Jones and George K. Foster, Roseman is 107 feet in length and sits in its original location. It was renovated in 1992 at a cost of $152,515. In Robert James Waller’s novel, The Bridges of Madison County, and the movie of the same name, Roseman is the bridge Robert Kincaid seeks when he stops at Francesca Johnson’s home for directions. It is also where Francesca leaves her note inviting him to dinner. Also known as the “haunted” bridge, Roseman is where two sheriff’s posses trapped a county jail escapee in 1892. It is said the man rose up straight through the roof of the bridge, uttering a wild cry, and disappeared. He was never found, and it was decided that anyone capable of such a feat must be innocent.

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
On a stop over going to Whistler Mountain #blue #wanderwoman #Canada #takemeback

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