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 ￥13,153 per night from Aug 17 to Aug 18
￥13,153
￥14,468 total
Aug 17 - Aug 18
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! (718 reviews)
"The workers were so kind and helpful! We were there for a music festival so they were booked up, but when we called and requested an earlier checkin time they were flexible and made it happen for us! The staff are very accommodating and you can tell that they want their guests to be comfortable and ..."

Reviewed on Aug 4, 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 ￥16,629 per night from Aug 16 to Aug 17
￥16,629
￥18,624 total
Aug 16 - Aug 17
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! (661 reviews)
"Nice hotel"

Reviewed on Aug 10, 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 ￥20,602 per night from Aug 17 to Aug 18
￥20,602
￥23,075 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! (1,018 reviews)
"Beautiful place. Would recommend!"

Reviewed on Aug 12, 2025

Hotel Fort Des Moines, Curio Collection by Hilton
See all 532 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.
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!

LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!

Waukee
Book a stay at this golf vacation home in Waukee. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Jordan Creek Town Center and Maple ...
9.6/10 Exceptional! (61 reviews)
Great overnight for our team during a 2-day Camp
"There was a lot of room to spread out. Three bathrooms was a big bonus. Had a great space in the living room for our team meeting, and everyone liked hanging out together in the spacious basement. Enjoyed breakfast all together, with plenty of seating. Nice to have Hy-Vee nearby to grab breakfast ..."

Reviewed on Aug 9, 2025

LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Comfortable and Spacious 3 Bedroom Home

Comfortable and Spacious 3 Bedroom Home

West Des Moines
Stay at this vacation home in West Des Moines. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Jordan Creek Town Center and Valley Stadium ...
9.6/10 Exceptional! (55 reviews)
"Neighborhood was great along with how close all the shopping and entertainment was!"

Reviewed on Aug 4, 2025

Comfortable and Spacious 3 Bedroom Home
Walnut Place a Charming Home in Historic Valley Junction area of West Des Moines

Walnut Place a Charming Home in Historic Valley Junction area of West Des Moines

West Des Moines
Book a stay at this family-friendly vacation home in West Des Moines. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Casey's Center ...
9.4/10 Exceptional! (175 reviews)
"Lovely place to stay! Well cared for and lots of amenities. Thank you for such a charming place to rest while we were visiting Des Moines!"

Reviewed on Jul 22, 2025

Walnut Place a Charming Home in Historic Valley Junction area of West Des Moines
See all 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.

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