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 €84 per night from 10 Aug to 11 Aug
€84
10 Aug - 11 Aug
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! (715 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 4 Aug 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 €132 per night from 10 Aug to 11 Aug
€132
10 Aug - 11 Aug
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! (659 reviews)
"Excellent value and convenient to spots of interest"

Reviewed on 1 Aug 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 €134 per night from 17 Aug to 18 Aug
€134
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! (1,009 reviews)
"Can’t say enough about the dining options on property. The café coffee is some of the best I’ve ever had. The mac & cheese there is to die for. And the daily happy hour at the upscale restaurant was also amazing. Staff was amazing and I certainly will never stay anywhere else in Iowa."

Reviewed on 6 Aug 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! (58 reviews)
3 night stay
"This place was perfect for our family group of 7 adults and 3 children.Plenty of room to spread out. We could be upstairs and cook, eat and hang out or be chilling in the basement playing pool or watching a movie.Home and kitchen was well stocked and even included complimentary coffee! The two sets ..."

Reviewed on 15 Jun 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 4 Aug 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 22 Jul 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

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