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 ฿2,878 per night from 18 Aug to 19 Aug
฿2,878
฿3,166 total
18 Aug - 19 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! (716 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 ฿4,452 per night from 14 Aug to 15 Aug
฿4,452
฿4,987 total
14 Aug - 15 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! (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 ฿4,508 per night from 17 Aug to 18 Aug
฿4,508
฿5,049 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! (1,006 reviews)
"Nice property. Great location in downtown, very walkable. Checked in late with no problems. Would certainly stay here again"

Reviewed on 9 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.
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 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 4 Aug 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 3,548 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

4/5(1 review)

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