Winterset Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Winterset
Cobblestone Inn & Suites - Winterset, IA
1304 North 4th Avenue Winterset IA
Fully refundableReserve now, pay when you stay
The price is 3.078.358 ₫ per night from 7 Jun to 8 Jun
3.078.358 ₫
3.447.793 ₫ total
7 Jun - 8 Jun
includes taxes & fees
9.2/10 Wonderful! (745 reviews)
"Room was very clean and staff was friendly!"
Reviewed on 30 May 2026
Covered Bridge Inn
1312 Cedar Bridge Rd. Winterset IA
The price is 2.672.611 ₫ per night from 3 Jun to 4 Jun
2.672.611 ₫
2.993.366 ₫ total
3 Jun - 4 Jun
includes taxes & fees
9/10 Wonderful! (791 reviews)
"In the middle of renovations but was hardly noticeable. Everyone was super kind and friendly. Very quiet. Decent breakfast in an out of the way room."
Reviewed on 27 May 2026
Hotel Fort Des Moines, Curio Collection by Hilton
1000 Walnut St Des Moines IA
Fully refundableReserve now, pay when you stay
The price is 3.775.916 ₫ per night from 28 Jun to 29 Jun
3.775.916 ₫
4.229.026 ₫ total
28 Jun - 29 Jun
includes taxes & fees
9.6/10 Exceptional! (1,169 reviews)
"Clean and really nice"
Reviewed on 1 Jun 2026
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
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.
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.
Holliwell Bridge
Learn about the local history of Winterset when you take a trip to Holliwell Bridge. Make some time to visit the monuments while you're in the area.
