
Winterset Holidays
Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀
- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top hotels in Winterset

Covered Bridge Inn
1312 Cedar Bridge Rd., Winterset, IA
Fully refundableReserve now, pay when you stay
The price is €85 per night from 10 Aug to 11 Aug
€85
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (713 reviews)
"The bed was comfy and I got a good night's sleep"
Reviewed on 31 Jul 2025

Cobblestone Inn & Suites - Winterset, IA
1304 North 4th Avenue, Winterset, IA
Fully refundableReserve now, pay when you stay
The price is €133 per night from 5 Aug to 6 Aug
€133
5 Aug - 6 Aug
includes taxes & fees
9.2/10 Wonderful! (656 reviews)
"Excellent value and convenient to spots of interest"
Reviewed on 1 Aug 2025

Hotel Fort Des Moines, Curio Collection by Hilton
1000 Walnut St, Des Moines, IA
Fully refundableReserve now, pay when you stay
The price is €133 per night from 24 Aug to 25 Aug
€133
24 Aug - 25 Aug
includes taxes & fees
9.4/10 Exceptional! (1,040 reviews)
"No"
Reviewed on 29 Jul 2025
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
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.
Frequently asked questions
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.