Winterset Holidays
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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 €105 per night from 24 Nov to 25 Nov
€105
24 Nov - 25 Nov
includes taxes & fees
9.2/10 Wonderful! (707 reviews)
only thing we disliked was the staff started putting away breakfast 15 minutes early and continued while we were eating, then getting the "stink eye" while eating from the staff.
Reviewed on 31 Oct 2025
Covered Bridge Inn
1312 Cedar Bridge Rd., Winterset, IA
Fully refundableReserve now, pay when you stay
The price is €66 per night from 13 Nov to 14 Nov
€66
13 Nov - 14 Nov
includes taxes & fees
9/10 Wonderful! (760 reviews)
Clean room staff breakfast
Reviewed on 8 Nov 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 €134 per night from 20 Nov to 21 Nov
€134
20 Nov - 21 Nov
includes taxes & fees
9.4/10 Exceptional! (1,035 reviews)
Such a cool historic hotel with modern conveniences but old time opulence. 2 restaurants. A very fine dining one. Reservations required. A wine/coffee bar that also serves breakfast and sandwiches. Breakfast isn't free but well worth paying. Also a speakeasy bar. We didn't get a chance to visit. ...
Reviewed on 9 Nov 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.
More trip options
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