Winterset Holidays
Book a Hotel + Flight or Car together to unlock savings
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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 2.610.564 ₫ per night from 29 Nov to 30 Nov
2.610.564 ₫
2.923.863 ₫ total
29 Nov - 30 Nov
includes taxes & fees
9.2/10 Wonderful! (710 reviews)
Nice place
Reviewed on 26 Nov 2025
Covered Bridge Inn
1312 Cedar Bridge Rd. Winterset IA
Fully refundableReserve now, pay when you stay
The price is 2.323.549 ₫ per night from 16 Dec to 17 Dec
2.323.549 ₫
2.556.141 ₫ total
16 Dec - 17 Dec
includes taxes & fees
9/10 Wonderful! (763 reviews)
The staff was helpful and kind, even asking if we needed help with our luggage. The room was very clean and spacious. We were very comfortable. Breakfast was a lot of variety, and tasted good. We found out you are a pet friendly motel, so on our next trip, we can bring our dog! A big plus!!!
Reviewed on 16 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 3.784.239 ₫ per night from 1 Dec to 2 Dec
3.784.239 ₫
4.238.347 ₫ total
1 Dec - 2 Dec
includes taxes & fees
9.4/10 Exceptional! (1,059 reviews)
Excellent stay as always! Amazing bar/speakeasy.
Reviewed on 23 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
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.
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.
