
Winterset Holidays
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Your Winterset Holiday
There's no better way to get away than with one of our holiday packages to Winterset. The rich history and friendly locals are a couple of the compelling reasons to visit this captivating city. Fill your free time with visits to John Wayne Birthplace Museum, The Winterset Stage and Clark Tower, some of the top attractions you should see during a trip to Winterset. A couple of quick clicks is all it takes to craft the ultimate Winterset holiday on Expedia.
Winterset Holiday
Winterset Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Des Moines Intl. Airport (DSM) |
Population | 5,200 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | The Winterset Stage, Pammel State Park and Roseman Bridge |
Our pick of the best Winterset Hotel Deals

Cobblestone Inn & Suites - Winterset, IA
1304 North 4th Avenue, Winterset, IA
Fully refundableReserve now, pay when you stay
The price is AU$233 per night from 28 Aug to 29 Aug
AU$233
28 Aug - 29 Aug
includes taxes & fees
9.2/10 Wonderful! (667 reviews)
"Always great!"
Reviewed on 16 Aug. 2025

Covered Bridge Inn
1312 Cedar Bridge Rd., Winterset, IA
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 26 Aug to 27 Aug
AU$151
26 Aug - 27 Aug
includes taxes & fees
9/10 Wonderful! (720 reviews)
"Only stayed one night . The beds were comfortable the room was clean and I would definitely stay there again."
Reviewed on 17 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 AU$242 per night from 24 Aug to 25 Aug
AU$242
24 Aug - 25 Aug
includes taxes & fees
9.4/10 Exceptional! (1,010 reviews)
"Very cool restored historic hotel."
Reviewed on 17 Aug. 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.
Discover the most popular places to visit in Winterset

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.
Frequently asked questions
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.