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

Cobblestone Inn & Suites - Winterset, IA

2.5 out of 5
1304 North 4th Avenue, Winterset, IA
The price is AU$151 per night from 31 Oct to 1 Nov
AU$151
31 Oct - 1 Nov
includes taxes & fees
9.2/10 Wonderful! (681 reviews)
"Very clean and a pleasant desk clerk."

Reviewed on 28 Sept 2025

Cobblestone Inn & Suites - Winterset, IA
Covered Bridge Inn

Covered Bridge Inn

2.5 out of 5
1312 Cedar Bridge Rd., Winterset, IA
Fully refundableReserve now, pay when you stay
The price is AU$98 per night from 1 Nov to 2 Nov
AU$98
1 Nov - 2 Nov
includes taxes & fees
9/10 Wonderful! (739 reviews)
"Nice little place"

Reviewed on 20 Sept 2025

Covered Bridge Inn
Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 out of 5
1000 Walnut St, Des Moines, IA
Fully refundableReserve now, pay when you stay
The price is AU$243 per night from 19 Oct to 20 Oct
AU$243
19 Oct - 20 Oct
includes taxes & fees
9.4/10 Exceptional! (1,037 reviews)
"Great space!"

Reviewed on 24 Sept 2025

Hotel Fort Des Moines, Curio Collection by Hilton
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.