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
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 31 Oct to 1 Nov
AU$160
31 Oct - 1 Nov
includes taxes & fees
9.2/10 Wonderful! (686 reviews)
"Extremely nice! Staff was excellent"

Reviewed on 5 Oct 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$100 per night from 1 Nov to 2 Nov
AU$100
1 Nov - 2 Nov
includes taxes & fees
9/10 Wonderful! (745 reviews)
"Staff friendly, excellent place nice and clean, comfy and great breakfast"

Reviewed on 8 Oct 2025

Covered Bridge Inn
Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West

2.5 out of 5
7225 Vista Dr, West Des Moines, IA
Fully refundableReserve now, pay when you stay
The price is AU$158 per night from 19 Oct to 20 Oct
AU$158
19 Oct - 20 Oct
includes taxes & fees
9/10 Wonderful! (1,013 reviews)
"This is a very nice hotel a good place to stay very friendly staff. Very nice decor."

Reviewed on 9 Oct 2025

Fairfield Inn and Suites by Marriott Des Moines West
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.