Winterset, IA

Travel Guide

hogback covered bridge, summer
Hogback Bridge over North River - Winterset, Iowa
Hogback Bridge, Covered Bridges Scenic Byway, Iowa
Winterset
Winterset
Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

2.5 out of 5
1304 North 4th Avenue Winterset IA
$108 nightly
The price is $121 total per night from Jun 7 to Jun 8
$121 total
Jun 7 - Jun 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Winterset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (732 reviews)
The room was clean and spacious

Reviewed on May 1, 2026

Cobblestone Inn & Suites - Winterset, IA
Covered Bridge Inn

Covered Bridge Inn

2.5 out of 5
1312 Cedar Bridge Rd. Winterset IA
$113 nightly
The price is $126 total per night from May 9 to May 10
$126 total
May 9 - May 10
Total with taxes and fees
Stay at this motel in Winterset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9/10 Wonderful! (785 reviews)
Our stay was very pleasant. The variety of choices at breakfast was actually quite a surprise! Great job!

Reviewed on Mar 30, 2026

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
$130 nightly
The price is $146 total per night from May 24 to May 25
$146 total
May 24 - May 25
Total with taxes and fees
Book a stay at this luxury hotel in Des Moines. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (1,135 reviews)
We absolutely loved everything about our stay. The hotel was beautifully renovated keeping the charm and architectural uniqueness. The staff was friendly and helpful. We will definitely stay there again. The room was quiet and comfortable.

Reviewed on May 6, 2026

Hotel Fort Des Moines, Curio Collection by Hilton
See all 546 properties in Winterset
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.
Modern home on acreage with pond, trails, rolling hills, and sunset views

Modern home on acreage with pond, trails, rolling hills, and sunset views

Winterset IA
Stay at this vacation home in Winterset. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Imes Bridge and John Wayne Birthplace Museum ...
Modern home on acreage with pond, trails, rolling hills, and sunset views
Fabulous 2-bedroom house with AC in Des Moines

Fabulous 2-bedroom house with AC in Des Moines

Des Moines IA
Stay at this vacation home in Des Moines. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Casey's Center and Iowa State Fairgrounds are ...
9/10 Wonderful! (6 reviews)
A nice clean and quiet place to stay.

Reviewed on Apr 23, 2026

Fabulous 2-bedroom house with AC in Des Moines
Beautiful 3-bedroom house with AC in adorable Des Moines

Beautiful 3-bedroom house with AC in adorable Des Moines

Des Moines IA
Stay at this vacation home in Des Moines. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Casey's Center and Waveland Municipal ...
9.4/10 Exceptional! (8 reviews)
My first time staying on a busy street and the traffic was a little loud, over all a good stay and the host was very good.

Reviewed on Apr 16, 2026

Beautiful 3-bedroom house with AC in adorable Des Moines
See all properties in Winterset
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

An Old Red Covered Bridge Over A River

Roseman Bridge

4/5(5 reviews)

You can learn about the history of Winterset with a stop at Roseman Bridge. Make some time to visit the monuments while you're in the area.

Roseman Bridge
An Old Red Covered Bridge

Holliwell Bridge

4.5/5(6 reviews)

Learn about the local history of Winterset when you spend time at Holliwell Bridge. Make some time to visit the monuments while you're in the area.

Holliwell Bridge
Clark Tower

Clark Tower

4/5(4 reviews)

You can find out about the history of Winterset with a stop at Clark Tower. Make some time to visit the shops while you're in the area.

Clark Tower
Cedar Bridge under trees - Winterset, Iowa

Cedar Bridge

4.5/5(5 reviews)

You can learn about the history of Winterset when you stop by Cedar Bridge. Make some time to visit the monuments while you're in the area.

Cedar Bridge

John Wayne Birthplace Museum

4.5/5(62 reviews)

You can spend an afternoon browsing the exhibits at John Wayne Birthplace Museum in Winterset. While you're in the area, wander around the natural setting.

John Wayne Birthplace Museum

Madison County Courthouse

4.5/5(21 reviews)

Madison County Courthouse is just one of the places to see in Winterset, so why not enjoy the other things to explore during your travels? While you're in the area, wander around the natural setting.

Madison County Courthouse

Cities near Winterset

Van Meter

Van Meter

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