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
$124 nightly
The price is $139 total per night from May 17 to May 18
$139 total
May 17 - May 18
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! (741 reviews)
Breakfast was good, staff excellent, room very nice.

Reviewed on May 16, 2026

Cobblestone Inn & Suites - Winterset, IA
Covered Bridge Inn

Covered Bridge Inn

2.5 out of 5
1312 Cedar Bridge Rd. Winterset IA
$96 nightly
The price is $107 total per night from Jun 1 to Jun 2
$107 total
Jun 1 - Jun 2
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! (789 reviews)
It was a very quiet room,with awesome people in staff

Reviewed on May 12, 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
$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! (1,151 reviews)
It is always a pleasure to stay at hotel Fort Des Moines--our choice for a relaxing pampered weekend adventure.

Reviewed on May 15, 2026

Hotel Fort Des Moines, Curio Collection by Hilton
See all 553 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 ...
9.2/10 Wonderful! (7 reviews)
Great value for the price point. The only thing I would caution is there are a lot of air fresheners so very strong odor so if you’re sensitive to smells might not be the best option. Owner was very responsive. Nice off street parking. Nice little fenced in yard. Overall nice and way better than ...

Reviewed on May 7, 2026

Fabulous 2-bedroom house with AC in Des Moines
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!

LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!

Waukee IA
Book a stay at this golf vacation home in Waukee. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Jordan Creek Town Center and Maple ...
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
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

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
Clark Tower

Clark Tower

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
An Old Red Covered Bridge

Holliwell Bridge

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
Cedar Bridge under trees - Winterset, Iowa

Cedar Bridge

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

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

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

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Van Meter

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