Winterset Travel Guide

Tourist Guide

hogback covered bridge, summer
hogback covered bridge, summer
Hogback Bridge over North River - Winterset, Iowa
Hogback Bridge, Covered Bridges Scenic Byway, Iowa
#adventure Built in 1883 by Harvey P. Jones and George K. Foster, Roseman is 107 feet in length and sits in its original location. It was renovated in 1992 at a cost of $152,515. In Robert James Waller’s novel, The Bridges of Madison County, and the movie of the same name, Roseman is the bridge Robert Kincaid seeks when he stops at Francesca Johnson’s home for directions. It is also where Francesca leaves her note inviting him to dinner. Also known as the “haunted” bridge, Roseman is where two sheriff’s posses trapped a county jail escapee in 1892. It is said the man rose up straight through the roof of the bridge, uttering a wild cry, and disappeared. He was never found, and it was decided that anyone capable of such a feat must be innocent.

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Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

2.5 out of 5
1304 North 4th Avenue Winterset IA
The price is NZ$170 per night from 12 Mar to 13 Mar
NZ$170
12 Mar - 13 Mar
includes taxes & fees
Stay at this business-friendly hotel in Winterset. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
9.2/10 Wonderful! (716 reviews)
Clean rooms. Friendly staff and easy to find

Reviewed on 18 Jan 2026

Cobblestone Inn & Suites - Winterset, IA
Covered Bridge Inn

Covered Bridge Inn

2.5 out of 5
1312 Cedar Bridge Rd. Winterset IA
The price is NZ$131 per night from 1 Mar to 2 Mar
NZ$131
1 Mar - 2 Mar
includes taxes & fees
Stay at this motel in Winterset. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9/10 Wonderful! (772 reviews)
Cleanliness, quiet

Reviewed on 12 Feb 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
The price is NZ$266 per night from 22 Feb to 23 Feb
NZ$266
22 Feb - 23 Feb
includes taxes & fees
Stay at this luxury hotel in Des Moines. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean rooms in ...
9.4/10 Exceptional! (1,081 reviews)
Beautiful

Reviewed on 16 Feb 2026

Hotel Fort Des Moines, Curio Collection by Hilton
See all 560 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.
The Little Brick House - Walkable to the Square Dining & Shopping

The Little Brick House - Walkable to the Square Dining & Shopping

Winterset IA
Stay at this holiday home in Winterset. Enjoy laundry facilities and air conditioning. Popular attractions John Wayne Birthplace Museum and Cutler-Donahoe Covered ...
10/10 Exceptional! (5 reviews)
An absolutely wonderful place to stay. Comfortable beds, great living room space to relax, and although we didn't really use the kitchen, it was one of the best stocked ones in all of our stays in VRBOs. Definitely will stay here again when in the area!

Reviewed on 12 Jan 2026

The Little Brick House - Walkable to the Square Dining & Shopping
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
Stay at this golf holiday home in Waukee. Enjoy a garden, laundry facilities and a pool table. Popular attractions Jordan Creek Town Center and Hawthorne Center ...
9.6/10 Exceptional! (75 reviews)
We had lots of fun. Several things broken and not real clean. But still had lots of fun.

Reviewed on 5 Jan 2026

LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!

SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!

Des Moines IA
Stay at this family-friendly holiday home in Des Moines. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Our guests praise the helpful staff in their ...
9.2/10 Wonderful! (70 reviews)
Everything was great!

Reviewed on 11 Feb 2026

SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR 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 when you stop by Roseman Bridge. Make some time to visit the monuments while you're in the area.

Roseman Bridge
An Old Red Covered Bridge

Holliwell Bridge

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

Holliwell Bridge
Clark Tower is one of my favorite spots. 3 levels, spiral stairs and beautiful stone.

Clark Tower

You can find out about the history of Winterset with a trip to 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

You can learn about the history of Winterset with a trip to 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 studying 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