Winterset

Travel Guide

Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀
Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀
Photo by Mykayla Powell
Photo by Mykayla Powell
Photo by Erik Rowley
Photo by Erik Rowley
Photo by Erik Rowley
Photo by Erik Rowley
Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

2.5 out of 5
1304 North 4th Avenue, Winterset, IA
The price is S$135 per night from 21 Sept to 22 Sept
S$135
21 Sept - 22 Sept
includes taxes & 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! (672 reviews)
"Perfect. Quaint wonderful community"

Reviewed on 8 Sep, 2025

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 S$125 per night from 16 Sept to 17 Sept
S$125
16 Sept - 17 Sept
includes taxes & 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! (732 reviews)
"It was reasonable."

Reviewed on 10 Sep, 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
The price is S$206 per night from 25 Sept to 26 Sept
S$206
25 Sept - 26 Sept
includes taxes & fees
Stay at this 4.5-star luxury hotel in Des Moines. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,014 reviews)
"The hotel is in a lovely, old building with great architecture. The room was clean. The bathroom was in disrepair with the shower head hanging in a broken bracket, which fell a few times in the middle of the night, waking us up. The faucet fixtures had the cover rings just hanging off the wall. The ..."

Reviewed on 9 Sep, 2025

Hotel Fort Des Moines, Curio Collection by Hilton
See all 534 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.
Kasa Downtown Des Moines

Kasa Downtown Des Moines

4 out of 5
550 Watson Powell Junior Way, Des Moines, IA
Stay at this 4-star business-friendly aparthotel in Des Moines. Enjoy free WiFi, a business center, and laundry facilities. Popular attractions Casey's Center ...
9/10 Wonderful! (100 reviews)
"Did not know what to expect upon arrival but was pleased to find our own little apartment in this very modern building … loved the kitchen and availability of the in unit laundry. Only complaint I could say is no hair dryer (4 girls) and one night there was an alarm prompting evacuation in the middle ..."

Reviewed on 13 Aug, 2025

Kasa Downtown Des Moines
See all 3,580 properties in Iowa
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

Roseman Bridge

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
Clark Tower

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

John Wayne Birthplace Museum

4/5(1 review)

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

The Winterset Stage

You can get tickets for a performance at The Winterset Stage during your trip to Winterset. Make some time to visit the shops while you're in the area.

The Winterset Stage

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