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
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Aug 31 to Sep 1
CA $191
CA $214 total
Aug 31 - Sep 1
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! (667 reviews)
"Always great!"

Reviewed on Aug. 16, 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 CA $123 per night from Aug 24 to Aug 25
CA $123
CA $136 total
Aug 24 - Aug 25
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! (722 reviews)
"Only stayed one night . The beds were comfortable the room was clean and I would definitely stay there again."

Reviewed on Aug. 17, 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 CA $193 per night from Aug 24 to Aug 25
CA $193
CA $217 total
Aug 24 - Aug 25
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! (1,017 reviews)
"Everything was perfect at this lovely hotel except I didn’t care for the restaurant food. Just not suited for my tastebuds."

Reviewed on Aug. 19, 2025

Hotel Fort Des Moines, Curio Collection by Hilton
See all 529 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.
Comfortable and Spacious 3 Bedroom Home

Comfortable and Spacious 3 Bedroom Home

West Des Moines
Stay at this vacation home in West Des Moines. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Jordan Creek Town Center and Valley Stadium ...
9.6/10 Exceptional! (56 reviews)
"The home was exceptionally clean and well stocked with amenities (soap, shampoo/conditioner, towels, extra pillows and blankets), which made for a very comfortable stay. The location is ideal, close to all shopping and restaurants in West Des Moines and easy access to the interstate system. The host ..."

Reviewed on Aug. 17, 2025

Comfortable and Spacious 3 Bedroom Home
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
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 ...
9.6/10 Exceptional! (62 reviews)
"We arrived and easily checked in with the given code. House was clean and smelled great! Bathrooms were well stocked with toilet paper, towels/washcloths, shampoo/conditioner and body wash. Each bathroom also had extra items such as ear cleaners, toothbrushes, toothpaste, etc. Plenty of dishes and ..."

Reviewed on Aug. 16, 2025

LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Close to Drake/Downtown - Filled With Amenities, Pet Friendly, Hot Tub, Theater!

Close to Drake/Downtown - Filled With Amenities, Pet Friendly, Hot Tub, Theater!

Des Moines
Book a stay at this golf vacation home in Des Moines. Enjoy a water park, laundry facilities, and an in-room coffeemaker. Popular attractions Casey's Center ...
9.4/10 Exceptional! (23 reviews)
Nice place
"I chose this place due to price, location and what it provided for the grandchildren. It was decorated cute and had a theatre in the basement. We were hoping to have smores after a day at Adventureland and a movie. Rain came in so outside was out and then the TV's didn't work. SO, it wasn't the best ..."

Reviewed on Jun. 23, 2025

Close to Drake/Downtown - Filled With Amenities, Pet Friendly, Hot Tub, Theater!
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

Roseman Bridge

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

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

The Winterset Stage

You can enjoy a show at The Winterset Stage during your stay in 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 when you stop by Cedar Bridge. Make some time to visit the monuments while you're in the area.

Cedar Bridge