5/5 - Excellent
Verified traveler
We visited the bridges of Madison county and local wineries. Beautiful drives.
Winterset, IA
Travel Guide
Visit Winterset
Cobblestone Inn & Suites - Winterset, IA
1304 North 4th Avenue Winterset IA
Fully refundableReserve now, pay when you stay
The price is AED 314 per night from Feb 21 to Feb 22
AED 314
AED 352 total
21 Feb - 22 Feb
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! (716 reviews)
Clean rooms. Friendly staff and easy to find
Reviewed on 18 January 2026
Hotel Fort Des Moines, Curio Collection by Hilton
1000 Walnut St Des Moines IA
The price is AED 494 per night from Feb 25 to Feb 26
AED 494
AED 553 total
25 Feb - 26 Feb
includes taxes & 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 ...
9.4/10 Exceptional! (1,081 reviews)
The room was very clean
Reviewed on 5 February 2026
Home2 Suites by Hilton Des Moines at Drake University
2650 University Ave. Des Moines IA
The price is AED 328 per night from Feb 15 to Feb 16
AED 328
AED 368 total
15 Feb - 16 Feb
includes taxes & fees
Book a stay at this business-friendly hotel in Des Moines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,010 reviews)
Clean, spacious, great amenities, and the sheets were super soft.
Reviewed on 5 February 2026
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
Winterset IA
Stay at this vacation 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 January 2026
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 Hawthorne ...
9.6/10 Exceptional! (74 reviews)
We had lots of fun. Several things broken and not real clean. But still had lots of fun.
Reviewed on 5 January 2026
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
Des Moines IA
Book a stay at this family-friendly vacation home in Des Moines. Enjoy free WiFi, a fitness center, and laundry facilities. Our guests praise the helpful staff ...
9.2/10 Wonderful! (68 reviews)
The house was extremely well-stocked and had tons of space for our group. Everyone enjoyed the activities in the basement!
Reviewed on 21 January 2026
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
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.
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.
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.
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.
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.
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.
Reviews of Winterset
4.6
Top Destination
5/5 - Excellent
Terri
Loved Winterset. John Wayne museum was nightlight. Enjoyed seeing the covered bridges. The downtown was so authentic...took you back in time. Beautiful old building. Beautiful parks. Hope to go back when the weather is nicer.
3/5 - Okay
Verified traveler
Very limited dining choices for an area with many wonderful sites to see
5/5 - Excellent
Verified traveler
Great place, we enjoyed our visit.
5/5 - Excellent
Patty
Loved the town, it was small but very nice.
4/5 - Good
Verified traveler
Beautiful town. Locals are very friendly and make you feel at home. The bridges are one of our favorite places to visit.
