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
The price is AED 342 per night from Mar 30 to Mar 31
AED 342
AED 383 total
30 Mar - 31 Mar
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! (717 reviews)
The room was clean and quiet and we were able to adjust the temperature in the room easily. There was a free hot breakfast in the morning with plenty of options. It worked very well for our work stay.
Reviewed on 25 February 2026
Covered Bridge Inn
1312 Cedar Bridge Rd. Winterset IA
The price is AED 260 per night from Mar 7 to Mar 8
AED 260
AED 291 total
7 Mar - 8 Mar
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! (775 reviews)
Clean room. Quiet. Friendly staff.
Reviewed on 2 March 2026
Hotel Fort Des Moines, Curio Collection by Hilton
1000 Walnut St Des Moines IA
The price is AED 479 per night from Apr 4 to Apr 5
AED 479
AED 536 total
4 Apr - 5 Apr
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 ...
9.6/10 Exceptional! (1,084 reviews)
This hotel is so gorgeous!! I love the statues, how historical it is, the thought put into decorating everywhere. The room was gorgeous and the bed was super comfortable! The speakeasy in the hotel is also a really cool thing. The drinks were good, they had non-alcoholic cocktails for sober friends, ...
Reviewed on 2 March 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 The Winterset Stage ...
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 ...
9.8/10 Exceptional! (77 reviews)
This home was perfect for our group. The hot tub was very nice and clean. We utilized the grill and outside seating area. The downstairs bar area was a great hang out for our group. The kids had fun playing pool and ping pong. The beds were very comfortable. We will definitely stay again.
Reviewed on 21 February 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 ...
9.4/10 Exceptional! (71 reviews)
It was a very nice place to stay and fun thing to do at the house hope to use it on our yearly trip to Des Moines next year thanks for everything
Reviewed on 15 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.
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.
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.
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.
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.
