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
$107 nightly
The price is $120 total per night from Jan 14 to Jan 15
$120 total
Jan 14 - Jan 15
Total with taxes and 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! (713 reviews)
The entire hotel is spotless and nice. Customer service was over the top! I might come here to just get away for a night. The beds were comfortable too!
Reviewed on Jan 1, 2026
Covered Bridge Inn
1312 Cedar Bridge Rd. Winterset IA
$79 nightly
The price is $88 total per night from Jan 12 to Jan 13
$88 total
Jan 12 - Jan 13
Total with taxes and 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 ...
8.8/10 Excellent! (769 reviews)
Was in town for a week for work. Great Lil Hotel well worth the Money. Staff were very Friendly.
Reviewed on Dec 22, 2025
Stoney Creek Hotel Des Moines - Johnston
5291 Stoney Creek Court Johnston IA
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $93 total per night from Jan 13 to Jan 14
$93 total
Jan 13 - Jan 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Johnston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,815 reviews)
Excellent stay!!!
Reviewed on Jan 4, 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! (3 reviews)
From the ease of booking and checkin this quaint bungalow was a fantastic find. Perfectly located in such a walkable fun town and lots of things to do. The house is perfectly appointed with just the right amount of furniture and amenities…it has the most comfortable beds and a completely home like ...
Reviewed on Dec 25, 2025
2-bedroom vacation home just 3 minutes drive to Drake University
Des Moines IA
Book a stay at this family-friendly vacation home in Des Moines. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Casey's Center and ...
9.8/10 Exceptional! (51 reviews)
Very nice place. Clean and well stocked.
Reviewed on Dec 26, 2025
AMAZING & A PARTY BARN… HOT TUB, PL TBl, PNG PNG, & ARCADE! ACCESS TO POOLS!
West Des Moines IA
Book a stay at this family-friendly vacation home in West Des Moines. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Jordan Creek Town ...
9.8/10 Exceptional! (71 reviews)
Things went really well. Party Barn was great for the kids. Plumbing on the last day was a little concerning, but luckily it was as we were cleaning up
Reviewed on Jan 5, 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
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
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.
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.
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.
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.
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.
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.
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- Madison County Courthouse
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- Holliwell Bridge
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- John Wayne Birthplace Museum
- Roseman Bridge
- Madison County Courthouse
- The Winterset Stage
- Clark Tower
- Cedar Bridge
- Holliwell Bridge
- Pammel State Park
- Hogback Bridge
- Jordan Creek Town Center
- Drake University
- Val Air Ballroom
- Blank Park Zoo
- Hoyt Sherman Place
- Living History Farms
- Des Moines Art Center
- Merle Hay Mall
- West Glen Town Center
- Valley Junction
- Lakeside Casino
- Simpson College
- Salisbury House
- Lauridsen Amphitheater
- Mercy Medical Center West Lakes
- Gray’s Lake Park
- National Balloon Museum
- Buccaneer Arena
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