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
$95 nightly
The price is $107 total per night from Nov 1 to Nov 2
$107 total
Nov 1 - Nov 2
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! (683 reviews)
"Clean room great staff"
Reviewed on Oct 1, 2025
Covered Bridge Inn
1312 Cedar Bridge Rd., Winterset, IA
$59 nightly
The price is $65 total per night from Nov 1 to Nov 2
$65 total
Nov 1 - Nov 2
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 ...
9/10 Wonderful! (742 reviews)
"Breakfast was top notch for the price."
Reviewed on Sep 29, 2025
Hotel Fort Des Moines, Curio Collection by Hilton
1000 Walnut St, Des Moines, IA
$144 nightly
The price is $161 total per night from Oct 19 to Oct 20
$161 total
Oct 19 - Oct 20
Total with taxes and 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! (1,039 reviews)
"Ccccccc"
Reviewed on Sep 28, 2025
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.
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! (64 reviews)
"Great experience my kids loved it"
Reviewed on Sep 12, 2025
The Cow Tipper: Near Everything - SPA - Game Room - Fire Pit & Patio - Sleeps 10
Des Moines
Book a stay at this family-friendly vacation home in Des Moines. Enjoy a garden, laundry facilities, and patios. Popular attractions Casey's Center and Iowa ...
10/10 Exceptional! (61 reviews)
"Everything was great and just as listed. Great relaxing environment close to everything we did while in town!"
Reviewed on Sep 14, 2025
Beautiful home minutes from downtown!
Des Moines
Stay at this vacation home in Des Moines. Enjoy laundry facilities and air conditioning. Popular attractions Casey's Center and Iowa State Fairgrounds are located ...
9.2/10 Wonderful! (18 reviews)
"This worked out great for us while we were in town for a wedding. Plenty of room for 4 of us and a dog!"
Reviewed on Aug 24, 2025
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.
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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- John Wayne Birthplace Museum
- Madison County Courthouse
- Clark Tower
- The Winterset Stage
- Cedar Bridge
- Holliwell Bridge
- Pammel State Park
- Hogback Bridge
- Roseman Bridge
- Visit Truro
- Visit De Soto
- De Soto Vacations
- Visit Van Meter
- Bob Feller Museum
- Van Meter Vacations
- Visit Cumming
- Cumming Vacations
- Visit New Virginia
- Visit Adel
- Visit Norwalk
- Jordan Creek Town Center
- Stuart Vacations
- West Glen Town Center
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- Roseman Bridge
- John Wayne Birthplace Museum
- Madison County Courthouse
- The Winterset Stage
- Cedar Bridge
- Pammel State Park
- Clark Tower
- Hogback Bridge
- Holliwell Bridge
- Jordan Creek Town Center
- Drake University
- Blank Park Zoo
- Hoyt Sherman Place
- Living History Farms
- Val Air Ballroom
- Des Moines Art Center
- Merle Hay Mall
- West Glen Town Center
- Lauridsen Amphitheater
- Valley Junction
- Lakeside Casino
- Gray’s Lake Park
- Salisbury House
- Simpson College
- Mercy Medical Center West Lakes
- National Balloon Museum
- Walnut Woods State Park
- John and Mary Pappajohn Sculpture Park
- Raccoon River Park
