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
$117 nightly
The price is $131 total per night from Nov 25 to Nov 26
$131 total
Nov 25 - Nov 26
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! (706 reviews)
only thing we disliked was the staff started putting away breakfast 15 minutes early and continued while we were eating, then getting the "stink eye" while eating from the staff.
Reviewed on Oct 31, 2025
Covered Bridge Inn
1312 Cedar Bridge Rd., Winterset, IA
$69 nightly
The price is $76 total per night from Nov 17 to Nov 18
$76 total
Nov 17 - Nov 18
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! (760 reviews)
Clean room staff breakfast
Reviewed on Nov 8, 2025
Hotel Fort Des Moines, Curio Collection by Hilton
1000 Walnut St Des Moines IA
$139 nightly
The price is $155 total per night from Nov 25 to Nov 26
$155 total
Nov 25 - Nov 26
Total with taxes and 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! (1,038 reviews)
I like the aesthetic of the hotel and the two restaurants/bar options within the hotel.
Reviewed on Nov 10, 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.
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
Des Moines
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! (60 reviews)
We absolutely enjoyed our stay! Good location to Ingersol, Downtown. Host was very communicative and engaging. Perfectly suited the activities planned. Very spacious, provided games, plenty of beds. Parking needed to utilize the closeby apartments. Definitely would come back.
Reviewed on Nov 3, 2025
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! (67 reviews)
Home is in great location and has everything you need
Reviewed on Oct 11, 2025
Downtown Skyline Views in Modern Townhome with Rooftop Patios
Des Moines
Stay at this vacation home in Des Moines. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Casey's Center and Iowa State Fairgrounds are ...
9.8/10 Exceptional! (37 reviews)
Great location in Des Moines! The unit was clean and had everything we needed for a comfortable stay. Highly recommend walking to Big Grove Brewery for beer/food.
Reviewed on Oct 19, 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.
Cutler-Donahoe Covered Bridge
After visiting Cutler-Donahoe Covered Bridge, make a plan to see the other sights and activities 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
- Madison County Hotels
- Hotels near John Wayne Birthplace Museum
- Hotels near Madison County Courthouse
- Hotels near Clark Tower
- Hotels near The Winterset Stage
- Hotels near Cedar Bridge
- Hotels near Holliwell Bridge
- Hotels near Pammel State Park
- Hotels near Hogback Bridge
- Hotels near Roseman Bridge
- Saint Charles Hotels
- Hotels near Imes Bridge
- Bevington Hotels
- Truro Hotels
- Vacation Homes in Truro
- Motels in Truro
- Earlham Hotels
- De Soto Hotels
- Motels in De Soto
- Hotels near Bob Feller Museum
- Van Meter Hotels
- Apartments in Van Meter
- Motels in Van Meter
- St. Marys Hotels
- Cumming Hotels
- 5 Star Hotels in Cumming
- Apartments in Cumming
- Motels in Cumming
- Dexter Hotels
- New Virginia Hotels
- Vacation Homes in New Virginia
- 4 Star Hotels in New Virginia
- Motels in New Virginia
- Hotels near West Grand Golf
- Hotels near Jordan Creek Town Center
- Adel Hotels
- 4 Star Hotels in Adel
- Resorts in Adel
- Motels in Adel
- Pet-friendly Hotels in Adel
- Apartments in Adel
- Stuart Hotels
- Pet-friendly Hotels in Stuart
- Motels in Stuart
- Hotels with Restaurants in Stuart
- Hotels with an Indoor Pool in Stuart
- Hotels with Hot Tubs in Stuart
- Luxury Hotels in Stuart
- Hotels near West Glen Town Center
- Norwalk Hotels
- 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
- Car rentals near Patterson
- Car rentals near East Peru
- Car rentals near Bevington
- Car rentals near Truro
- Car rentals near De Soto
- Car rentals near Van Meter
- Car rentals near Cumming
- Car rentals near New Virginia
- Car rentals near Adel
- Discount Car Rentals Rental Cars in Adel
- Car rentals near Spring Hill
- Car rentals near Jordan Creek Town Center
- Car rentals near Stuart
- Car rentals near Norwalk
- John Wayne Birthplace Museum
- Madison County Courthouse
- Roseman Bridge
- Clark Tower
- Cedar Bridge
- Pammel State Park
- Hogback Bridge
- The Winterset Stage
- Holliwell Bridge
- Jordan Creek Town Center
- Drake University
- Val Air Ballroom
- Hoyt Sherman Place
- Blank Park Zoo
- Living History Farms
- Merle Hay Mall
- Des Moines Art Center
- West Glen Town Center
- Valley Junction
- Simpson College
- Gray’s Lake Park
- Lakeside Casino
- National Balloon Museum
- Mercy Medical Center West Lakes
- Salisbury House
- Raccoon River Valley Trail
- Sky Zone Indoor Trampoline Park
- Walnut Woods State Park
- Raccoon River Park