Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Winterset on Hotels.com. These Winterset hotels consistently deliver on comfort, location and traveler experience. Last updated on .
Hotels in Winterset
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Aug 20 - Aug 21Tomorrow
Aug 21 - Aug 22This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Top 5 hotels in Winterset at a glance
- Cobblestone Inn & Suites - Winterset, IA — 2.5-star hotel in Winterset. Guest rating: 9.2/10 — Wonderful.
- Covered Bridge Inn — 2.5-star hotel in Winterset. Guest rating: 9.0/10 — Wonderful.
- Days Inn by Wyndham West Des Moines / Clive — 2-star hotel in Clive. Guest rating: 6.0/10.
- The Jeffreys Hotel Extended Stay — 2-star hotel in Osceola. Guest rating: 7.2/10 — Good.
- Hampton Inn & Suites West Des Moines/SW Mall Area — 2.5-star hotel in West Des Moines. Guest rating: 9.0/10 — Wonderful.
Where to stay in Winterset?
Cobblestone Inn & Suites - Winterset, IA
Cobblestone Inn & Suites - Winterset, IAWinterset
CNY927
CNY1,038 total
includes taxes & fees
Aug 21 - Aug 22
Covered Bridge Inn
Covered Bridge InnWinterset
CNY684
CNY766 total
includes taxes & fees
Aug 21 - Aug 22
Days Inn by Wyndham West Des Moines / Clive
Days Inn by Wyndham West Des Moines / CliveClive
CNY372
CNY417 total
includes taxes & fees
Aug 23 - Aug 24
The Jeffreys Hotel Extended Stay
The Jeffreys Hotel Extended StayOsceola
CNY454
CNY509 total
includes taxes & fees
Sep 17 - Sep 18
Hampton Inn & Suites West Des Moines/SW Mall Area
Hampton Inn & Suites West Des Moines/SW Mall AreaWest Des Moines
CNY658
CNY737 total
includes taxes & fees
Aug 30 - Aug 31
Sleep Inn Waukee-West Des Moines
Sleep Inn Waukee-West Des MoinesWaukee
CNY581
CNY650 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHGWest Des Moines
CNY809
CNY906 total
includes taxes & fees
Aug 23 - Aug 24
Fairfield Inn & Suites by Marriott® Norwalk Des Moines
Fairfield Inn & Suites by Marriott® Norwalk Des MoinesNorwalk
CNY766
CNY857 total
includes taxes & fees
Sep 1 - Sep 2
Fairfield Inn and Suites by Marriott Des Moines West
Fairfield Inn and Suites by Marriott Des Moines WestWest Des Moines
CNY652
CNY731 total
includes taxes & fees
Aug 30 - Aug 31
Lakeside Hotel Casino, a Travelodge by Wyndham
Lakeside Hotel Casino, a Travelodge by WyndhamOsceola
CNY485
CNY636 total
includes taxes & fees
Sep 17 - Sep 18
Drury Inn & Suites West Des Moines
Drury Inn & Suites West Des MoinesWest Des Moines
CNY673
CNY754 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Place West Des Moines Jordan Creek
Hyatt Place West Des Moines Jordan CreekWest Des Moines
CNY727
CNY814 total
includes taxes & fees
Sep 20 - Sep 21
Baymont by Wyndham Des Moines Airport
Baymont by Wyndham Des Moines AirportSouthwestern Hills
CNY613
CNY687 total
includes taxes & fees
Sep 7 - Sep 8
Tru By Hilton Norwalk Des Moines
Tru By Hilton Norwalk Des MoinesNorwalk
CNY555
CNY621 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn Des Moines-Airport
Hampton Inn Des Moines-AirportGreater South Side
CNY704
CNY789 total
includes taxes & fees
Sep 6 - Sep 7
Home2 Suites by Hilton Des Moines at Drake University
Home2 Suites by Hilton Des Moines at Drake UniversityDrake
CNY712
CNY798 total
includes taxes & fees
Aug 23 - Aug 24
Aloft by Marriott Waukee
Aloft by Marriott WaukeeWaukee
CNY647
CNY725 total
includes taxes & fees
Sep 6 - Sep 7
Residence Inn by Marriott Des Moines West at Jordan Creek Town Center
Residence Inn by Marriott Des Moines West at Jordan Creek Town CenterWest Des Moines
CNY801
CNY897 total
includes taxes & fees
Aug 23 - Aug 24
Fairfield Inn & Suites by Marriott Des Moines Airport
Fairfield Inn & Suites by Marriott Des Moines AirportDes Moines
CNY825
CNY924 total
includes taxes & fees
Sep 20 - Sep 21
Quality Inn & Suites Des Moines Airport
Quality Inn & Suites Des Moines AirportGreater South Side
CNY479
CNY536 total
includes taxes & fees
Sep 20 - Sep 21
Go beyond your typical stay in Winterset
Pet friendly
Family friendly
Our prices for hotels in Winterset are cheapest in February
Our prices for hotels in Winterset are cheapest in February
Price trends for hotels in Winterset
Pricing is based on two traveler single night rates
Top landmarks in Winterset
Roseman Bridge
9.6/10 (75 reviews)
If you're planning a bit of sightseeing during your trip, head to Roseman Bridge— just one of the landmarks located 7.5 mi (12.1 km) from central Winterset.
Photo by Mykayla Powell
Clark Tower
9.6/10 (45 reviews)
You might want to get your camera out and head to Clark Tower— just one of the landmarks located 0.9 mi (1.4 km) from central Winterset.
Cedar Bridge
9.8/10 (67 reviews)
If you're planning a bit of sightseeing during your trip, head to Cedar Bridge— just one of the landmarks located 2.7 mi (4.3 km) from central Winterset.
Holliwell Bridge
9.6/10 (63 reviews)
Holliwell Bridge is just one of the landmarks located 2.9 mi (4.7 km) from central Winterset, so you might want to stop by for a few pics during your trip.
John Wayne Birthplace Museum
9.4/10 (131 reviews)
If museums are on your list of things to see, then you might want to head to John Wayne Birthplace Museum, located in the heart of Winterset.If you want to experience more of the culture Winterset has to offer, head to Madison County Courthouse, Cutler-Donahoe Covered Bridge, and Clark Tower.
Madison County Courthouse
9.4/10 (68 reviews)
Madison County Courthouse is worth a visit when in central Winterset.
Cutler-Donahoe Covered Bridge
Cutler-Donahoe Covered Bridge is 0.5 mi (0.8 km) from central Winterset, why not stop by during your stay.
The Winterset Stage
9.0/10 (23 reviews)
The Winterset Stage is 1.2 mi (1.9 km) from central Winterset, why not stop by during your stay. If you want to experience more of the culture Winterset has to offer, head to Madison County Courthouse, John Wayne Birthplace Museum, and Clark Tower.
Learn more about Winterset
Wander through John Wayne's birthplace, where his childhood home displays memorabilia that would make The Duke tip his hat in approval. The famous covered bridges of Madison County beckon from nearby countryside roads, inspiring bestselling literature and Hollywood romance. Around the town square, antique shops and coffee spots host farmers exchanging conversation over morning cups. Cedar Bridge and Roseman Bridge offer perfect photography backdrops, while Clark Tower provides panoramic views worth the climb. The courthouse stands proudly at the center, a testament to small-town America that Norman Rockwell would recognize. Pammel State Park offers natural respite when Winterset's charm becomes almost too wholesome to bear.
See all hotels in Winterset
Check out reviews of Winterset hotels guests love
Wildwood Lodge
10/10 Excellent
"A wonderful stay! The room was very clean and quiet. The staff at the front desk was polite and helpful during our late check-in. The location is great. We enjoyed a comfortable night and would gladly stay here again.""
Clarion Inn Des Moines Airport
10/10 Excellent
"Amazing workers. My room was clean. The hotel was clean. The pool was absolutely immaculate. I loved the the heated pool and the water was nice and clear. Parking was amazing. Will definitely be coming back again"
Sheraton West Des Moines Hotel
8/10 Good
"Staff was nice and took care of us promptly"
Home2 Suites by Hilton Des Moines at Drake University
10/10 Excellent
"Stayed on night and everything was great. The breakfast bar had variety and it was delicious."
Drury Inn & Suites West Des Moines
10/10 Excellent
"Great breakfast! Wonderful friendly staff! Love staying at the Drury!!"
Cobblestone Inn & Suites - Winterset, IA
8/10 Good
"It was fine"
Days Inn & Suites by Wyndham Des Moines Airport
8/10 Good
"We came late and left early but the room smelled nice and was tidy. Beds were comfy."
AmericInn by Wyndham Des Moines Airport
10/10 Excellent
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Sonesta Simply Suites Des Moines
10/10 Excellent
"One of the best places I have stayed at. Very clean, had a full size refrigerator, had a cooking stove, dishwasher and dishes! Would definitely recommend"
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