Hotels in Winterset
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Tonight
Sep 1 - Sep 2Tomorrow
Sep 2 - Sep 3This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Where to stay in Winterset?
Days Inn & Suites by Wyndham Des Moines Airport
Days Inn & Suites by Wyndham Des Moines AirportGreater South Side
$70
$79 total
includes taxes & fees
Sep 10 - Sep 11
Hotel Fort Des Moines, Curio Collection by Hilton
Hotel Fort Des Moines, Curio Collection by HiltonDowntown Des Moines
$130
$146 total
includes taxes & fees
Sep 6 - Sep 7
Cobblestone Inn & Suites - Winterset, IA
Cobblestone Inn & Suites - Winterset, IAWinterset
$130
$146 total
includes taxes & fees
Sep 2 - Sep 3
Sonesta Essential Des Moines
Sonesta Essential Des MoinesLovington
$60
$71 total
includes taxes & fees
Sep 15 - Sep 16
Covered Bridge Inn
Covered Bridge InnWinterset
$93
$105 total
includes taxes & fees
Sep 13 - Sep 14
Drury Inn & Suites West Des Moines
Drury Inn & Suites West Des MoinesWest Des Moines
$100
$112 total
includes taxes & fees
Sep 6 - Sep 7
Ramada Tropics Resort & Conf Center by Wyndham Des Moines
Ramada Tropics Resort & Conf Center by Wyndham Des MoinesUrbandale
$71
$80 total
includes taxes & fees
Sep 15 - Sep 16
GrandStay Hotel & Suites
GrandStay Hotel & SuitesJohnston
$82
$92 total
includes taxes & fees
Sep 8 - Sep 9
Country Inn & Suites by Radisson, Des Moines West, IA
Country Inn & Suites by Radisson, Des Moines West, IAClive
$82
$92 total
includes taxes & fees
Sep 20 - Sep 21
Embassy Suites Hotel Des Moines Downtown
Embassy Suites Hotel Des Moines DowntownDowntown Des Moines
$130
$146 total
includes taxes & fees
Sep 7 - Sep 8
Home2 Suites by Hilton Des Moines at Drake University
Home2 Suites by Hilton Des Moines at Drake UniversityDrake
$107
$120 total
includes taxes & fees
Sep 20 - Sep 21
Des Lux Hotel
Des Lux HotelDowntown Des Moines
$169
$189 total
includes taxes & fees
Sep 3 - Sep 4
Stoney Creek Hotel Des Moines - Johnston
Stoney Creek Hotel Des Moines - JohnstonJohnston
$109
$122 total
includes taxes & fees
Sep 3 - Sep 4
Fairfield Inn and Suites by Marriott Des Moines West
Fairfield Inn and Suites by Marriott Des Moines WestWest Des Moines
$97
$108 total
includes taxes & fees
Sep 6 - Sep 7
La Quinta Inn & Suites by Wyndham Des Moines West Clive
La Quinta Inn & Suites by Wyndham Des Moines West CliveClive
$83
$93 total
includes taxes & fees
Sep 13 - Sep 14
AmericInn by Wyndham Johnston Des Moines
AmericInn by Wyndham Johnston Des MoinesJohnston
$69
$77 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Des Moines Downtown
Hilton Des Moines DowntownDowntown Des Moines
$148
$170 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Des Moines-Airport/Conf Center by IHG
Holiday Inn Des Moines-Airport/Conf Center by IHGGreater South Side
$105
$118 total
includes taxes & fees
Sep 13 - Sep 14
SpringHill Suites Des Moines West
SpringHill Suites Des Moines WestWest Des Moines
$98
$110 total
includes taxes & fees
Sep 6 - Sep 7
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.
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.
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.
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, Clark Tower, and Cedar Bridge.
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.
Hogback Bridge
9.4/10 (61 reviews)
If seeing the sights is on your list of things to do, head to Hogback Bridge— just one of the landmarks located 4.2 mi (6.8 km) from central Winterset.
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
AmericInn by Wyndham Des Moines Airport
10/10 Excellent
"Great"
Hotel Fort Des Moines, Curio Collection by Hilton
10/10 Excellent
"Super cute property"
Days Inn by Wyndham West Des Moines / Clive
10/10 Excellent
"I rented several rooms for out of town family, visiting for my daughter’s wedding. The staff was so helpful! The gentleman who checked us in took time to let everyone be on the same floor and in the same general vicinity. The stay was just about the only thing that went off without a hitch."
Country Inn & Suites by Radisson, Des Moines West, IA
10/10 Excellent
"We enjoyed our stay. There was a Panera Bread nearby."
Cobblestone Inn & Suites - Winterset, IA
10/10 Excellent
"Very quite comfortable room nice people."
Home2 Suites by Hilton Des Moines at Drake University
10/10 Excellent
"Great value for the price. The room was very spacious and had useful bonuses like a fridge and microwave. The included breakfast was also good."
Stoney Creek Hotel Des Moines - Johnston
10/10 Excellent
"Lovely and cozy place to stay"
SpringHill Suites Des Moines West
10/10 Excellent
"The hotel was amazing. A breakfast that you could actually fill up on. Very spacious rooms. Added bonus to the pool was that they had pool toys and float toys as well. Hot tub was small and not very hot but other than that it was a great stay"
Covered Bridge Inn
10/10 Excellent
"Enjoyed stay room was relaxing every staff very helpful"