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Top Winterset Hotels with Free Parking
Covered Bridge Inn
Winterset
9.0 out of 10, Wonderful, (766)
"Breakfast was top notch for the price."
Raymond
The price is SAR 294
SAR 329 total
includes taxes & fees
14 Dec - 15 Dec
Cobblestone Inn & Suites - Winterset, IA
Winterset
9.2 out of 10, Wonderful, (710)
"Great place to stay. "
Steve
The price is SAR 372
SAR 416 total
includes taxes & fees
8 Dec - 9 Dec
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
Winterset
10.0 out of 10, Exceptional, (4)
"The house was absolutely gorgeous! It was very comfortable and had everything we needed. I would most definitely stay here again!"
Heather G.
The price is SAR 463
SAR 1,322 total
includes taxes & fees
15 Dec - 16 Dec
Country Inn & Suites by Radisson, Indianola, IA
Indianola
9.0 out of 10, Wonderful, (710)
"I stay at this property multiple times a year and have always had a positive experience. "
John
The price is SAR 412
SAR 461 total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn Indianola
Indianola
7.6 out of 10, Good, (512)
"The staff was kind and the hotel rooms clean"
Stephanie
The price is SAR 260
SAR 291 total
includes taxes & fees
4 Jan - 5 January 2026
Hotel Pommier Indianola
Indianola
9.2 out of 10, Wonderful, (430)
"Everything was wonderful. "
Garrett
The price is SAR 285
SAR 319 total
includes taxes & fees
18 Dec - 19 Dec
• Lively Cottage 2 King Beds 4 Bed 2 Bath •
Indianola
9.4 out of 10, Exceptional, (18)
"This is our 4th stay at the property. It's just as advertised and perfect for our needs. The neighborhood is very quiet and perfect for walking our dog. This time we extended our stay by one day at the start. I messaged the host and he made the process very easy."
Mary W.
The price is SAR 375
SAR 904 total
includes taxes & fees
15 Dec - 16 Dec
The Hen House Country Living with Farm Life Appeal Indianola, IA
Indianola
10.0 out of 10, Exceptional, (7)
"Our host was amazing. Went above to make sure we had a great stay. Very personable..We both enjoyed visiting with her and learning more about the area. We will definitely return to the Hen House"
Madonna
The price is SAR 507
SAR 717 total
includes taxes & fees
11 Dec - 12 Dec
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.
Top Winterset Hotel Reviews
Drury Inn & Suites West Des Moines
10/10 Excellent
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Hotels near popular Winterset Attractions
- Hotels near John Wayne Birthplace Museum
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- Hotels near Clark Tower
- Hotels near Madison County Courthouse
- Hotels near Cutler-Donahoe Covered Bridge
- Hotels near Cedar Bridge
- Hotels near The Winterset Stage
- Hotels near Hogback Bridge
- Hotels near Pammel State Park
- Hotels near Holliwell Bridge
Winterset Hotels by Star Rating
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