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Find Luxury Hotels in Winterset, IA

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Top Winterset Luxury Hotels

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Recommended hotels in Winterset

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
9.2 out of 10, Wonderful, (634)
"More than I expected!! Great place to stay. Comfortable beds, continental breakfast, great customer service."
The price is SAR 517
SAR 579 total
includes taxes & fees
23 Jun - 24 Jun
Cobblestone Inn & Suites - Winterset, IA

Covered Bridge Inn

2.5 star property
9.2 out of 10, Wonderful, (688)
"nice place to stay"
The price is SAR 334
SAR 367 total
includes taxes & fees
23 Jun - 24 Jun
Covered Bridge Inn

Charming 1855 Stone Farmhouse Retreat – Cozy Stays & Picturesque Views Await

The price is SAR 1,126
SAR 2,121 total
includes taxes & fees
20 Jul - 21 Jul
Charming 1855 Stone Farmhouse Retreat – Cozy Stays & Picturesque Views Await

Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

The price is SAR 324
SAR 1,145 total
includes taxes & fees
24 Jun - 25 Jun
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

Country Inn & Suites by Radisson, Indianola, IA

2.5 star property
9.0 out of 10, Wonderful, (638)
"Very nice. Clean. Friendly staff"
The price is SAR 507
SAR 568 total
includes taxes & fees
24 Jun - 25 Jun
Country Inn & Suites by Radisson, Indianola, IA

Quality Inn Indianola

2.5 star property
7.6 out of 10, Good, (467)
"The young woman at the front desk is just perfect. "
The price is SAR 297
SAR 333 total
includes taxes & fees
6 Jul - 7 Jul
Quality Inn Indianola

Hotel Pommier Indianola

2.5 star property
9.2 out of 10, Wonderful, (386)
"The check-in was quick and easy, and the hotel was very clean. The breakfast was good, too."
The price is SAR 325
SAR 364 total
includes taxes & fees
23 Jun - 24 Jun
Hotel Pommier Indianola

Family-Friendly Home Near Airport and Downtown with Plenty of Quality Amenities

10.0 out of 10, Exceptional, (30)
"Everything was immaculately clean, all cupboards, drawers were stocked with every essential we could need and our host was easy to communicate with. Definitely would stay again!"
The price is SAR 858
SAR 1,940 total
includes taxes & fees
30 Jun - 1 Jul
Family-Friendly Home Near Airport and Downtown with Plenty of Quality Amenities

A Charming Home Minutes to Downtown, Zoo, & Airport with Hidden Reading Nook!

10.0 out of 10, Exceptional, (18)
"We were in town for a concert at the Iowa State Fair, and this location and home was just perfect for our group of four. Highly recommend!"
The price is SAR 375
SAR 790 total
includes taxes & fees
13 Jul - 14 Jul
A Charming Home Minutes to Downtown, Zoo, & Airport with Hidden Reading Nook!

Holiday Inn Express & Suites Des Moines Downtown by IHG

2.5 star property
9.2 out of 10, Wonderful, (887)
"Nice and close to downtown. Free shuttle was great to avoid drinking and driving!"
The price is SAR 537
SAR 601 total
includes taxes & fees
13 Jul - 14 Jul
Holiday Inn Express & Suites Des Moines Downtown by IHG
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.

Frequently asked questions

Are you searching for the perfect hotel for your luxury holiday in Winterset?
Use Expedia to arrange your flight to Des Moines International Airport (DSM) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a vacation, so we make it easy to get what you'd like to make your stay special. If you want a posh hotel that has fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Winterset offers. Winterset has some interesting things to see and do including John Wayne Birthplace Museum and Madison County Courthouse, so you might want to take in the local sights during your visit.
When can I expect good weather in Winterset?
Planning for the weather is a good way to make your trip to Winterset relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Winterset are January, February, November, and March, with each month seeing an average of 9 inches of snowfall.
What's there to see and do in Winterset?
Experience Winterset and visit John Wayne Birthplace Museum, Madison County Courthouse, and The Winterset Stage. If you have a little extra time during your trip, you might want to check out Pammel State Park and Roseman Bridge.