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Find hotels in Winterset, IA from ¥7,307

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Compare 500 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Covered Bridge Inn

2.5 star property
9.2 out of 10, Wonderful, (642)
"Very delightful gentlemen completed the check-in quickly and cheerfully!"
The price is ¥9,222
¥10,144 total
includes taxes & fees
Dec 23 - Dec 24
Covered Bridge Inn

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
9.2 out of 10, Wonderful, (600)
"Great customer service "
The price is ¥14,066
¥15,754 total
includes taxes & fees
Jan 8 - Jan 9, 2025
Cobblestone Inn & Suites - Winterset, IA

Clanton Creek ‘Cabin’

2.0 star property
The price is ¥20,320
¥35,248 total
includes taxes & fees
Jan 2 - Jan 3, 2025
Clanton Creek ‘Cabin’

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

The price is ¥37,514
¥76,169 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Charming 1855 Stone Farmhouse Retreat – Cozy Stays & Picturesque Views Await

Charming Winterset Vacation Rental w/ Yard & Patio

3.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed here on a trip for the Knoxville Nationals. Went to the John Wayne Museum, seen the bridges. The house is a nice house, met many locals at the pharmacy-resturaunt in the square downtown, very friendly, ate at several other local spots, all good service and food. The area is quiet and the house in great shape, clean, had plenty of towels and comfortable beds. Would definitely recommend if you need a place in this area. "
Charming Winterset Vacation Rental w/ Yard & Patio

Charming Winterset Vacation Rental w/ Yard & Patio

10.0 out of 10, Exceptional, (24)
"My family stayed at this beautiful home while visiting Winterset. The home is gorgeous and has great antique details. Easy walk to the square. Great communication with owners. "
Charming Winterset Vacation Rental w/ Yard & Patio

Entire farmhouse in the country

10.0 out of 10, Exceptional, (20)
"The farmhouse was cozy and relaxing to stay at. I can’t think of one thing that the host did not have covered. You can tell this property was important to them and they have done an excellent job with upkeep. The only thing I did bump down was the location because unfortunately it is located on a gravel road. And with the lack of rainfall, it was extremely dusty- too dusty to enjoy the front porch. Otherwise we enjoyed our time together at the Farmhouse very much! Thanks!"
Entire farmhouse in the country
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.
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Frequently asked questions

Where is the best place for a stay in Winterset?

Cobblestone Inn & Suites - Winterset, IA is a favorite with Expedia customers. This hotel offers free breakfast and a restaurant. Covered Bridge Inn is another top choice for your trip based on reviews. See all available top hotels, or vacation rentals in Winterset.

What are some of the best vacation rentals in Winterset?

NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!: This vacation home rental near Winterset offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a spa tub. See all vacation rentals in Winterset.

If I need to cancel my hotel reservation in Winterset, will I receive a refund?

Yes! Most hotel reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winterset.

Where can I learn more about changing or cancelling my trip to Winterset?

For more details about updating your trip to Winterset or cancelling it, click here.

What's the best pet-friendly accommodation in Winterset?

Cobblestone Inn & Suites - Winterset, IA is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Covered Bridge Inn is another option for you and your pet. See more pet-friendly hotel accommodations in Winterset.

Where is the best hotel to stay with easy access to Madison County Courthouse?

Cobblestone Inn & Suites - Winterset, IA is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a restaurant. It's located just a short 0.8 mi (1.3 km) from Madison County Courthouse. Another good option is Covered Bridge Inn, located just 1 mi (1.5 km) away.

What about the best place to stay close to John Wayne Birthplace Museum?

One of the top choices for your stay is Cobblestone Inn & Suites - Winterset, IA, located a short 1 mi (1.6 km) from John Wayne Birthplace Museum, and this hotel offers free breakfast and a restaurant. Covered Bridge Inn, located 1 mi (1.6 km) away, is another good choice for your stay.

What are some accommodations with pools in Winterset?

Stoney Creek Hotel Des Moines - Johnston: Features an indoor pool, an outdoor pool, and a snack bar/deli. Days Inn & Suites by Wyndham Des Moines Airport and Hampton Inn Des Moines-Airport are two additional hotels with an onsite pool. View all hotels with pools in Winterset.

What is the best accommodation for staying close to Des Moines International Airport (DSM)?

Days Inn & Suites by Wyndham Des Moines Airport is a popular hotel, featuring free breakfast and an indoor pool. It's located a short 0.5 mi (0.7 km) from Des Moines Intl. Airport. Other good options near the airport are Ramada by Wyndham Des Moines Airport and Hampton Inn Des Moines Airport.

What is staying in Winterset like?

Visitors can enjoy all that Winterset has to offer including the shopping, restaurants, and bars. The welcoming and quaint setting also entices those visiting the city. In Winterset, there are 10 hotels and other accommodations to choose from. Find out more about Winterset.

What should I do while I'm visiting Winterset?

Cultural venues include John Wayne Birthplace Museum and The Winterset Stage. Landmarks like Holliwell Bridge, Roseman Bridge, and Clark Tower might be worth a visit. A couple of additional sights to add to your agenda are Madison County Courthouse and Cedar Bridge. Check out what more to see and do in Expedia's Winterset guide.

What's the seasonal weather like in Winterset?

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.