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Find hotels in Winterset, IA from CA $82

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Check Winterset hotel prices

Tonight
Nov 21 - Nov 22
Tomorrow night
Nov 22 - Nov 23
This weekend
Nov 22 - Nov 24
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Nov 29 - Dec 1

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Top 10 Winterset hotels and places to stay

Covered Bridge Inn
Property entrance
Covered Bridge Inn
2.5 star property
9.2 out of 10, Wonderful, (640)
"Welcoming, clean, recommended an amazing restaurant. Good price. Would gladly stay again if ever that way again. "
The price is CA $82
CA $91 total
includes taxes & fees
Nov 24 - Nov 25
Covered Bridge Inn
Cobblestone Inn & Suites - Winterset, IA
Lobby
Cobblestone Inn & Suites - Winterset, IA
2.5 star property
9.2 out of 10, Wonderful, (598)
"Always a clean, welcoming place with delicious hot coffee and breakfast! Great service! "
The price is CA $112
CA $125 total
includes taxes & fees
Nov 23 - Nov 24
Cobblestone Inn & Suites - Winterset, IA
Clanton Creek ‘Cabin’
Private kitchen
Clanton Creek ‘Cabin’
2.0 star property
The price is CA $168
CA $298 total
includes taxes & fees
Nov 25 - Nov 26
Clanton Creek ‘Cabin’
Charming Winterset Vacation Rental w/ Yard & Patio
Outdoor dining
Charming Winterset Vacation Rental w/ Yard & Patio
10.0 out of 10, Exceptional, (23)
"We had an absolutely wonderful time staying at this property in Winterset, Iowa! The house was not only clean and comfortable but also full of charm and character that made us feel right at home. The location is perfect, close enough to explore the town’s historic landmarks, including the covered bridges and the John Wayne Birthplace Museum. The home had all the amenities we needed for a relaxing stay, including a fully equipped kitchen, cozy living space, and comfortable beds. We particularly...
Charming Winterset Vacation Rental w/ Yard & Patio
Charming Winterset Vacation Rental w/ Yard & Patio
Outdoor dining
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
Entire farmhouse in the country
Fridge, microwave, oven, stovetop
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
Charming 1855 Stone Farmhouse Retreat – Cozy Stays & Picturesque Views Await
Exterior detail
Charming 1855 Stone Farmhouse Retreat – Cozy Stays & Picturesque Views Await
The price is CA $335
CA $676 total
includes taxes & fees
Nov 24 - Nov 25
Charming 1855 Stone Farmhouse Retreat – Cozy Stays & Picturesque Views Await
Secluded St Charles Cabin w/ Gas Grill + Fire Pit!
Exterior
Secluded St Charles Cabin w/ Gas Grill + Fire Pit!
2.0 star property
Secluded St Charles Cabin w/ Gas Grill + Fire Pit!
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?

SPACIOUS LUXURY- PARTY BARN… PL TBl, PNG PNG, ARCADE, PATIOS. ACCESS TO POOLS!: This vacation home rental near Winterset offers a fireplace, a balcony, 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. It offers a garden, a selection of games, and a spa tub so you can immerse yourself in your vacation. 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?

Fairfield Inn and Suites by Marriott Des Moines West: Hotel located near Jordan Creek Town Center. Provides a snack bar/deli, an indoor pool, and daily. Stoney Creek Hotel Des Moines - Johnston and Days Inn & Suites by Wyndham 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 Roseman Bridge, Clark Tower, and Cedar Bridge might be worth a visit. A couple of additional sights to add to your agenda are Madison County Courthouse and Holliwell 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.