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Find hotels in Winterset, IA from $68

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Compare 494 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, 601 reviews
"It was in the location that i needed and it was clean and very friendly staff"
The price is $87
includes taxes & fees
$79 per night
Jul 28 - Jul 29
Covered Bridge Inn
Cobblestone Inn & Suites - Winterset, IA
2.5 star property
9.2 out of 10, Wonderful, 553 reviews
"Loved the location. Free breakfast!!"
The price is $127
includes taxes & fees
$113 per night
Jul 31 - Aug 1
Cobblestone Inn & Suites - Winterset, IA
Entire farmhouse in the country
10.0 out of 10, Exceptional, 19 reviews
"This home is warm and welcoming. Worked so well for a quick weekend away for us. Highly recommend."
Entire farmhouse in the country
The Roost at Speckled Hen Farms.
10.0 out of 10, Exceptional, 18 reviews
"Kris is a super “super VRBO” host. She responded immediately to questions and requests…from us booking an extra day to our request of shopping the little store next door on off hours. It is a very quiet place and the landscape viewing is beautiful. Because we were there on a Friday evening we enjoyed the Friday night music next door. We did not attend the event as we were able to sit on the front porch and enjoy the music while sitting in our own comfortable chairs. We were also able to catch a...
The Roost at Speckled Hen Farms.
St Charles 'Hilltop Mansion' w/ Mod Interior!
St Charles 'Hilltop Mansion' w/ Mod Interior!
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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?

SO MICH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!: This vacation home rental near Winterset offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. 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 if you're bringing your pet along. 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: Provides an indoor pool, an outdoor pool, and a snack bar/deli. Days Inn & Suites by Wyndham Des Moines Airport and Wildwood Lodge 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 Holliwell Bridge 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 April, with each month seeing an average of 9 inches of snowfall.

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Winterset Travel Info

Number of reviews
6,494
Accommodation
494 hotels
Highest price
$127
Lowest price
$68
Reasons to visit
Pammel State Park, The Winterset Stage and Roseman Bridge