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Winterset hotels from HK$459

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Check Winterset hotel prices

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

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Top 10 trending Winterset hotels

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 HK$459
HK$505 total
includes taxes & fees
27 Nov - 28 Nov
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 HK$623
HK$697 total
includes taxes & fees
23 Nov - 24 Nov
Cobblestone Inn & Suites - Winterset, IA
Clanton Creek ‘Cabin’
Private kitchen
Clanton Creek ‘Cabin’
2.0 star property
The price is HK$934
HK$1,661 total
includes taxes & fees
25 Nov - 26 Nov
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 HK$1,868
HK$3,767 total
includes taxes & fees
24 Nov - 25 Nov
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 favourite with Expedia customers. This hotel offers free breakfast and a restaurant. Covered Bridge Inn is another favourite option for your trip based on reviews. See all available top hotels, or vacation rentals in Winterset.

What are some of the best holiday rentals that Winterset has to offer?

SPACIOUS LUXURY- PARTY BARN… PL TBl, PNG PNG, ARCADE, PATIOS. ACCESS TO POOLS!: This holiday home rental outside of Winterset offers a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all vacation rentals in Winterset.

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

Yes! The majority of hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winterset.

What's the best dog-friendly hotel 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 good choice if you're bringing your pet along. See more pet-friendly hotel accommodations in Winterset.

What are some accommodation options 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 that feature an on-site pool. View all hotels with pools in Winterset.

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 accommodation options to choose from. Find out more about Winterset.

What should I see while I'm in 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 itinerary are Madison County Courthouse and Holliwell Bridge. Take a look at what more there is 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 temperature of 22°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winterset are January, February, November and March, with each month seeing an average of 22 cm of snowfall.