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Winterset hotels from HK$364

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Top 10 trending Winterset hotels

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 HK$459
HK$505 total
includes taxes & fees
23 Dec - 24 Dec
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 HK$700
HK$784 total
includes taxes & fees
8 Jan - 9 Jan 2025
Cobblestone Inn & Suites - Winterset, IA

Clanton Creek ‘Cabin’

2.0 star property
The price is HK$1,011
HK$1,753 total
includes taxes & fees
2 Jan - 3 Jan 2025
Clanton Creek ‘Cabin’

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

The price is HK$1,866
HK$3,789 total
includes taxes & fees
5 Jan - 6 Jan 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 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?

NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!: This holiday home rental outside of Winterset offers a patio, a selection of games 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. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. 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?

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 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 Holliwell Bridge, Roseman Bridge and Clark Tower might be worth a visit. A couple of additional sights to add to your itinerary are Madison County Courthouse and Cedar 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.