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Top hotels and accommodation in Winterset

Covered Bridge Inn
2.5 star property
9.2 out of 10, Wonderful, (622)
"Nice place; nicely kept; owners were very good about fixing any concerns - only thing that was disappointing was the breakfast "
The price is NZ$156
includes taxes & fees
2 Oct - 3 Oct
Covered Bridge Inn
Cobblestone Inn & Suites - Winterset, IA
2.5 star property
9.2 out of 10, Wonderful, (581)
"Great stop for our trip. "
The price is NZ$247
includes taxes & fees
7 Oct - 8 Oct
Cobblestone Inn & Suites - Winterset, IA
Secluded St Charles Cabin w/ Gas Grill + Fire Pit!
2.0 star property
Secluded St Charles Cabin w/ Gas Grill + Fire Pit!
Secluded St Charles Cabin w/ Gas Grill + Fire Pit!
2.0 star property
Secluded St Charles Cabin w/ Gas Grill + Fire Pit!
Charming Winterset Vacation Rental w/ Yard & Patio
10.0 out of 10, Exceptional, (22)
"Location and space was great we had a good time.with 8 adults it would have been nice to have 8 bath towels."
Charming Winterset Vacation Rental w/ Yard & Patio
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
10.0 out of 10, Exceptional, (19)
"This home is warm and welcoming. Worked so well for a quick weekend away for us. Highly recommend."
Entire farmhouse in the country
St Charles 'Hilltop Mansion' w/ Mod Interior!
St Charles 'Hilltop Mansion' w/ Mod Interior!
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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?

LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!: This holiday home rental outside of Winterset is located next to a golf course, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 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 for a stay with your pet. See more pet-friendly hotel accommodations in Winterset.

What are some accommodation options with pools in Winterset?

Stoney Creek Hotel Des Moines - Johnston: Provides an indoor pool, an outdoor pool and a snack bar/deli. Fairfield Inn and Suites by Marriott Des Moines West 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 9 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, Cedar Bridge and Clark Tower 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. Average annual precipitation for Winterset is 1096 mm.