Best-rated hotels in Winterset for your unforgettable stay

Detailed descriptions, travelers’ reviews, and handpicked hotel collections will help you book your perfect accommodation.

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Choose from exclusive hotel collection

We offer thousands of Winterset hotels and accommodations from world's renowned hotel chains to unique gems of the region you won’t find anywhere else.

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Once you choose your best place to stay, take a minute to complete a quick reservation form and get an instant confirmation letter to your email address.

Benefit from flexible travel options

We provide the most flexible cancellation options, so you get your deposit back in case of a change of plans or other unforeseen circumstances.

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Hotels by class
2 stars 1
Unrated 3
Thematic Hotels
Luxury accommodations 4
Extended Stay 3
Pet-friendly hotels 3
Vacation Rentals 3
Business hotels 1
Private Villas 1

Hotels by location

Nearby
Winterset Parks and Recreation 5
Madison County Extension Svc Winterset 5
John Wayne Birthplace 5
Landmarks
Museums
Parks
Popular attractions

Welcome to Winterset

With its charming streets, friendly locals, and rich history, Winterset invites you to discover its delightful small-town appeal. Explore the picturesque bridges, indulge in mouthwatering local cuisine, and immerse yourself in the stories of the famous covered bridges. Come and experience the warmth of Winterset for yourself.

What our users say about Winterset hotels

9.8

Exceptional

us Thomas 27 April 2022
Booked a room with a nice decoration. Rewritten: I reserved a room with lovely decor.
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9.4

Excellent

us Natalie 23 May 2021
Caring staff, reasonably large and large room, perfect location. We had a continental breakfast which was satisfactory. Generally the service was outstanding.
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9.8

Exceptional

us Diana 09 October 2022
This place was pretty good for a 4-star hotel, and I really enjoyed my stay here. The location was amazing, just a quick 5-minute walk to the Heritage Museums. 🏛️
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7.8

Good

us Brett 08 January 2021
Great stay in this hotel. This venue had everything we needed, we enjoyed staff and the food. The restaurant was perfect for breakfast.
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9.0

Good

us Robert 23 October 2019
Convenient base for a trip in Des Moines! Centro Restaurant was 10 mins walk away. No reason to complain with the hotel...
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9.2

Excellent

us Katherine 15 April 2021
It was worth its 4 stars. Private bathroom with all essentials. The GOOD restaurant is a nice plus.
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9.4

Excellent

us Steve 08 July 2020
The location was great and the staff was pleasant. It was right by Pond for Growth. Besides, Wi Fi worked pretty fast.
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9.4

Excellent

us Henry 29 June 2022
The staff was courteous and welcoming throughout my stay. The rooms were well-maintained and had free Wi-Fi, mini-fridge, and microwave. The location was convenient to nearby attractions and businesses, allowing me to hit some great spots. Plus, the hotel offered a complimentary breakfast bar and coffee, which was convenient for my early morning departure.
Despite the positives, there were a few cons. The bed was not made daily and the room service only tended to the bare minimum.
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7.4

Good

us James 28 August 2022
During my Thanksgiving stay, I enjoyed the complimentary breakfast and the free wifi, which made my stay even more comfortable. Additionally, the hotel's location was very convenient, with easy access to nearby attractions and restaurants.
The room did not meet my expectations in terms of cleanliness. The room's bathroom tiles were broken, and the bathtub looked dirty, which was a bit disappointing.
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Save time on your trip arrangements by booking one of our hand-picked hotels

Exclusive 3-star hotels
Quality 2-star hotels
Enjoy truly authentic experiences without compromising comfort and convenience.
Cobblestone Inn & Suites-Winterset

1304 North 4Th Avenue, Winterset, United States

Excellent
237 reviews

94 US$

min. price/night

Discover the hidden gems of Winterset by booking one of its budget-friendly hotels.
Covered Bridge Inn

1312 Cedar Bridge Road, Winterset, United States

Good
85 reviews

89 US$

min. price/night

Travelers’ choice

Check out the most booked accommodations to find reliable places that our users have tried and tested.
Iowa Nice, Winterset

721 East Filmore Street, Winterset, United States

Excellent
19 reviews

96 US$

min. price/night

Charming Winterset Vacation Rental With Yard And Patio

417 N John Wayne Dr, Winterset, United States

Excellent
4 reviews

210 US$

min. price/night

Covered Bridge Haven

815 North 11Th Avenue Circle, Winterset, United States

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