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Hotels in Winterset

your current months are January, 2025 and February, 2025.
January 2025
February 2025
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Where to stay in Winterset?

Covered Bridge Inn
Property entrance

Covered Bridge Inn

2.5 star property
9.2 out of 10, Wonderful, (647)
The price is CA $85
CA $94 total
includes taxes & fees
Jan 13 - Jan 14
Covered Bridge Inn
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.

Top landmarks in Winterset

Roseman Bridge

Roseman Bridge

If you're planning a bit of sightseeing during your trip, head to Roseman Bridge— just one of the landmarks located 7.5 mi (12.1 km) from central Winterset.

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Roseman Bridge

Learn more about Winterset

Winterset is applauded for its cultural attractions such as John Wayne Birthplace Museum and The Winterset Stage. This welcoming city has something for everyone including sights like Roseman Bridge and Madison County Courthouse within a small-town setting.

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Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀
Open Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀

Frequently asked questions

Can I book refundable accommodations in Winterset?
If you’re looking for the flexibility to change your travel plans to Winterset, most hotels offer refundable* bookable rates. You can see these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay with my pet in Winterset?
Your furry friend can stay with you at these pet-friendly hotels: Covered Bridge Inn, Cobblestone Inn & Suites - Winterset, IA and Charming 1855 Stone Farmhouse Retreat – Cozy Stays & Picturesque Views Await.
Which Winterset hotels do travelers like for their great location?
Our guests rave about the location of Cobblestone Inn & Suites - Winterset, IA.
Where can I stay in Winterset if I'm looking for an affordable accommodation?
An inexpensive option worth considering is Cobblestone Inn & Suites - Winterset, IA.
Where can I stay if I'm traveling to Winterset for a family-friendly trip?
Your kids are welcome at Covered Bridge Inn, Cobblestone Inn & Suites - Winterset, IA and Entire farmhouse in the country.
What will the weather in Winterset be like during my vacation?
July and August are typically the warmest months in Winterset when the average temp is 72°F. January and February are the coldest months when the average temperature is 29°F. May and June are the months with the most rain.
Why should I book my Winterset hotel with Hotels.com?
There are lots of reasons to book your Winterset trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.