Hotels in Winterset

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This weekend
Jul 10 - Jul 12
Next weekend
Jul 17 - Jul 19

Where to stay in Winterset?

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Covered Bridge Inn

Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (800 reviews)
Wake up to a quiet stay at this Winterset motel, just minutes from The Winterset Stage. Free continental breakfast starts your day before exploring the John Wayne Birthplace Museum. Clean rooms and helpful staff ensure a comfortable, restful experience.
The price is $113
$126 total
includes taxes & fees
Jul 9 - Jul 10
Covered Bridge Inn
Exterior

Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA
2.5 star property
Winterset
9.2 out of 10, Wonderful, (764 reviews)
Immerse yourself in small-town charm at this welcoming hotel near The Winterset Stage and John Wayne Birthplace Museum. Enjoy complimentary breakfast, WiFi and parking after your workout in the fitness center or drinks at the bar.
The price is $153
$171 total
includes taxes & fees
Jul 9 - Jul 10
Cobblestone Inn & Suites - Winterset, IA
Standard Room, 1 King Bed | Desk, blackout drapes, iron/ironing board, free WiFi

Days Inn by Wyndham West Des Moines / Clive

Days Inn by Wyndham West Des Moines / Clive
2.0 star property
Clive
6.0 out of 10, (1,000 reviews)
Wake to a complimentary breakfast at this quiet Clive hotel near Jordan Creek Town Center. Each room includes a refrigerator and microwave. Enjoy free WiFi and parking, plus easy access to the Clive Aquatic Center and good dining options nearby.
The price is $55
$62 total
includes taxes & fees
Jul 13 - Jul 14
Days Inn by Wyndham West Des Moines / Clive
Lobby

Evergreen Inn

Evergreen Inn
2.5 star property
Osceola
9.0 out of 10, Wonderful, (734 reviews)
Escape to this welcoming motel just a 12-minute walk from Osceola Station. Travelers praise the spotlessly clean rooms and exceptionally helpful staff. Explore nearby Osceola Public Library and Little Indian Park while enjoying free WiFi and convenient parking.
The price is $59
$66 total
includes taxes & fees
Jul 9 - Jul 10
Evergreen Inn
Bar (on property)

Lakeside Hotel Casino, a Travelodge by Wyndham

Lakeside Hotel Casino, a Travelodge by Wyndham
3.0 star property
Osceola
8.2 out of 10, Very Good, (1,003 reviews)
The price is $72
$95 total
includes taxes & fees
Jul 9 - Jul 10
Lakeside Hotel Casino, a Travelodge by Wyndham
Exterior

Stuart Motor Lodge

Stuart Motor Lodge
2.5 star property
Stuart
8.8 out of 10, Excellent, (537 reviews)
Enjoy a comfortable stay at this Stuart motel with 5 on-site restaurants, including Ruby's Bar and Grill for lunch and dinner. Clean rooms with cozy beds welcome weary travelers, while free WiFi and parking add convenience for your journey.
The price is $75
$84 total
includes taxes & fees
Jul 9 - Jul 10
Stuart Motor Lodge
Gift shop

Tru By Hilton Norwalk Des Moines

Tru By Hilton Norwalk Des Moines
2.5 star property
Norwalk
9.2 out of 10, Wonderful, (97 reviews)
The price is $73
$82 total
includes taxes & fees
Jul 19 - Jul 20
Tru By Hilton Norwalk Des Moines
Exterior

AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola
3.0 star property
Osceola
8.8 out of 10, Excellent, (648 reviews)
The price is $120
$134 total
includes taxes & fees
Jul 19 - Jul 20
AmericInn by Wyndham Osceola
1 bedroom, desk, blackout drapes, soundproofing

Super 8 by Wyndham Osceola IA

Super 8 by Wyndham Osceola IA
2.0 star property
Osceola
8.6 out of 10, Excellent, (289 reviews)
Just 3 minutes from Osceola Station, this welcoming motel offers free continental breakfast each morning, plus complimentary WiFi and parking. After visiting nearby Warren Family Park, return to enjoy the 24-hour fitness center and friendly staff.
The price is $77
$87 total
includes taxes & fees
Jul 19 - Jul 20
Super 8 by Wyndham Osceola IA
Lobby sitting area

Blue Haven Motel

Blue Haven Motel
2.0 star property
Osceola
8.4 out of 10, Very Good, (150 reviews)
Conveniently located just an 8-minute walk from Osceola Station, this budget-friendly motel offers free WiFi and parking. Explore nearby Osceola Public Library and Little Indian Park, with 24-hour front desk service for your travel needs.
The price is $58
$65 total
includes taxes & fees
Jul 10 - Jul 11
Blue Haven Motel
Lobby

Quality Inn West Des Moines - Clive

Quality Inn West Des Moines - Clive
2.0 star property
West Des Moines
7.2 out of 10, Good, (97 reviews)
Take a refreshing dip in the indoor pool at this West Des Moines hotel. Enjoy the triple comfort of free breakfast, WiFi, and parking while staying close to Casey's Center and Drake University, just a short drive from Jordan Creek Town Center.
The price is $57
$64 total
includes taxes & fees
Jul 21 - Jul 22
Quality Inn West Des Moines - Clive
Indoor pool

Quality Inn Indianola

Quality Inn Indianola
2.5 star property
Indianola
7.8 out of 10, Good, (560 reviews)
Cozy rooms await at this welcoming Indianola hotel with an indoor pool for year-round swimming. Enjoy free perks including WiFi, parking, and daily continental breakfast. National Balloon Museum and Indianola Country Club are just minutes away.
The price is $76
$85 total
includes taxes & fees
Aug 8 - Aug 9
Quality Inn Indianola
Reception

Economy Inn Motel

Economy Inn Motel
2.5 star property
Stuart
8.0 out of 10, Very Good, (169 reviews)
This peaceful motel offers minimal noise from neighboring rooms, so you can truly unwind. Free WiFi and parking enhance your stay while room service adds comfort. Just a 46-minute drive from Des Moines International Airport.
The price is $65
$73 total
includes taxes & fees
Jul 9 - Jul 10
Economy Inn Motel
Reception

Edgetowner Motel

Edgetowner Motel
2.5 star property
De Soto
6.2 out of 10, (166 reviews)
The price is $60
$67 total
includes taxes & fees
Jul 9 - Jul 10
Edgetowner Motel
Property amenity

Fairfield Inn & Suites by Marriott® Norwalk Des Moines

Fairfield Inn & Suites by Marriott® Norwalk Des Moines
3.0 star property
Norwalk
9.4 out of 10, Exceptional, (119 reviews)
This Norwalk hotel offers free breakfast, WiFi, and parking while you explore nearby Echo Valley Driving Range. Unwind with a drink at the bar after your adventures, or take a short drive to Willow Creek Golf Club for some outdoor recreation.
The price is $105
$117 total
includes taxes & fees
Jul 13 - Jul 14
Fairfield Inn & Suites by Marriott® Norwalk Des Moines
Terrace/patio

Hotel Pommier Indianola

Hotel Pommier Indianola
2.5 star property
Indianola
9.2 out of 10, Wonderful, (467 reviews)
This family-friendly Indianola hotel features complimentary buffet breakfast, WiFi, and parking. Visit the 24-hour fitness center before exploring nearby attractions including the National Balloon Museum and Buxton Park Arboretum. Guests consistently praise the helpful staff and clean rooms.
The price is $99
$111 total
includes taxes & fees
Jul 12 - Jul 13
Hotel Pommier Indianola
Lobby

Tru By Hilton Grimes Des Moines

Tru By Hilton Grimes Des Moines
2.5 star property
Grimes
9.2 out of 10, Wonderful, (67 reviews)
The price is $89
$100 total
includes taxes & fees
Jul 21 - Jul 22
Tru By Hilton Grimes Des Moines
Indoor pool

AmericInn by Wyndham Stuart

AmericInn by Wyndham Stuart
3.0 star property
Stuart
8.4 out of 10, Very Good, (555 reviews)
Splash in the indoor pool at this welcoming Stuart hotel where continental breakfast is served from 5:30 AM. Enjoy free WiFi and parking throughout your stay. Fellow travelers consistently praise the helpful staff and spotlessly clean rooms.
The price is $116
$134 total
includes taxes & fees
Jul 13 - Jul 14
AmericInn by Wyndham Stuart
Indoor pool

Quality Inn Osceola

Quality Inn Osceola
2.5 star property
Osceola
8.2 out of 10, Very Good, (89 reviews)
This well-located hotel offers an indoor pool and free WiFi, parking, and breakfast. Just a 3-minute drive from Osceola Station, you'll be near Warren Family Park and Revelton Distilling Company. Guests consistently praise the helpful staff.
The price is $94
$105 total
includes taxes & fees
Aug 3 - Aug 4
Quality Inn Osceola
Desk, soundproofing, iron/ironing board, free cribs/infant beds

Days Inn & Suites by Wyndham Des Moines Airport

Days Inn & Suites by Wyndham Des Moines Airport
2.0 star property
Greater South Side
8.6 out of 10, Excellent, (1,825 reviews)
Tranquil sanctuary just minutes from the airport with an indoor pool and 24-hour shuttle service. Comfortable beds and helpful staff await, while Drake University and shopping are a short drive away. Enjoy complimentary breakfast and free parking.
The price is $76
$85 total
includes taxes & fees
Jul 14 - Jul 15
Days Inn & Suites by Wyndham Des Moines Airport
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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When is the best time to visit Winterset?

Our prices for hotels in Winterset are cheapest in February
Price trends for hotels in Winterset
Pricing is based on two traveler single night rates
View properties in July
Currently viewing crowd sizes and weather for July.
Typical weather for Winterset
July
High 29°C / low 19°C. Sunny most days.
View properties in July
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July, no crowd data, average high temperature 29 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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29°
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August, no crowd data, average high temperature 29 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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25°
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September, no crowd data, average high temperature 25 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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17°
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October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 2 degrees Celsius, average low temperature -5 degrees Celsius. Partly sunny.
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January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
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9°
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March, no crowd data, average high temperature 9 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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15°
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April, no crowd data, average high temperature 15 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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21°
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May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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27°
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June, no crowd data, average high temperature 27 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
Monthly weather averages (˚C)

Top landmarks in Winterset

A red bridge over a calm river with greenery around.

Roseman Bridge

9.6/10 (75 reviews)
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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Learn more about Winterset

Wander through John Wayne's birthplace, where his childhood home displays memorabilia that would make The Duke tip his hat in approval. The famous covered bridges of Madison County beckon from nearby countryside roads, inspiring bestselling literature and Hollywood romance. Around the town square, antique shops and coffee spots host farmers exchanging conversation over morning cups. Cedar Bridge and Roseman Bridge offer perfect photography backdrops, while Clark Tower provides panoramic views worth the climb. The courthouse stands proudly at the center, a testament to small-town America that Norman Rockwell would recognize. Pammel State Park offers natural respite when Winterset's charm becomes almost too wholesome to bear.

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A red covered bridge over a calm river, surrounded by lush greenery and trees.

Check out reviews of Winterset hotels guests love

AmericInn by Wyndham Des Moines Airport

AmericInn by Wyndham Des Moines Airport

8/10 Good
"good breakfast"
Mary 1-night trip
Posted 1 hour ago
AmericInn by Wyndham Des Moines Airport

Frequently asked questions

What accommodations do travelers like in Winterset?
Guests like Cobblestone Inn & Suites - Winterset, IA and Covered Bridge Inn.
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 in Winterset if I want a vacation rental instead of a hotel?
You'll find 6 vacation homes on our site.
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.