Hotels in Winterset

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This weekend
Jun 19 - Jun 21
Next weekend
Jun 26 - Jun 28

Where to stay in Winterset?

Combined shower/tub, free toiletries, hair dryer, towels

Covered Bridge Inn

Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (795 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
Jun 19 - Jun 20
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, (754 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
Jun 26 - Jun 27
Cobblestone Inn & Suites - Winterset, IA
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, (1,000 reviews)
The price is $72
$95 total
includes taxes & fees
Jun 21 - Jun 22
Lakeside Hotel Casino, a Travelodge by Wyndham
Lobby

Evergreen Inn

Evergreen Inn
2.5 star property
Osceola
9.0 out of 10, Wonderful, (725 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 $60
$67 total
includes taxes & fees
Jun 22 - Jun 23
Evergreen Inn
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, (78 reviews)
The price is $68
$76 total
includes taxes & fees
Jul 5 - Jul 6
Tru By Hilton Norwalk Des Moines
Exterior

Stuart Motor Lodge

Stuart Motor Lodge
2.5 star property
Stuart
8.8 out of 10, Excellent, (526 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 $70
$78 total
includes taxes & fees
Jun 21 - Jun 22
Stuart Motor Lodge
Reception

Economy Inn Motel

Economy Inn Motel
2.5 star property
Stuart
8.0 out of 10, Very Good, (166 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 $60
$67 total
includes taxes & fees
Jun 19 - Jun 20
Economy Inn Motel
Exterior

AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola
3.0 star property
Osceola
8.8 out of 10, Excellent, (643 reviews)
The price is $123
$138 total
includes taxes & fees
Jul 5 - Jul 6
AmericInn by Wyndham Osceola
Reception

Edgetowner Motel

Edgetowner Motel
2.5 star property
De Soto
6.2 out of 10, (165 reviews)
The price is $60
$67 total
includes taxes & fees
Jun 19 - Jun 20
Edgetowner Motel
Reception

Sleep Inn Waukee-West Des Moines

Sleep Inn Waukee-West Des Moines
2.5 star property
Waukee
9.2 out of 10, Wonderful, (687 reviews)
This business-friendly hotel in Waukee offers convenient access to nearby attractions, with Jordan Creek Town Center just a 10-minute drive away. Enjoy morning swims in the indoor pool, workouts at the fitness center, and start your day with complimentary breakfast.
The price is $85
$95 total
includes taxes & fees
Jun 24 - Jun 25
Sleep Inn Waukee-West Des Moines
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, (284 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 $82
$92 total
includes taxes & fees
Jul 19 - Jul 20
Super 8 by Wyndham Osceola IA
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, (83 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 $51
$57 total
includes taxes & fees
Jun 28 - Jun 29
Quality Inn West Des Moines - Clive
Lobby sitting area

Blue Haven Motel

Blue Haven Motel
2.0 star property
Osceola
8.4 out of 10, Very Good, (149 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
Jun 20 - Jun 21
Blue Haven Motel
Indoor pool

Quality Inn Osceola

Quality Inn Osceola
2.5 star property
Osceola
8.2 out of 10, Very Good, (87 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
Jul 8 - Jul 9
Quality Inn Osceola
Lobby

Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West
3.0 star property
West Des Moines
9.2 out of 10, Wonderful, (1,023 reviews)
This West Des Moines hotel offers quiet rooms and an indoor pool for morning swims. Located within 15 minutes of Jordan Creek Town Center, guests enjoy free breakfast, WiFi and parking. Travelers consistently praise the helpful staff and comfortable accommodations.
The price is $94
$105 total
includes taxes & fees
Jun 21 - Jun 22
Fairfield Inn and Suites by Marriott Des Moines West
View from property

Aloft by Marriott Waukee

Aloft by Marriott Waukee
3.0 star property
Waukee
9.2 out of 10, Wonderful, (213 reviews)
This modern Waukee hotel puts you minutes from shopping at Jordan Creek Town Center. Take a swim in the indoor pool, enjoy a meal at Re:fuel restaurant, and appreciate convenient amenities like free WiFi and parking.
The price is $88
$99 total
includes taxes & fees
Jun 28 - Jun 29
Aloft by Marriott Waukee
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, (1,807 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 $74
$83 total
includes taxes & fees
Jun 25 - Jun 26
Days Inn & Suites by Wyndham Des Moines Airport
Indoor pool

AmericInn by Wyndham Stuart

AmericInn by Wyndham Stuart
3.0 star property
Stuart
8.4 out of 10, Very Good, (553 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 $124
$143 total
includes taxes & fees
Jun 28 - Jun 29
AmericInn by Wyndham Stuart
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, (110 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 $96
$107 total
includes taxes & fees
Jun 21 - Jun 22
Fairfield Inn & Suites by Marriott® Norwalk Des Moines
Lobby

Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport
2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1,170 reviews)
Located 4.3 mi from Des Moines Airport, this hotel offers a 24-hour fitness center and free shuttle service. Enjoy continental breakfast daily, plus in-room refrigerators and microwaves. Jordan Creek Town Center and Casey's Center attractions are nearby.
The price is $91
$102 total
includes taxes & fees
Jun 28 - Jun 29
Baymont 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 June
Currently viewing crowd sizes and weather for June.
Typical weather for Winterset
June
High 27°C / low 17°C. Sunny most days.
View properties in June
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June, no crowd data, average high temperature 27 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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29°
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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.
11°
Monthly weather averages (˚C)

Top landmarks in Winterset

An Old Red Covered Bridge Over A River

Roseman Bridge

9.6/5 (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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hogback covered bridge, summer

Check out reviews of Winterset hotels guests love

Wildwood Lodge

Wildwood Lodge

10/10 Excellent
"Loved this place. So glad we found the listing on Expedia. This place is a gem. Clean, comfortable, friendly staff. Close to highway, food and gas. The decor is wonderful. You feel like you are in a real lodge!! Breakfast was excellent too!! The lobby is amazing. Great price too!! Thanks so much!!"
Deborah 1-night trip
Posted 1 hour ago
Wildwood Lodge

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.