Hotels in Winterset

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Check prices for these dates

Tonight
May 11 - May 12
Tomorrow
May 12 - May 13
This weekend
May 15 - May 17
Next weekend
May 22 - May 24

Where to stay in Winterset?

Porch
Covered Bridge Inn
Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (786 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
May 12 - May 13
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, (737 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 $117
$131 total
includes taxes & fees
Jun 7 - Jun 8
Cobblestone Inn & Suites - Winterset, IA
Property amenity
Country Inn & Suites by Radisson, Indianola, IA
Country Inn & Suites by Radisson, Indianola, IA
2.5 star property
Indianola
9.0 out of 10, Wonderful, (745 reviews)
Located near the National Balloon Museum, this hotel offers complimentary breakfast, WiFi, and parking. Take a refreshing swim in the indoor pool after a workout in the fitness center. The helpful staff ensures a comfortable stay for business travelers.
The price is $116
$130 total
includes taxes & fees
May 25 - May 26
Country Inn & Suites by Radisson, Indianola, IA
Indoor pool
Quality Inn Indianola
Quality Inn Indianola
2.5 star property
Indianola
7.8 out of 10, Good, (538 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 $84
$94 total
includes taxes & fees
Jun 9 - Jun 10
Quality Inn Indianola
Terrace/patio
Hotel Pommier Indianola
Hotel Pommier Indianola
2.5 star property
Indianola
9.2 out of 10, Wonderful, (454 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 $119
$133 total
includes taxes & fees
May 31 - Jun 1
Hotel Pommier Indianola
Indoor pool, sun loungers
Holiday Inn Express & Suites Des Moines Downtown by IHG
Holiday Inn Express & Suites Des Moines Downtown by IHG
2.5 star property
Downtown Des Moines
9.2 out of 10, Wonderful, (1,001 reviews)
Wake up to complimentary breakfast at this Des Moines Downtown hotel near Drake University. After exploring Temple Theater, unwind in the indoor pool or hot tub. Rooms feature refrigerators and microwaves, while free WiFi and parking add convenience.
The price is $119
$133 total
includes taxes & fees
May 24 - May 25
Holiday Inn Express & Suites Des Moines Downtown by IHG
Dinner served
Hotel Fort Des Moines, Curio Collection by Hilton
Hotel Fort Des Moines, Curio Collection by Hilton
4.5 star property
Downtown Des Moines
9.6 out of 10, Exceptional, (1,142 reviews)
Immerse yourself in this preserved historic gem, just 5 minutes from Casey's Center and Drake University. The health club, Proudfoot & Bird restaurant, and attentive staff create an authentic, quiet retreat near Temple Theater, with excellent onsite café.
The price is $130
$146 total
includes taxes & fees
May 24 - May 25
Hotel Fort Des Moines, Curio Collection by Hilton
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
Clarion Inn Des Moines Airport
Clarion Inn Des Moines Airport
3.0 star property
Watrous South
7.0 out of 10, Good, (187 reviews)
Experience Art Deco style at this airport-adjacent hotel with free shuttles. Enjoy a dip in the indoor pool, savor barbecue at Big Al's, or maintain your routine at the fitness center. Clean rooms feature microwaves and refrigerators for convenience.
The price is $51
$58 total
includes taxes & fees
May 31 - Jun 1
Clarion Inn Des Moines Airport
Reception
AmericInn by Wyndham Des Moines Airport
AmericInn by Wyndham Des Moines Airport
3.0 star property
Greater South Side
8.0 out of 10, Very Good, (1,007 reviews)
Minutes from DSM Airport with 24-hour free shuttle service, this hotel offers complimentary breakfast and parking. Fitness center keeps routines on track, while Casey's Center and Jordan Creek Town Center are just a short drive away.
The price is $70
$78 total
includes taxes & fees
May 12 - May 13
AmericInn by Wyndham Des Moines Airport
Reception
Hampton Inn Des Moines-Airport
Hampton Inn Des Moines-Airport
2.5 star property
Greater South Side
8.8 out of 10, Excellent, (1,010 reviews)
Serene retreat with seasonal outdoor pool and fitness center, located 1 mile from Des Moines Airport with complimentary 24-hour shuttle service. Enjoy free breakfast, WiFi, and parking while staying close to Casey's Center and Iowa State Fairgrounds.
The price is $122
$137 total
includes taxes & fees
May 17 - May 18
Hampton Inn Des Moines-Airport
Property amenity
Holiday Inn Des Moines-Airport/Conf Center by IHG
Holiday Inn Des Moines-Airport/Conf Center by IHG
3.0 star property
Greater South Side
8.2 out of 10, Very Good, (638 reviews)
Convenient airport access with free 24-hour shuttle service makes this hotel ideal for travelers. Unwind in the indoor pool, enjoy meals at The Grill, or order room service. The nearby Casey's Center and helpful staff enhance every stay.
The price is $114
$128 total
includes taxes & fees
May 24 - May 25
Holiday Inn Des Moines-Airport/Conf Center by IHG
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, (1,788 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 $75
$84 total
includes taxes & fees
May 17 - May 18
Days Inn & Suites by Wyndham Des Moines Airport
Restaurant
Fairfield Inn & Suites by Marriott Des Moines Airport
Fairfield Inn & Suites by Marriott Des Moines Airport
3.0 star property
Des Moines
9.2 out of 10, Wonderful, (654 reviews)
This quiet hotel offers free airport shuttles just 1.1 mi from DSM, plus continental breakfast and 24-hour fitness. Casey's Center and Jordan Creek Town Center are within a short drive, and travelers consistently praise the helpful staff.
The price is $123
$137 total
includes taxes & fees
May 24 - May 25
Fairfield Inn & Suites by Marriott Des Moines Airport
Free daily buffet breakfast
Quality Inn & Suites Des Moines Airport
Quality Inn & Suites Des Moines Airport
2.5 star property
Greater South Side
7.4 out of 10, Good, (1,012 reviews)
Wake up refreshed with complimentary breakfast before taking a dip in the indoor pool or relaxing in the hot tub. This hotel's business-friendly services, free WiFi, and proximity to Casey's Center make it ideal for travelers seeking convenience.
The price is $68
$76 total
includes taxes & fees
Jun 7 - Jun 8
Quality Inn & Suites Des Moines Airport
Lobby
Homewood Suites by Hilton Des Moines Airport
Homewood Suites by Hilton Des Moines Airport
3.0 star property
Des Moines
9.4 out of 10, Exceptional, (640 reviews)
Conveniently located just minutes from Des Moines International Airport with complimentary shuttle service. Take a swim in the indoor pool or maintain your routine at the 24-hour fitness center. Casey's Center and Jordan Creek Town Center are a short drive away.
The price is $123
$138 total
includes taxes & fees
May 17 - May 18
Homewood Suites by Hilton Des Moines Airport
Reception
Hilton Garden Inn Des Moines Airport
Hilton Garden Inn Des Moines Airport
3.0 star property
Des Moines
9.0 out of 10, Wonderful, (703 reviews)
This quiet hotel offers Italian dining at Johnny's Steakhouse plus convenient bar and deli options. Enjoy free airport shuttles and WiFi while staying close to Casey's Center and Blank Park Zoo in a clean, restful environment.
The price is $139
$155 total
includes taxes & fees
May 25 - May 26
Hilton Garden Inn Des Moines Airport
Terrace/patio
Home2 Suites by Hilton Des Moines at Drake University
Home2 Suites by Hilton Des Moines at Drake University
3.0 star property
Drake
9.4 out of 10, Exceptional, (1,015 reviews)
Just a 5-minute drive from Drake University, this hotel offers an indoor pool and 24-hour fitness center. Enjoy free breakfast, WiFi, and parking while exploring nearby Iowa State Fairgrounds and Jordan Creek Town Center.
The price is $98
$109 total
includes taxes & fees
May 24 - May 25
Home2 Suites by Hilton Des Moines at Drake University
Gift shop
Tru By Hilton Norwalk Des Moines
Tru By Hilton Norwalk Des Moines
2.5 star property
Norwalk
9.4 out of 10, Exceptional, (43 reviews)
The price is $77
$86 total
includes taxes & fees
May 17 - May 18
Tru By Hilton Norwalk Des Moines
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, (99 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
May 14 - May 15
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, (1,171 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 $90
$101 total
includes taxes & fees
May 24 - May 25
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 May
Currently viewing crowd sizes and weather for May.
Typical weather for Winterset
May
High 21°C / low 11°C. Sunny most days.
View properties in May
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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.
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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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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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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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Monthly weather averages (˚C)

Top landmarks in Winterset

An Old Red Covered Bridge Over A River

Roseman Bridge

4.8/5 (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
"Great staff. They worked hard to feed us and keep everything clean. I feel they went out of their way to make sure our stay was enjoyable."
brian 1-night trip
Posted 4 hours 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.