Top 10 Hotels in Winterset, IA from ￥8,899 - Competitive Prices

Our top choices for Winterset hotels

Covered Bridge Inn

Winterset

Raymond

￥13,647 total

includes taxes & fees

Dec 15 - Dec 16

AmericInn by Wyndham Osceola

Osceola

Christopher

￥18,838 total

includes taxes & fees

Dec 26 - Dec 27

Lakeside Hotel Casino

Osceola

Todd

￥13,473 total

includes taxes & fees

Dec 22 - Dec 23

Baymont by Wyndham Des Moines Airport

Southwestern Hills

Alaina

￥14,389 total

includes taxes & fees

Dec 30 - Dec 31

La Quinta Inn & Suites by Wyndham Des Moines West Clive

Clive

Kirsten

￥11,116 total

includes taxes & fees

Dec 29 - Dec 30

Evergreen Inn

Osceola

Richard

￥9,108 total

includes taxes & fees

Dec 20 - Dec 21

Days Inn & Suites by Wyndham Des Moines Airport

Greater South Side

Kevin

￥10,995 total

includes taxes & fees

Dec 21 - Dec 22

Fairfield Inn and Suites by Marriott Des Moines West

West Des Moines

Bennet

￥15,256 total

includes taxes & fees

Dec 21 - Dec 22

AmericInn by Wyndham Stuart

Stuart

Christopher

￥14,601 total

includes taxes & fees

Dec 21 - Dec 22

Motel 6 West Des Moines, IA

West Des Moines

Isaiah

￥8,899 total

includes taxes & fees

Dec 28 - Dec 29

Fairfield by Marriott Inn & Suites Norwalk

Norwalk

Mark

￥16,753 total

includes taxes & fees

Dec 17 - Dec 18

Drury Inn & Suites West Des Moines

West Des Moines

Michele

￥17,449 total

includes taxes & fees

Dec 18 - Dec 19

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

West Des Moines

James

￥16,229 total

includes taxes & fees

Dec 21 - Dec 22

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Stay near popular Winterset attractions

Roseman Bridge

4.7/5 (35 reviews)

This 1883 wooden bridge gained fame in "The Bridges of Madison County" film with its distinctive flat roof and lattice design. Visit during autumn when vibrant foliage creates a perfect backdrop for photography.

See properties

Holliwell Bridge

4.7/5 (29 reviews)

The longest covered bridge in Madison County, this historic 1880 structure gained fame in "The Bridges of Madison County." Walk through its timber lattice truss design while enjoying serene views of the Middle River.

See properties

Learn more about Winterset

Covered bridges beckon you to explore Madison County's scenic countryside, where John Wayne's birthplace museum awaits. Stroll the quaint town square, chatting with friendly locals over coffee before browsing antique shops brimming with treasures.

See all hotels in Winterset

Top Winterset Hotel Reviews

AmericInn by Wyndham Des Moines Airport

10/10 Excellent

"Room was clean enough "

Hotel Fort Des Moines, Curio Collection by Hilton

10/10 Excellent

"This is our second time staying here. It feels like a 5 star hotel. The details in the decor are unique and well designed. The bed and bedding is comfortable. I love the lobby, large and spacious with lots of seating options for gatherings small or large. Great restaurant, Proudfoot and Bird with a bar that has great happy hour from 2-6 daily. The happy hour has great food options, not so much for drinks on special. The HOBNob restaurant for breakfast is ok, but service there is slow. Will definitely stay there again. Great price for the quality of the hotel. "

Hampton Inn Des Moines-Airport

10/10 Excellent

"We were caught in the Thanksgiving snow storm and our flights were canceled for two days. Hampton Inn is super close to the DesMoines airport and has a shuttle so we chose this hotel. All of staff are extremely kind and accommodating and it feels like a family owned hotel. They made our inconvenient 2 days of being snowed in warm and comfortable."

More cheap stays in Winterset

Motel 6 West Des Moines, IA

7655 Office Plaza Dr N West Des Moines IA

￥7,945

￥8,899 total

Dec 28 - Dec 29

includes taxes & fees

7.8/10 Good! (702 reviews)

Frequently asked questions

Where is the best place for a stay in Winterset?

Cobblestone Inn & Suites - Winterset, IA is a favorite with Expedia customers. This hotel offers free breakfast and a restaurant. Covered Bridge Inn is another top choice for your trip based on reviews. See all available top hotels, or vacation rentals in Winterset.

What are some of the best vacation rentals in Winterset?

AMAZING & A PARTY BARN… HOT TUB, PL TBl, PNG PNG, & ARCADE! ACCESS TO POOLS!: This vacation home rental near Winterset offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Winterset.

If I need to cancel my hotel reservation in Winterset, will I receive a refund?

Yes! Most hotel reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winterset.

Where can I learn more about changing or cancelling my trip to Winterset?

For more details about updating your trip to Winterset or cancelling it, click here.

What's the best pet-friendly accommodation in Winterset?

Cobblestone Inn & Suites - Winterset, IA is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Covered Bridge Inn is another option for you and your pet. See more pet-friendly hotel accommodations in Winterset.

Where is the best hotel to stay with easy access to Madison County Courthouse?

Cobblestone Inn & Suites - Winterset, IA is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a restaurant. It's located just a short 0.8 mi (1.3 km) from Madison County Courthouse. Another good option is Covered Bridge Inn, located just 1 mi (1.5 km) away.

What about the best place to stay close to John Wayne Birthplace Museum?

One of the top choices for your stay is Cobblestone Inn & Suites - Winterset, IA, located a short 1 mi (1.6 km) from John Wayne Birthplace Museum, and this hotel offers free breakfast and a restaurant. Covered Bridge Inn, located 1 mi (1.6 km) away, is another good choice for your stay.

What are some accommodations with pools in Winterset?

Home2 Suites by Hilton Des Moines at Drake University: Hotel located near Casey's Center. Features buffet, an indoor pool, and complimentary wired internet access. Stoney Creek Hotel Des Moines - Johnston and Days Inn & Suites by Wyndham Des Moines Airport are two additional hotels with an onsite pool. View all hotels with pools in Winterset.

What is the best accommodation for staying close to Des Moines International Airport (DSM)?

Days Inn & Suites by Wyndham Des Moines Airport is a popular hotel, featuring free breakfast and an indoor pool. It's located a short 0.5 mi (0.7 km) from Des Moines Intl. Airport. Other good options near the airport are Ramada by Wyndham Des Moines Airport and Hampton Inn Des Moines Airport.

What is staying in Winterset like?

Visitors can enjoy all that Winterset has to offer including the shopping, restaurants, and bars. The welcoming and quaint setting also entices those visiting the city. In Winterset, there are 12 hotels and other accommodations to choose from. Find out more about Winterset.

What should I do while I'm visiting Winterset?

Cultural venues include John Wayne Birthplace Museum and The Winterset Stage. Landmarks like Clark Tower, Roseman Bridge, and Cedar Bridge might be worth a visit. A couple of additional sights to add to your agenda are Pammel State Park and Hogback Bridge. Check out what more to see and do in Expedia's Winterset guide.

What's the seasonal weather like in Winterset?

The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Winterset are January, February, November, and March, with each month seeing an average of 9 inches of snowfall.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Stay near popular Winterset attractions

Find hotels in Winterset, IA from ￥8,899

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winterset

Check prices for these dates

Filter by

Our top choices for Winterset hotels

Covered Bridge Inn

AmericInn by Wyndham Osceola

Lakeside Hotel Casino

Baymont by Wyndham Des Moines Airport

La Quinta Inn & Suites by Wyndham Des Moines West Clive

Evergreen Inn

Days Inn & Suites by Wyndham Des Moines Airport

Fairfield Inn and Suites by Marriott Des Moines West

AmericInn by Wyndham Stuart

Motel 6 West Des Moines, IA

Fairfield by Marriott Inn & Suites Norwalk

Drury Inn & Suites West Des Moines

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

Stay near popular Winterset attractions

Roseman Bridge

Holliwell Bridge

Learn more about Winterset

Top Winterset Hotel Reviews

AmericInn by Wyndham Des Moines Airport

More cheap stays in Winterset

Motel 6 West Des Moines, IA

Frequently asked questions

Explore a world of travel with Expedia

Stay near popular Winterset attractions

Hotels near Winterset Airports

Other Hotels near Winterset, Iowa

Explore more hotels

More ways to book

Expedia's Latest Trends

Go further with the Expedia app