Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀

Winterset Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winterset hotels

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
9.2 out of 10, Wonderful, (656)
"Clean and comfortable with a great breakfast "
The price is P8,009
P8,969 total
includes taxes & fees
Aug 5 - Aug 6
Cobblestone Inn & Suites - Winterset, IA

Motel 6 Stuart, IA

2.0 star property
8.2 out of 10, Very Good, (731)
"Clean, very friendly "
The price is P4,362
P4,885 total
includes taxes & fees
Aug 18 - Aug 19
Motel 6 Stuart, IA

Economy Inn Motel

2.5 star property
7.8 out of 10, Good, (125)
"Nice place "
The price is P2,879
P3,225 total
includes taxes & fees
Sep 1 - Sep 2
Economy Inn Motel

Evergreen Inn

2.5 star property
9.0 out of 10, Wonderful, (644)
"Friendly lady at check-in very helpful quick check-in. The rooms are small cozy but clean. Overall was a good experience"
The price is P3,036
P3,400 total
includes taxes & fees
Aug 8 - Aug 9
Evergreen Inn

Covered Bridge Inn

2.5 star property
9.0 out of 10, Wonderful, (713)
"Friendly staff, clean, small town hotel."
The price is P5,177
P5,694 total
includes taxes & fees
Aug 10 - Aug 11
Covered Bridge Inn

Blue Haven Motel

2.0 star property
8.4 out of 10, Very Good, (141)
"Nice and quiet"
The price is P3,374
P3,778 total
includes taxes & fees
Aug 11 - Aug 12
Blue Haven Motel

Super 8 by Wyndham Osceola IA

2.0 star property
8.4 out of 10, Very Good, (208)
"Price was good, very clean rooms and beds were comfortable . "
The price is P4,653
P5,211 total
includes taxes & fees
Sep 1 - Sep 2
Super 8 by Wyndham Osceola IA

Element West Des Moines

3.0 star property
9.2 out of 10, Wonderful, (702)
"The room and bed were very comfortable. "
The price is P7,794
P8,729 total
includes taxes & fees
Sep 1 - Sep 2
Element West Des Moines

Edgetowner Motel

2.5 star property
6.2 out of 10, (140)
"It’s a pretty run down place don’t expect anything nice for sure but it is dirt cheap so you should know what you’re getting "
The price is P2,908
P3,257 total
includes taxes & fees
Aug 5 - Aug 6
Edgetowner Motel

Sleep Inn Waukee-West Des Moines

2.5 star property
9.4 out of 10, Exceptional, (526)
"Great stay … highly recommended!"
The price is P5,389
P6,036 total
includes taxes & fees
Aug 18 - Aug 19
Sleep Inn Waukee-West Des Moines

Fairfield Inn & Suites by Marriott Des Moines Airport

2.5 star property
9.2 out of 10, Wonderful, (598)
"Close to airport (has a shuttle). Quiet & clean."
The price is P7,681
P8,602 total
includes taxes & fees
Aug 23 - Aug 24
Fairfield Inn & Suites by Marriott Des Moines Airport

AmericInn by Wyndham Osceola

2.5 star property
8.8 out of 10, Excellent, (562)
"Great stay! Quiet, clean and comfortable. "
The price is P7,416
P8,306 total
includes taxes & fees
Aug 24 - Aug 25
AmericInn by Wyndham Osceola

Fairfield Inn and Suites by Marriott Des Moines West

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Very comfortable stay with a very comfortable bed in a nice quiet hotel with a great breakfast. "
The price is P5,355
P5,998 total
includes taxes & fees
Aug 25 - Aug 26
Fairfield Inn and Suites by Marriott Des Moines West

Sleep Inn & Suites West Des Moines near Jordan Creek

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Great stay, would stay again! "
The price is P5,142
P5,759 total
includes taxes & fees
Aug 24 - Aug 25
Sleep Inn & Suites West Des Moines near Jordan Creek

Best Western Plus Des Moines West Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (809)
"Staff was great. Continental breakfast was fresh. Location was accessible and close to our destination. Overall my son and I had a great trip"
The price is P5,191
P5,813 total
includes taxes & fees
Aug 17 - Aug 18
Best Western Plus Des Moines West Inn & Suites

Homewood Suites by Hilton Des Moines Airport

3.0 star property
9.4 out of 10, Exceptional, (568)
"Good location for our travel and the amenities of the rooms"
The price is P8,098
P9,070 total
includes taxes & fees
Aug 24 - Aug 25
Homewood Suites by Hilton Des Moines Airport

Comfort Inn & Suites West Des Moines

2.5 star property
8.8 out of 10, Excellent, (515)
"Great location, friendly staff"
The price is P5,394
P6,041 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Inn & Suites West Des Moines

Baymont by Wyndham Des Moines Airport

2.5 star property
9.4 out of 10, Exceptional, (1050)
"Clean rooms and friendly staff! "
The price is P5,784
P6,479 total
includes taxes & fees
Aug 26 - Aug 27
Baymont by Wyndham Des Moines Airport

Stuart Motor Lodge

2.5 star property
8.8 out of 10, Excellent, (466)
"Perfect place and value for an overnight after I80 driving. "
The price is P3,833
P4,293 total
includes taxes & fees
Sep 1 - Sep 2
Stuart Motor Lodge

Home2 Suites by Hilton Des Moines at Drake University

3.0 star property
9.4 out of 10, Exceptional, (928)
"Great overnight stay to relax and unwind after a full day of driving. "
The price is P6,625
P7,420 total
includes taxes & fees
Sep 1 - Sep 2
Home2 Suites by Hilton Des Moines at Drake University
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.
Save an average of 15% on thousands of hotels when you're signed in

Near an Attraction

Cutler-Donahoe Covered Bridge

Cutler-Donahoe Covered Bridge

After visiting Cutler-Donahoe Covered Bridge, make a plan to see the other sights and activities in Winterset. Make some time to visit the shops while you're in the area.

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.

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

Best guest reviews of Winterset

Top Winterset Hotel 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.

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?

Days Inn & Suites by Wyndham Des Moines Airport: Features buffet, an indoor pool, and free self parking. Stoney Creek Hotel Des Moines - Johnston and Home2 Suites by Hilton Des Moines at Drake University 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 11 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 Cedar Bridge, Roseman Bridge, and Clark Tower might be worth a visit. A couple of additional sights to add to your agenda are Madison County Courthouse and Holliwell 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.