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Compare 529 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Winterset hotels

Covered Bridge Inn

2.5 star property
9.0 out of 10, Wonderful, (723)
"nice place to stay"
The price is CA $123
CA $135 total
includes taxes & fees
Aug 24 - Aug 25
Covered Bridge Inn

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
9.2 out of 10, Wonderful, (668)
"Excellent value and convenient to spots of interest"
The price is CA $191
CA $214 total
includes taxes & fees
Aug 31 - Sep 1
Cobblestone Inn & Suites - Winterset, IA

Days Inn & Suites by Wyndham Des Moines Airport

2.0 star property
8.6 out of 10, Excellent, (1579)
"Great place to stay!"
The price is CA $111
CA $125 total
includes taxes & fees
Aug 24 - Aug 25
Days Inn & Suites by Wyndham Des Moines Airport

Stoney Creek Hotel Des Moines - Johnston

2.5 star property
9.0 out of 10, Wonderful, (1764)
"Enjoyed my stay, super easy to deal with "
The price is CA $122
CA $137 total
includes taxes & fees
Aug 24 - Aug 25
Stoney Creek Hotel Des Moines - Johnston

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 star property
9.6 out of 10, Exceptional, (1001)
"Very cool restored historic hotel."
The price is CA $194
CA $217 total
includes taxes & fees
Aug 31 - Sep 1
Hotel Fort Des Moines, Curio Collection by Hilton

AmericInn by Wyndham Des Moines Airport

2.5 star property
7.8 out of 10, Good, (1000)
"Love the big two queen beds rooms my family really enjoy it alot "
The price is CA $100
CA $111 total
includes taxes & fees
Aug 24 - Aug 25
AmericInn by Wyndham Des Moines Airport

Country Inn & Suites by Radisson, Des Moines West, IA

3.0 star property
8.6 out of 10, Excellent, (1002)
"A good quiet place to stay."
The price is CA $117
CA $131 total
includes taxes & fees
Aug 31 - Sep 1
Country Inn & Suites by Radisson, Des Moines West, IA

Microtel Inn & Suites by Wyndham Urbandale/Des Moines

2.0 star property
7.6 out of 10, Good, (1000)
"nice place to stay"
The price is CA $114
CA $128 total
includes taxes & fees
Aug 24 - Aug 25
Microtel Inn & Suites by Wyndham Urbandale/Des Moines

Sheraton West Des Moines Hotel

3.5 star property
8.0 out of 10, Very good, (1000)
"Close to family for our visit !"
The price is CA $129
CA $145 total
includes taxes & fees
Aug 31 - Sep 1
Sheraton West Des Moines Hotel

Quality Inn & Suites Des Moines Airport

2.5 star property
7.2 out of 10, Good, (1002)
"Very convenient to the airport."
The price is CA $100
CA $112 total
includes taxes & fees
Aug 25 - Aug 26
Quality Inn & Suites Des Moines Airport

Clarion Inn Des Moines Airport

3.0 star property
7.0 out of 10, Good, (85)
"very easy check in. perfect location. "
The price is CA $93
CA $114 total
includes taxes & fees
Aug 31 - Sep 1
Clarion Inn Des Moines Airport

Hampton Inn Des Moines-Airport

2.5 star property
8.8 out of 10, Excellent, (1005)
"We had a good stay at Hampton Inn. "
The price is CA $156
CA $175 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Des Moines-Airport

Lakeside Hotel Casino

3.0 star property
8.0 out of 10, Very good, (1001)
"Enjoyed our stay. Comfy bed"
The price is CA $108
CA $141 total
includes taxes & fees
Aug 24 - Aug 25
Lakeside Hotel Casino

Motel 6 West Des Moines, IA

2.0 star property
7.6 out of 10, Good, (542)
"Rooms were really nice for the value"
The price is CA $86
CA $96 total
includes taxes & fees
Aug 24 - Aug 25
Motel 6 West Des Moines, IA

Country Inn & Suites by Radisson, Indianola, IA

2.5 star property
9.0 out of 10, Wonderful, (674)
"Great breakfast, clean hotel."
The price is CA $175
CA $196 total
includes taxes & fees
Aug 29 - Aug 30
Country Inn & Suites by Radisson, Indianola, IA

Wildwood Lodge

3.0 star property
9.6 out of 10, Exceptional, (1193)
"A very relaxing stay. "
The price is CA $127
CA $142 total
includes taxes & fees
Aug 24 - Aug 25
Wildwood Lodge

Days Inn by Wyndham West Des Moines

2.0 star property
5.6 out of 10, (1004)
"Good hotel"
The price is CA $75
CA $84 total
includes taxes & fees
Aug 26 - Aug 27
Days Inn by Wyndham West Des Moines

Homewood Suites by Hilton Des Moines Airport

3.0 star property
9.4 out of 10, Exceptional, (575)
"Good location for our travel and the amenities of the rooms"
The price is CA $189
CA $211 total
includes taxes & fees
Aug 29 - Aug 30
Homewood Suites by Hilton Des Moines Airport

Drury Inn & Suites West Des Moines

3.0 star property
9.6 out of 10, Exceptional, (1008)
"Our stay was great. Polite staff and enjoyed the free food and drinks! "
The price is CA $125
CA $140 total
includes taxes & fees
Aug 27 - Aug 28
Drury Inn & Suites West Des Moines

Holiday Inn Express & Suites Des Moines Downtown by IHG

2.5 star property
9.2 out of 10, Wonderful, (919)
"Helpful staff and breakfast was good!"
The price is CA $193
CA $216 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Express & Suites Des Moines Downtown by IHG
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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Learn more about Winterset

Like dining out? Get away to upscale Winterset!

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Stay near popular Winterset attractions

Find out more about Winterset

Find out more about Winterset

Top reasons to visit Winterset

  • Scenic Covered Bridges: Explore the picturesque covered bridges of Madison County, a hallmark of Winterset's charm and beauty.
  • Charming Urban Parks: Enjoy leisurely walks and picnics in beautiful urban parks that showcase the town's natural beauty.
  • Historic Downtown: Stroll through the quaint downtown area, filled with local shops and seasonal festivities.
  • Friendly Local Community: Experience warm hospitality from welcoming locals, making your visit memorable.
  • Diverse Accommodation Options: Choose from a range of hotels, motels, and family-friendly stays to suit every budget.

Find great hotels in Winterset

Discover a variety of hotel accommodations in Winterset, Iowa, that cater to every traveler's needs. Whether you're seeking budget-friendly motels or comfortable 4-star hotels, Winterset offers an array of options for families, business travellers, and pet owners alike. With convenient amenities and a welcoming atmosphere, you'll find the perfect place to unwind after exploring this charming town.

  • Motel 6 West Des Moines, IA: Located 33.8km from Winterset, Motel 6 West Des Moines offers a practical and pet-friendly lodging option for travellers looking for budget-friendly accommodations. This no-frills motel embraces a pet-friendly, allowing guests to bring their furry companions along for the adventure. With amenities such as free permission for pets and a fee waiver for service animals, this property ensures a hassle-free stay for you and your pets. Enjoy the simplicity and comfort of Motel 6 while exploring the charming countryside of Iowa.
  • Hyatt Place West Des Moines Jordan Creek: Situated 32.2km away from Winterset, Hyatt Place West Des Moines Jordan Creek blends modern comfort with business-friendly features, making it ideal for both leisure and business travellers. With a distinct business themed, this 3-star hotel offers a 24-hour business centre and multiple meeting rooms, ensuring that all your professional needs are met. Additionally, the hotel’s pet policy accommodates your four-legged friends, allowing pets on-site. Relax in spacious rooms designed for comfort while enjoying easy access to local attractions.
  • Drury Inn & Suites West Des Moines: Also located 32.2km from Winterset, Drury Inn & Suites West Des Moines caters to both business and pet-friendly travel, making it a versatile choice for guests. With a strong focus on the business themed, this 3-star hotel features a 24-hour business centre and multiple meeting rooms, perfect for working travellers. Pets are welcome with some restrictions, ensuring a comfortable stay for everyone. Experience the warm hospitality and excellent amenities, including complimentary breakfast and evening snacks, while enjoying your visit to the area.

Where to stay in Winterset

Winterset, Iowa, offers a delightful blend of outdoor adventures and a charming hometown feel. Explore the scenic landscapes of Madison County, renowned for its picturesque covered bridges, or enjoy leisurely strolls through the city centre. With friendly locals and family-friendly attractions, your vacation will be filled with warm hospitality and trendy excursions. Whether you're seeking a romantic getaway or a fun-filled family trip, Winterset is the perfect destination for unforgettable memories.

  • Patterson: Located a mere 11.3km from Winterset, Patterson is a charming city that offers a unique blend of culture and outdoor activities. Though visitor numbers remain consistent year-round, the summer months from June to August see a peak in travellers seeking family-friendly experiences and romantic getaways. The local theatre scene is a highlight, providing a glimpse into the vibrant arts culture of the area. Strolling through Patterson, you'll appreciate its community spirit and welcoming atmosphere, making it an ideal spot to unwind and enjoy local events.
  • East Peru: Just 14.5km from Winterset, East Peru is a quaint city that captures the essence of small-town charm. Much like its neighbouring communities, East Peru experiences steady visitor traffic throughout the year, with a notable influx during the summer months. While the town might not boast many tourist attractions, its serene environment and friendly residents make it a perfect stop for those looking to escape the hustle and bustle. Visitors can enjoy leisurely walks and the simplicity of life in this peaceful locale, making it an ideal retreat.
  • Saint Charles: Situated 17.7km from Winterset, Saint Charles is a vibrant city that comes alive during the peak seasons of February and from June to July. Known for its family-oriented activities and outdoor experiences, visitors flock to this locale for its arena entertainment facilities and theatres. Saint Charles boasts an array of local attractions, including a stadium and picturesque lake, perfect for a day of outdoor fun. While the city sees fewer visitors from October to December, the seasonal charm and community events during peak times make it a delightful destination for all.

Things to do in Winterset

Winterset, Iowa, offers a charming setting for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can enjoy picturesque picnic areas, explore local shopping centres, and partake in seasonal festivities like the spring and fall festivals. With its scenic beauty and recreational spots, Winterset is a delightful destination for a memorable vacation.

Shopping

For a unique shopping experience in Winterset, explore local boutiques and gift shops. If you're up for a drive, visit Jordan Creek Town Center and Jordan West, both 32.2km away, or Bridgewood Plaza, 30.6km away, offering a vibrant mix of family and business vibes.

Recreation

At West Grand Golf, enjoy a relaxing day on the greens with stunning outdoor scenery, located 29.0km from Winterset. For sports enthusiasts, Valley Stadium, 32.2km away, hosts thrilling events. Experience the serene atmosphere at Willow Creek Golf Club, 33.8km from Winterset, perfect for a peaceful round of golf.

Adventure

Experience the breathtaking Raccoon River Valley Trail, a picturesque hiking path located 32.2km from Winterset, ideal for nature enthusiasts. For some indoor fun, head to Air Lanes Bowling Center, 38.6km away, or try your hand at karting at Pole Position Raceway, 43.5km from Winterset.

Nightlife

Experience the charm of The Winterset Stage for a delightful evening of theatre and culture. For a thrilling night, visit Lakeside Casino, 37.0km away, or enjoy family fun at Sky Zone Indoor Trampoline Park, located 43.5km from Winterset, where adventure awaits!

Booking tips and Expedia advantages for Winterset

To save money on your trip to Winterset, Iowa, consider visiting between November and January, when accommodation prices are lower compared to the summer months. Booking your stay on a Monday can also help you secure cheaper rates, while Saturday is the priciest. Use Expedia to compare hotel deals and filter for eco-certified options to find budget-friendly stays. Additionally, bundling your hotel, flights, and activities can lead to significant savings. Don't forget to explore free local attractions to maximize your experience without overspending.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winterset are November to January, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winterset is Monday. The most expensive day to stay in Winterset is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your preferences, such as budget, desired location, and the type of hotel you have in mind. For instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally-friendly accommodations currently available. To find the best prices and deals, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save some money by combining your Winterset hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in Winterset

Winterset, Iowa, is a charming destination perfect for outdoor enthusiasts and couples seeking scenic getaways. Visitors can explore beautiful urban parks, historic bridges, and quaint town neighbourhoods that provide a rich blend of nature and history. Ideal for families and those looking for a unique city experience, Winterset offers a delightful mix of attractions that ensure an enjoyable vacation.

  • Roseman Bridge: This historic bridge is an iconic symbol of Winterset, offering a glimpse into the region's rich history. Surrounded by scenic landscapes, it provides a perfect backdrop for photography and leisurely walks, embodying a sense of culture and nostalgia.
  • John Wayne Birthplace Museum: Celebrate the legacy of the legendary actor at this museum dedicated to his life and career. Exhibits showcase memorabilia and personal artifacts, giving visitors an engaging insight into the upbringing of this Hollywood icon, all infused with cultural significance.
  • Madison County Courthouse: This stunning civic building reflects architectural beauty and community spirit. With its friendly atmosphere, it’s a great place to explore local history while enjoying a relaxing environment, perfect for families and adventurers alike.

Best time to go to Winterset

Visitor numbers in Winterset is generally unchanged in popularity throughout the year. The best time to visit Winterset is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with no rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.1°F (-5.5°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
February24.6°F (-4.1°C)No Rain (Dry)Mostly SunnySlightly LowAverage
March39.6°F (4.2°C)Light RainMostly CloudyAverageAverage
April50.0°F (10.0°C)Light RainMostly SunnyAverageAverage
May61.0°F (16.1°C)Light RainMostly SunnyAverageAverage
June71.6°F (22.0°C)Light RainMostly SunnySlightly HighSlightly High
July74.8°F (23.8°C)Light RainMostly SunnySlightly HighSlightly High
August73.2°F (22.9°C)Light RainMostly SunnyAverageSlightly High
September66.7°F (19.3°C)Light RainMostly SunnySlightly HighAverage
October53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
November40.5°F (4.7°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
December29.3°F (-1.5°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Winterset

If you're planning a trip to Winterset, Iowa, the nearest major airport is Des Moines International Airport (DSM), situated 38.6km away. Excellent accommodation options near DSM include the Hotel Fort Des Moines, Curio Collection by Hilton, which is a 4.5-star hotel located 6.4km from the airport, as well as the Hotel Renovo Des Moines Urbandale and Revel Hotel Des Moines Urbandale, both 14.5km away, also boasting 4.5-star ratings. All these hotels offer convenient access to the airport, making your travel experience seamless.

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?

LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!: This vacation home rental near Winterset is located next to a golf course and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 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?

Days Inn & Suites by Wyndham Des Moines Airport: Offers 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.