Find hotels in Winterset, IA from $57

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Our top choices for Winterset hotels

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
Winterset
9.2 out of 10, Wonderful, (710)
"Great place to stay. "
United States
Steve
$104 nightly
The price is $117
Dec 14 - Dec 15
Total with taxes and fees
Cobblestone Inn & Suites - Winterset, IA

Covered Bridge Inn

2.5 star property
Winterset
9.0 out of 10, Wonderful, (766)
"Breakfast was top notch for the price."
United States
Raymond
$87 nightly
The price is $97
Dec 10 - Dec 11
Total with taxes and fees
Covered Bridge Inn

Days Inn & Suites by Wyndham Des Moines Airport

2.0 star property
Greater South Side
8.6 out of 10, Excellent, (1680)
"Had a great stay and was impressed with the staff and the hotel. Will stay again!"
United States
Kevin
$63 nightly
The price is $71
Dec 16 - Dec 17
Total with taxes and fees
Days Inn & Suites by Wyndham Des Moines Airport

Stoney Creek Hotel Des Moines - Johnston

2.5 star property
Johnston
9.0 out of 10, Wonderful, (1794)
"Staff friendly. Hotel clean, cute and cozy. "
United States
Nick
$83 nightly
The price is $93
Dec 10 - Dec 11
Total with taxes and fees
Stoney Creek Hotel Des Moines - Johnston

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 star property
Downtown Des Moines
9.6 out of 10, Exceptional, (1059)
"Favorite hotel in DM. Great location, great staff."
United States
Susan
$129 nightly
The price is $145
Dec 14 - Dec 15
Total with taxes and fees
Hotel Fort Des Moines, Curio Collection by Hilton

AmericInn by Wyndham Des Moines Airport

2.5 star property
Greater South Side
7.8 out of 10, Good, (1002)
"The staff was great, check in was fast and easy"
United States
Joel
$62 nightly
The price is $70
Dec 30 - Dec 31
Total with taxes and fees
AmericInn by Wyndham Des Moines Airport

Lakeside Hotel Casino

3.0 star property
Osceola
8.0 out of 10, Very Good, (1003)
"We had a great time "
United States
Todd
$87 nightly
The price is $97
Dec 15 - Dec 16
Total with taxes and fees
Lakeside Hotel Casino

Baymont by Wyndham Des Moines Airport

2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1158)
"Great breakfast for the price point. Hotel front desk is very professional and Manager is very responsive and customer service focused. "
United States
Rob
$84 nightly
The price is $94
Jan 6 - Jan 7, 2026
Total with taxes and fees
Baymont by Wyndham Des Moines Airport

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

3.0 star property
Clive
8.8 out of 10, Excellent, (1003)
"Was a great stay and great price. "
United States
Roger
$80 nightly
The price is $89
Dec 18 - Dec 19
Total with taxes and fees
Country Inn & Suites by Radisson, Des Moines West, IA

Homewood Suites by Hilton Des Moines Airport

3.0 star property
Des Moines
9.4 out of 10, Exceptional, (607)
"Everything looked clean and the staff was very kind. Will stay here again for sure. "
United States
Margaret
$115 nightly
The price is $129
Dec 16 - Dec 17
Total with taxes and fees
Homewood Suites by Hilton Des Moines Airport

SpringHill Suites Des Moines West

3.0 star property
West Des Moines
8.6 out of 10, Excellent, (1004)
"The hot tub was great and the beds were comfortable. "
United States
Rebecca
$92 nightly
The price is $103
Dec 17 - Dec 18
Total with taxes and fees
SpringHill Suites Des Moines West

Hampton Inn Des Moines-Airport

2.5 star property
Greater South Side
8.8 out of 10, Excellent, (1007)
"All was great. "
United States
Jason
$103 nightly
The price is $116
Dec 16 - Dec 17
Total with taxes and fees
Hampton Inn Des Moines-Airport

Wildwood Lodge

3.0 star property
Clive
9.6 out of 10, Exceptional, (1199)
"Cozy, clean rooms that are dog friendly. The staff is also super friendly."
United States
Michael
$108 nightly
The price is $122
Dec 10 - Dec 11
Total with taxes and fees
Wildwood Lodge

Motel 6 West Des Moines, IA

2.0 star property
West Des Moines
7.8 out of 10, Good, (702)
"Very clean friendly staff "
United States
Isaiah
$51 nightly
The price is $57
Dec 23 - Dec 24
Total with taxes and fees
Motel 6 West Des Moines, IA

Drury Inn & Suites West Des Moines

3.0 star property
West Des Moines
9.4 out of 10, Exceptional, (1012)
"Great place! "
United States
Michele
$100 nightly
The price is $112
Dec 14 - Dec 15
Total with taxes and fees
Drury Inn & Suites West Des Moines

Clarion Inn Des Moines Airport

3.0 star property
Watrous South
7.0 out of 10, Good, (128)
"Room was clean and the staff very professional "
United States
Hassan
$54 nightly
The price is $61
Dec 28 - Dec 29
Total with taxes and fees
Clarion Inn Des Moines Airport

Home2 Suites by Hilton Des Moines at Drake University

3.0 star property
Drake
9.4 out of 10, Exceptional, (1010)
"Great place to stay!"
United States
Alyca
$88 nightly
The price is $98
Dec 11 - Dec 12
Total with taxes and fees
Home2 Suites by Hilton Des Moines at Drake University

Fairfield Inn and Suites by Marriott Des Moines West

2.5 star property
West Des Moines
9.0 out of 10, Wonderful, (1004)
"rooms was clean and hotel pool area was nice"
United States
Leslie
$87 nightly
The price is $98
Dec 14 - Dec 15
Total with taxes and fees
Fairfield Inn and Suites by Marriott Des Moines West

Quality Inn & Suites Des Moines Airport

2.5 star property
Greater South Side
7.4 out of 10, Good, (1008)
"Best location for passengers traveling on flights"
United States
Sai Lakshmi
$63 nightly
The price is $71
Dec 16 - Dec 17
Total with taxes and fees
Quality Inn & Suites Des Moines Airport

Country Inn & Suites by Radisson, Indianola, IA

2.5 star property
Indianola
9.0 out of 10, Wonderful, (710)
"I stay at this property multiple times a year and have always had a positive experience. "
United States
John
$110 nightly
The price is $123
Jan 1 - Jan 2, 2026
Total with taxes and fees
Country Inn & Suites by Radisson, Indianola, IA
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Stay near popular Winterset attractions

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.

hogback covered bridge, summer

Top Winterset Hotel Reviews

More cheap stays in Winterset

Hotels in Winterset with star-rating

Find out more about Winterset

Top reasons to visit Winterset

  • Scenic Beauty: Enjoy the picturesque landscapes and outdoor recreational areas, perfect for romantic getaways or family adventures.
  • Historic Bridges: Explore the iconic historic bridges, showcasing the area's unique heritage and charm.
  • Winterset City Park: Relax and unwind in this beautiful park, ideal for picnics and leisurely strolls.
  • Local Shopping: Discover quaint downtown shops and malls, where friendly locals welcome visitors.
  • Diverse Accommodations: Choose from a variety of hotels, including pet-friendly and LGBTQIA-friendly options.

Find great hotels near Winterset

Winterset, Iowa, offers a variety of hotel accommodations tailored to meet diverse traveler needs. From pet-friendly options to business-themed stays, you'll find welcoming environments for everyone, including LGBTQIA travelers. Whether you're searching for reviews or simply want to explore available hotels, Winterset has plenty of choices to ensure a comfortable and enjoyable visit to this charming town.

  • Motel 6 West Des Moines, IA: Conveniently located 21 miles from Winterset, Motel 6 West Des Moines offers a budget-friendly and pet-friendly lodging experience. Ideal for travelers who want to bring their furry friends along, this motel features a welcoming atmosphere for pets with policies that include free permits for pets. Guests will appreciate the straightforward amenities designed for comfort and convenience, ensuring a hassle-free stay.
  • Hyatt Place West Des Moines Jordan Creek: Situated 20 miles from Winterset, this 3-star hotel is perfect for business travelers and those traveling with pets. The Hyatt Place offers a modern and professional environment with facilities such as a 24-hour business center and multiple meeting rooms. Guests can enjoy spacious accommodations while their pets are also welcomed, making it an excellent option for both business and leisure travelers seeking a comfortable stay.
  • Sonesta Simply Suites Des Moines: Located 21 miles from Winterset, Sonesta Simply Suites provides a unique blend of pet-friendly, business-focused, and LGBTQIA-welcoming accommodations. This hotel caters to diverse travelers, featuring amenities like a business center and a commitment to inclusiveness. Pets are permitted, ensuring everyone in the family can enjoy a cozy stay. Whether you're in town for work or leisure, Sonesta Simply Suites promises a comfortable environment tailored to your needs.

Where to stay near Winterset

Winterset, Iowa offers a charming blend of outdoor beauty and rich heritage, perfect for a romantic getaway or family-friendly adventure. Explore the affordable, quiet downtown area with its local shops and shopping malls, where friendly faces welcome you. Don't miss the historical sites that showcase the area's unique past, ensuring a memorable experience filled with scenic views and warm hospitality.

  • Patterson: Nestled a mere 7 miles from Winterset, Patterson offers a quaint escape for travelers seeking a romantic or cultural experience. While the number of visitors remains relatively steady throughout the year, the peak months of June to August draw more couples and families eager to explore. Enjoy the local theater scene, where captivating performances await, providing a unique glimpse into the area's artistic spirit. Patterson's charm lies in its small-town atmosphere, making it an ideal spot for those looking to connect with the community and enjoy a relaxed vacation.
  • Saint Charles: Located 11 miles away from Winterset, Saint Charles is a vibrant city known for its seasonal influx of visitors, particularly in February and from June to July. Families and outdoor enthusiasts flock here for a mix of entertainment experiences, including a lively arena entertainment facility, theaters, and ample outdoor activities. Local landmarks such as the stadium and scenic lake add to the town's appeal, providing opportunities for recreation and relaxation. Whether you're attending a local event or enjoying a day in nature, Saint Charles offers a memorable experience.
  • Bevington: Just 12 miles from Winterset, Bevington is a delightful city that attracts families and adventure seekers, especially during the summer months of June through August. With a moderate seasonal visitor pattern, Bevington is known for its exciting attractions, including an amusement park and a nearby resort. Golf enthusiasts will also find ample opportunities to hit the greens. The local theme park and waterpark provide endless fun for all ages, making Bevington a perfect destination for those looking to combine outdoor adventure with family-friendly activities.

Things to do in and around Winterset

Winterset, Iowa, is perfect for outdoor and romantic getaways, offering beautiful scenery and a range of activities. Visitors can enjoy recreational areas, explore shopping centers, and engage in winter sports. Whether you're looking to unwind in nature or indulge in local shopping, Winterset provides a charming backdrop for a memorable vacation.

Shopping

In Winterset, you'll find charming local shops perfect for souvenirs. If you're up for a drive, check out Jordan Creek Town Center and Bridgewood Plaza, both about 20 miles away, offering diverse shopping experiences with family-friendly vibes and entertainment options.

Recreation

Experience relaxation at West Grand Golf, an 18-mile drive from Winterset, where you can enjoy a scenic round of golf amidst beautiful landscapes. For a more energetic vibe, head to Valley Stadium, 20 miles away, offering thrilling sports events. Finally, unwind at Willow Creek Golf Club, located 21 miles from Winterset.

Adventure

Explore the Raccoon River Valley Trail, a scenic hiking trail located 20 miles from Winterset, perfect for outdoor enthusiasts seeking adventure. For some indoor fun, head to Air Lanes Bowling Center, 24 miles away, or experience the thrill of karting at Pole Position Raceway, 27 miles from Winterset.

Nightlife

In Winterset, The Winterset Stage offers a charming blend of culture and romance with its captivating performances. For adventure seekers, Pump It Up, located 24 miles away, provides an exhilarating arcade experience. Hoyt Sherman Place, 26 miles from Winterset, also presents a delightful mix of entertainment and family-friendly vibes.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winterset

To save money on your trip to Winterset, plan your visit from November to January when prices are lower, and consider staying on a Monday to avoid higher Saturday rates. Use Expedia to compare room rates, filter by price, and book packages that combine flights and hotels for extra savings. Joining Expedia's One Key membership can unlock exclusive discounts and earn you OneKeyCash for future stays. Don’t forget to explore free activities in the area to keep your trip budget-friendly.

  • 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 customize your options based on your budget, desired location, and preferred hotel type. To find the most affordable prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Winterset hotel reservation with your flights and activities when you book an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in Winterset

Winterset, Iowa, is perfect for a romantic and scenic getaway, offering a blend of outdoor activities and urban experiences. Key attractions include the Winterset City Park, historic bridges, and various civic sites that cater to families and city explorers alike. Enjoy the natural beauty and charm of this quaint town while creating lasting memories with your loved ones.

  • Roseman Bridge: This historic bridge, steeped in local culture, offers a picturesque setting perfect for photography and leisurely strolls. Its unique architecture and serene surroundings make it a must-visit landmark in Winterset.
  • John Wayne Birthplace Museum: Celebrate the legacy of the iconic actor at his birthplace museum. Exhibits featuring memorabilia and personal artifacts provide an immersive glimpse into John Wayne's life and career, making it a cultural highlight of the area.
  • Madison County Courthouse: This stunning civic building showcases beautiful architecture and a welcoming atmosphere. It's a great spot for families and those looking for a relaxing visit, with opportunities for adventures and excursions nearby.

Best time to go to Winterset

The best time to visit Winterset is dependent 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.1°F (-5.5°C)No RainMostly CloudyAverageSlightly Low
February24.6°F (-4.1°C)No RainMostly 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 RainMostly 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 visit to Winterset, Iowa, flying into Des Moines International Airport (DSM) is your best option, located 24 miles away. Nearby hotel accommodations include the Hotel Fort Des Moines, Curio Collection by Hilton, a 4.5-star hotel just 4 miles from the airport, as well as Hotel Renovo Des Moines Urbandale and Revel Hotel Des Moines Urbandale, both 9 miles away, also boasting 4.5-star ratings. These hotels offer convenient access to DSM, ensuring a smooth transition from your flight to your Winterset adventure.

Frequently asked questions

What are the best budget hotels in Winterset?
Covered Bridge Inn in Winterset is a delightful budget-friendly option, boasting an excellent traveler review rating of 9.2. This charming inn offers a host of amenities designed to ensure a comfortable stay for families and solo travelers alike. Enjoy a complimentary continental breakfast to kickstart your day, and take advantage of the free Wi-Fi and self-parking. The inn also welcomes pets, making it an ideal choice for those traveling with furry companions.

Another excellent choice is the Cobblestone Inn & Suites, also rated at 9.2 by guests. This property features a well-equipped business center, superb for those who might need to catch up on work during their stay. Families will appreciate the convenience of a sofa bed and the self-serve breakfast options, which ensure everyone can start their mornings off right. View all budget hotels in Winterset.
When is the best time to go to Winterset?
The most popular time to visit Winterset is during the summer months, particularly July, when the weather is warm and inviting. Average temperatures hover around the mid-80s Fahrenheit, creating a great backdrop for outdoor activities and exploration. This vibrant season is ideal for enjoying the area's beautiful parks, trails, and historical sites, including the famed covered bridges.

During the peak season from June to August, Winterset experiences an influx of tourists eager to participate in local events and festivals. The lively atmosphere during this time enhances the experience, allowing visitors to immerse themselves in the community's spirit. Whether you're interested in hiking, biking, or enjoying leisurely strolls, the summer weather provides plenty of opportunities to be active and engaged with the stunning natural surroundings.

For those looking to strike a balance between comfort and value, consider visiting in September. The crowds begin to thin out, and the weather remains pleasant, with temperatures dropping to the low 70s, making it an excellent time for sightseeing without the hustle of peak tourist season. This month also offers a unique charm with the changing leaves, providing a picturesque setting for photography enthusiasts.
Where can I find the best nightlife in Winterset?
Winterset is a charming town known for its rich history and picturesque surroundings, but when it comes to nightlife, options are somewhat limited.

The downtown area features a few cozy pubs and bars where you can enjoy a relaxed evening with friends. Places like The Winterset Cidery offer a great experience with a selection of craft ciders made on-site, superb for those looking to unwind in a laid-back atmosphere.

For a more vibrant social scene, consider visiting nearby Des Moines, just a short drive away, where you'll find a bustling nightlife filled with trendy bars, live music venues, and late-night dining options. This can provide a delightful contrast to Winterset's quieter evenings.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Winterset hotel for you.
How can I save on a Winterset hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Winterset hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Winterset hotel?
Prices for hotels in Winterset often vary, but you can find a great deal from $57 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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