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Hotels in Winterset

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Where to stay in Winterset?

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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Our prices for Winterset are cheapest in February

See average prices and weather for all months

Price trends for hotels in Winterset

Pricing is based on two traveler single night rates
Jun
$143
Average price during June is $143
Jul
$136
Average price during July is $136
Aug
$154
Average price during August is $154
Sep
$142
Average price during September is $142
Oct
$148
Average price during October is $148
Nov
$102
Average price during November is $102
Dec
$93
Average price during December is $93
Jan
$89
Average price during January is $89
Feb
$79
Average price during February is $79
Mar
$107
Average price during March is $107
Apr
$93
Average price during April is $93
May
$138
Average price during May is $138
Currently viewing crowd sizes and weather for June.

June

trending_upHigh crowds
High 80°F / low 63°F. Sunny most days.
80°
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June, High crowds, average high temperature 80 degrees Fahrenheit, average low temperature 63 degrees Fahrenheit. Sunny most days.
63°
84°
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July, High crowds, average high temperature 84 degrees Fahrenheit, average low temperature 66 degrees Fahrenheit. Sunny most days.
66°
83°
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August, High crowds, average high temperature 83 degrees Fahrenheit, average low temperature 64 degrees Fahrenheit. Sunny most days.
64°
78°
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September, Moderate crowds, average high temperature 78 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
57°
63°
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October, Moderate crowds, average high temperature 63 degrees Fahrenheit, average low temperature 45 degrees Fahrenheit. Sunny most days.
45°
49°
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November, Low crowds, average high temperature 49 degrees Fahrenheit, average low temperature 33 degrees Fahrenheit. Partly sunny.
33°
36°
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December, Moderate crowds, average high temperature 36 degrees Fahrenheit, average low temperature 23 degrees Fahrenheit. Partly sunny.
23°
29°
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January, Low crowds, average high temperature 29 degrees Fahrenheit, average low temperature 15 degrees Fahrenheit. Snow likely.
15°
33°
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February, Low crowds, average high temperature 33 degrees Fahrenheit, average low temperature 17 degrees Fahrenheit. Snow likely.
17°
48°
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March, Low crowds, average high temperature 48 degrees Fahrenheit, average low temperature 32 degrees Fahrenheit. Cloudy most days.
32°
60°
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April, Moderate crowds, average high temperature 60 degrees Fahrenheit, average low temperature 41 degrees Fahrenheit. Partly sunny.
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70°
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May, High crowds, average high temperature 70 degrees Fahrenheit, average low temperature 52 degrees Fahrenheit. Sunny most days.
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Monthly weather averages (˚F)

Top landmarks in Winterset

Learn more about Winterset

Winterset is applauded for its cultural attractions such as John Wayne Birthplace Museum and The Winterset Stage. This welcoming city has something for everyone including sights like Madison County Courthouse and Pammel State Park within a small-town setting.

#adventure
Built in 1883 by Harvey P. Jones and George K. Foster, Roseman is 107 feet in length and sits in its original location. It was renovated in 1992 at a cost of $152,515. In Robert James Waller’s novel, The Bridges of Madison County, and the movie of the same name, Roseman is the bridge Robert Kincaid seeks when he stops at Francesca Johnson’s home for directions. It is also where Francesca leaves her note inviting him to dinner.

Also known as the “haunted” bridge, Roseman is where two sheriff’s posses trapped a county jail escapee in 1892. It is said the man rose up straight through the roof of the bridge, uttering a wild cry, and disappeared. He was never found, and it was decided that anyone capable of such a feat must be innocent.
Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀
Open Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀

Frequently asked questions

What accommodations do travelers like in Winterset?
Cobblestone Inn & Suites - Winterset, IA and Covered Bridge Inn are a couple of accommodations that are popular with guests.
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 with my pet in Winterset?
Your furry friend can stay with you at these pet-friendly hotels: Covered Bridge Inn, Cobblestone Inn & Suites - Winterset, IA and Charming 1855 Stone Farmhouse Retreat – Cozy Stays & Picturesque Views Await.
Which Winterset hotels do travelers like for their great location?
Our guests rave about the location of Cobblestone Inn & Suites - Winterset, IA.
Where can I stay in Winterset if I'm looking for an affordable accommodation?
An inexpensive option worth considering is Cobblestone Inn & Suites - Winterset, IA.
Where can I stay if I'm traveling to Winterset for a family-friendly trip?
Your kids are welcome at Covered Bridge Inn, Cobblestone Inn & Suites - Winterset, IA and Entire farmhouse in the country.
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.

Find out more about Winterset

Find out more about Winterset

Winterset Wonders: Where Small-Town Charm Meets Scenic Splendor

Discover Winterset, Iowa, a charming small town that captivates with its rich history and scenic beauty. Famous as the birthplace of Oscar-winning director John Wayne, visitors can explore the John Wayne Birthplace Museum and stroll through the picturesque town square. Nature lovers will appreciate the stunning landscapes of Winterset’s parks, including the iconic covered bridges, perfect for leisurely walks and photography. Embrace small-town hospitality while enjoying local shops and eateries, making Winterset an inviting retreat for those seeking culture, history, and tranquility away from the hustle and bustle. For great hotel rates in Winterset, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Winterset

Winterset, Iowa offers a variety of accommodations, from cozy bed and breakfasts to comfortable hotels. Visitors can find options that suit different budgets and preferences, ensuring a pleasant stay while exploring the town’s charming attractions. Enjoy a welcoming atmosphere and convenient amenities throughout your visit. Here are some of the most popular hotels with our travelers in Winterset:

  1. Homewood Suites by Hilton West Des Moines/SW Mall AreaOpens in a new window: Homewood Suites by Hilton West Des Moines/SW Mall Area is a charming 3.0-star hotel that caters to leisure travelers seeking a comfortable stay. It features a blend of modern amenities and a warm atmosphere. Key highlights include a well-equipped business center and meeting rooms, making it a versatile option for those on the go. The hotel is known for its meticulous cleanliness and outstanding service, with guests praising the overall experience and inviting ambiance.
  2. The Rewind West Des MoinesOpens in a new window: The Rewind West Des Moines is a sophisticated 4.0-star hotel ideal for discerning travelers looking for a memorable experience. The property offers a high-end restaurant, Johnny's Italian Steakhouse, known for its exceptional cuisine, adding a unique dining experience to your stay. With spacious and comfortable rooms, this hotel combines modern elegance with attentive service, creating an inviting atmosphere that enhances your visit to Winterset.
  3. West Des Moines MarriottOpens in a new window: West Des Moines Marriott is a refined 3.5-star hotel that offers a delightful experience for leisure travelers. With a 24-hour business center and multiple meeting rooms, this hotel balances comfort and convenience seamlessly. Guests appreciate the welcoming environment and the attention to detail, ensuring a pleasant stay. The hotel atmosphere is enhanced by friendly service and well-thought-out amenities that cater to those seeking a restful getaway.

Top locations to stay in Winterset

Staying in Saint Charles, Bevington, and Spring Hill offers unique experiences near Winterset, Iowa. Saint Charles is home to the John Wayne Birthplace Museum and the picturesque Roseman Bridge. Bevington provides a charming small-town atmosphere, while Spring Hill boasts vibrant nightlife and attractions like the Iowa State Capitol. For first-time visitors, Saint Charles is the best choice for its rich history and local charm.

  1. Saint CharlesOpens in a new window: Saint Charles is a charming spot for travelers seeking a blend of history and scenic beauty. You can explore the John Wayne Birthplace Museum, which celebrates the legacy of the iconic actor, and wander across the picturesque Roseman Bridge, known for its stunning views and historic significance. The National Balloon Museum offers a unique insight into the art of ballooning, making it a fun stop for all ages. With its friendly atmosphere and proximity to outdoor trails, it’s perfect for a relaxing getaway while still providing access to cultural attractions.
  2. BevingtonOpens in a new window: Bevington is a peaceful retreat for visitors who appreciate a quiet environment with easy access to nature. Nestled near several scenic trails, it's ideal for leisurely walks and enjoying the great outdoors. While it's a smaller town, its close-knit community vibe makes it a lovely place to unwind after a day of exploring. Plus, being just a short drive from nearby attractions allows you to enjoy a relaxing stay while still being within reach of more bustling areas.
  3. Spring HillOpens in a new window: Spring Hill is a great base for those wanting to experience the cultural highlights of the region. Just a hop away from Des Moines, you'll find attractions like the Iowa State Capitol Building, which boasts stunning architecture, and the Des Moines Art Center, showcasing a diverse range of art collections. In addition, the nearby Des Moines Civic Center hosts a variety of shows and performances, making it a cultural hotspot. With plenty of shopping options and recreational activities, Spring Hill offers a vibrant atmosphere for travelers seeking both adventure and relaxation.

Things to do in Winterset

Discover Winterset, a charming small town nestled amidst rolling hills and serene lakes. Enjoy leisurely afternoons boating or hiking through lush forests. After a day of outdoor fun, explore quaint shops filled with local crafts and treasures. Winterset offers a delightful blend of nature and community, perfect for a relaxing getaway.

  • John Wayne Birthplace MuseumOpens in a new window – Step into the world of the legendary actor at the John Wayne Birthplace Museum. Discover fascinating exhibits that showcase his life, from childhood to Hollywood stardom, and gain insight into the cultural impact he made. It's a must-visit for anyone wanting to learn about this iconic figure and his deep roots in Winterset.
  • Roseman BridgeOpens in a new window – Take a stroll across the historic Roseman Bridge, a picturesque spot that has stood the test of time. This charming covered bridge is not just a beautiful photo opportunity; it’s also steeped in history and has been featured in the famous Bridges of Madison County. Enjoy the serene surroundings as you soak in the local charm.
  • Madison County CourthouseOpens in a new window – Explore the architectural beauty of the Madison County Courthouse. This civic building stands as a testament to the community's rich history and offers a glimpse into local governance. The surrounding area is perfect for a leisurely walk, allowing you to appreciate the charm of Winterset.
  • Pammel State ParkOpens in a new window – Experience the great outdoors at Pammel State Park, a perfect spot for hiking, picnicking, and enjoying nature. With scenic trails that wind through lush landscapes, it’s an ideal place to stretch your legs and breathe in the fresh air, making it a great getaway for families and nature lovers alike.
  • Cedar BridgeOpens in a new window – Visit Cedar Bridge, a modern marvel that showcases the area's commitment to preserving its heritage. This bridge offers stunning views of the surrounding countryside and is an excellent location for photos or a peaceful moment away from the hustle and bustle. Take a moment to appreciate the craftsmanship and the beautiful scenery.

5 tips for savvy savings when booking a hotel in Winterset

  1. Book for the cheapest times: January, November, and December are the most budget-friendly months to visit Winterset, as hotel prices are generally lower during this time. For a great value for money experience, a stay of at least 1 to 2 days is recommended to fully enjoy the town's key historical landmarks and cultural attractions. Visitors can explore the charm of small-town life, as well as significant sites like the Winterset Courthouse and the birthplace of John Wayne. This combination of affordability and rich history makes Winterset an ideal destination for those traveling on a budget.
  2. Look for last-minute deals on Hotels.com: To explore last-minute deals for hotels in Winterset, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates as your travel date approaches. Enabling email alerts or push notifications can keep you informed about flash sales and exclusive promotions, helping you snag the best hotel deal. Additionally, the Smart ShoppingOpens in a new window tool available in the app allows you to compare hotel prices and amenities, so you’re more likely to see when prices drop or rooms become available, ensuring you don’t miss out on a great last-minute getaway.
  3. Be flexible with dates: Prices may fluctuate due to factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay at a hotel in Winterset. For those seeking unique accommodations, boutique hotels often provide a more personalized experience and might offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is higher or lower than the average. If the price appears to be on the higher side, we’ll recommend more budget-friendly dates to help you find the best deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. To find more affordable options, look for hotels in less central areas or neighborhoods, which usually tend to be cheaper while still offering reasonable access to the sites you want to visit. You might also consider independent hotels located a bit further out, as they can provide a more authentic experience at a budget-friendly price.
  5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Winterset. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Winterset

Winterset experiences its lowest average temperature in January, at 22.1°F (-5.5°C), while July is the hottest month, with an average temperature of 74.8°F (23.8°C). May tends to be the wettest month. The peak travel months to visit Winterset are June, July, and September, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, February, November, and December are ideal if you're looking for a calmer vacation, marked by no to light rainfall and mostly sunny conditions.

If you're looking for a place to get away, look no further than Winterset. Whether you're planning to stay for a night or for the week, the area around Winterset has accommodations to fit every need. Search for hotels in Winterset with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Winterset hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Winterset hotel deals are here with our lowest price guarantee.