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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
View properties in September
Currently viewing crowd sizes and weather for September.
Weather forecast for Winterset
September
trending_flatModerate crowds
High 78°F / low 57°F. Sunny most days.
View properties in September
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September, Moderate crowds, average high temperature 78 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
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63°
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October, Moderate crowds, average high temperature 63 degrees Fahrenheit, average low temperature 45 degrees Fahrenheit. Sunny most days.
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November, Low crowds, average high temperature 49 degrees Fahrenheit, average low temperature 33 degrees Fahrenheit. Partly sunny.
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36°
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December, Moderate crowds, average high temperature 36 degrees Fahrenheit, average low temperature 23 degrees Fahrenheit. Partly sunny.
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January, Low crowds, average high temperature 29 degrees Fahrenheit, average low temperature 15 degrees Fahrenheit. Snow likely.
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33°
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February, Low crowds, average high temperature 33 degrees Fahrenheit, average low temperature 17 degrees Fahrenheit. Snow likely.
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48°
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March, Low crowds, average high temperature 48 degrees Fahrenheit, average low temperature 32 degrees Fahrenheit. Cloudy most days.
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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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June, High crowds, average high temperature 80 degrees Fahrenheit, average low temperature 63 degrees Fahrenheit. Sunny most days.
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July, High crowds, average high temperature 84 degrees Fahrenheit, average low temperature 66 degrees Fahrenheit. Sunny most days.
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August, High crowds, average high temperature 83 degrees Fahrenheit, average low temperature 64 degrees Fahrenheit. Sunny most days.
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Monthly weather averages (˚F)

Top landmarks in Winterset

Learn more about Winterset

Explore the birthplace of John Wayne at his childhood home, now a museum filled with memorabilia. Discover the famous covered bridges of Madison County, immortalized in literature and film.

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

Check out reviews of Winterset hotels guests love

Frequently asked questions

How much does a hotel room cost in Winterset?
You can discover great hotels in Winterset from $50 with properties to suit all budgets and needs. If you're after an affordable hotel in Winterset that meets all of your requirements, set your filters and then sort the results by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Winterset hotels?
Members can save up to 20% on select hotels in Winterset. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Winterset hotels with free cancellation?
In order to book a refundable Winterset hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Winterset hotels with free parking?
If you're driving, a great Winterset hotel with free parking is a bonus. Our travelers' favorites include:
Are all taxes and fees included in the Winterset hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
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 in Winterset if I want a vacation rental instead of a hotel?
You'll find 5 vacation homes on our site.
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

Unveiling Winterset: A Hidden Gem of Small-Town Splendor

Discover Winterset, Iowa, a charming small town that invites you to step back in time and embrace its rich history and natural beauty. Home to the iconic John Wayne Birthplace and Museum, Winterset celebrates its cinematic roots alongside stunning covered bridges, perfect for leisurely strolls. Explore the lush landscapes of Winterset City Park and enjoy local art at the Madison County Arts Council. With quaint shops and inviting eateries, Winterset offers a delightful blend of culture and tranquility, making it an ideal off-the-beaten-path destination for travelers seeking genuine Midwestern charm.

Discover great hotels in Winterset

Winterset, Iowa offers a variety of hotel accommodations, from cozy inns to quality establishments. You'll find options with convenient amenities like room service and comfortable rooms. Whether you're seeking a beautiful hotel or a reliable stay near local attractions, Winterset has available hotels to suit your needs. These are some of the hotels preferred by our travelers in Winterset:

  1. Edgetowner MotelOpens in a new window: This 2.5-star motel is perfect for adventurous travelers seeking a unique experience in Winterset. With a focus on outdoor recreation, this hotel offers a range of adventure sports nearby, including scooter rentals and hunting opportunities. Business amenities like a Business Center ensure that those traveling for work can remain productive. Reviewers highlight the welcoming atmosphere and the ability to easily access local attractions, making it an ideal choice for those looking to blend work with leisure in a vibrant setting.
  2. Economy Inn MotelOpens in a new window: This 2.5-star motel provides a pet-friendly haven for travelers who wish to bring their furry companions along. With policies that allow pets on-site, this hotel ensures a comfortable stay without leaving your pets behind. Guests appreciate the relaxed vibe and the amenities that cater to their needs, creating a stress-free experience. The welcoming environment and thoughtful services make this hotel a top choice for travelers seeking comfort and ease while enjoying their time in Winterset.
  3. Sleep Inn Waukee-West Des MoinesOpens in a new window: This 2.5-star hotel caters to travelers looking for both business convenience and a pet-friendly atmosphere. Equipped with a Business Center, it offers amenities that support professional needs while also warmly welcoming pets. The property is designed to ensure a smooth stay, and guests often mention the exceptional service and comfortable accommodations. This hotel stands out for its ability to provide a unique blend of professional and personal experience, making it a prime choice for those seeking a refined and enjoyable stay in Winterset.

Top locations to stay in Winterset

In Winterset, Iowa, great areas to stay include Saint Charles, Truro, and Bevington. Saint Charles offers charming local shops and a friendly atmosphere, while Truro is known for its scenic countryside and historical sites. Bevington provides a peaceful retreat with outdoor activities. For first-time visitors, Saint Charles is the best choice due to its vibrant community and proximity to attractions.

  1. Saint CharlesOpens in a new window: Saint Charles is a charming destination perfect for travelers looking for a cozy stay. Known for its beautiful landscapes and welcoming atmosphere, this area is ideal for those who enjoy outdoor activities such as hiking and biking along scenic trails. You can also explore local shops and enjoy the small-town vibe. The nearby Brenton Arboretum is a must-visit for nature lovers, offering lovely gardens and walking paths that are perfect for a relaxing day out. Plus, the community hosts various seasonal events that showcase local crafts and produce, making it a delightful spot for visitors.
  2. TruroOpens in a new window: Truro is a quaint little town that provides a peaceful retreat for travelers seeking a slower pace. This area is rich in history and is home to the Truro Historical Society, where you can learn about local heritage and the unique stories of the region. The surrounding countryside offers stunning views and opportunities for photography, especially during the fall when the foliage is vibrant. Truro is also close to various antique shops, making it a great spot for treasure hunting and finding unique souvenirs.
  3. BevingtonOpens in a new window: Bevington is a hidden gem for those who appreciate a tight-knit community feel. This small town is surrounded by farmland and natural beauty, offering opportunities for outdoor activities like fishing and hiking. While it's more low-key, visitors can enjoy the friendly atmosphere and engage with locals who are often eager to share their stories. Bevington is also a great base for day trips to nearby attractions, allowing you to explore the broader region while enjoying the tranquility of this charming town.

Things to do in Winterset

Winterset charms visitors with its picturesque landscapes, featuring rolling hills, tranquil lakes, and lush forests. Enjoy outdoor activities like hiking and kayaking, or simply unwind in serene parks. After a day of exploration, indulge in local boutiques and quaint shops, making it a delightful getaway for all.

  • Bob Feller MuseumOpens in a new window – Dive into the world of baseball at the Bob Feller Museum, dedicated to the legendary Hall of Fame pitcher. Explore fascinating exhibits that showcase memorabilia and stories of Feller’s incredible career, highlighting his contributions to the sport. Whether you're a die-hard baseball fan or just curious about America's pastime, this small-town gem offers a unique glimpse into the life of a sports icon.
  • Brenton ArboretumOpens in a new window – Take a leisurely stroll through the Brenton Arboretum, a stunning collection of trees and plants set amidst beautiful landscapes. With trails winding through diverse gardens, this peaceful destination invites you to connect with nature and enjoy the tranquility of the outdoors. Bring a picnic, snap some photos of the vibrant flora, and soak up the serene atmosphere that makes this arboretum a perfect spot for relaxation.
  • Walnut Woods State ParkOpens in a new window – Escape the hustle and bustle at Walnut Woods State Park, where you can hike, bike, or simply enjoy a day in nature. With lush woodlands and scenic trails that meander along the river, this state park is ideal for outdoor enthusiasts. Pack your gear for a day of exploring, and keep an eye out for local wildlife as you traverse this beautiful landscape.

5 tips for savvy savings when booking a hotel in Winterset

  1. Book for the cheapest times: The most affordable time to visit Winterset is during January, November, and December when hotel prices are lower. To fully appreciate the area's key landmarks, cultural attractions, and historical sites, it's recommended to stay for at least 2 to 3 days. This budget-friendly duration allows you to discover family-friendly destinations, trendy shops, and dining options that provide great value for money. If you’re looking for an enriching experience in a small town, Winterset is an excellent choice where prices may drop, making it even more accessible for visitors on a budget.
  2. Look for last-minute deals on Hotels.com: To discover hotel deals in Winterset, check out the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted rates as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions. Additionally, the Smart ShoppingOpens in a new window tool in the app lets you compare hotel prices and amenities, helping you make informed choices. With these resources, you could find great last-minute opportunities and be among the first to know if prices drop or rooms become available.
  3. Be flexible with dates: Prices can fluctuate depending on factors like the hotel's location, star rating, and the time of year. Being flexible with your travel dates could help you find better rates for your stay at a Winterset hotel. If you're interested in unique accommodations, boutique hotels often provide a more personalized experience and may offer better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below average. If the price is on the higher end, we’ll suggest more affordable dates that could help you secure a better deal.
  4. Consider your location: Choosing accommodations near key attractions or city centers can be convenient, but they usually tend to be more expensive. To find more affordable options, consider hotels situated in less central areas or neighborhoods, striking a balance between cost and accessibility to the sights you want to see. You might also look into independent hotels located a bit further out, as they can offer a more authentic and budget-friendly experience.
  5. Become a Member: Join our membership program for free and start planning your next stay in Winterset! Enjoy savings on over 100,000 hotels around the globe with exclusive member prices. As a member, you’ll have the opportunity to advance through various tiers, unlocking fantastic perks such as complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Don’t miss out on these great benefits—sign up today!

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 is typically the wettest month. If you’re looking to soak up the lively atmosphere in Winterset, June, July, and September are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, February, November, and December are perfect for a quieter getaway, 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.

Winterset Travel Information

Best Time to Visit
February, April and June
Average Stay
2 days
Popular Sights
John Wayne Birthplace Museum, Roseman Bridge and The Winterset Stage

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