Hotels in Winterset

Winterset: Where Small Town Charm Meets Scenic Serenity

Nestled in the heart of Iowa, Winterset is a charming small town that invites travelers to experience its rich history and natural beauty. Famous as the birthplace of John Wayne, visitors can explore the John Wayne Birthplace Museum and stroll through the picturesque town square. Surrounded by rolling hills and scenic countryside, Winterset is a haven for outdoor enthusiasts, offering hiking trails and breathtaking views at nearby Pammel State Park. Don’t miss the iconic covered bridges, celebrated in song and literature. With its warm hospitality and unique attractions, Winterset is the perfect off-the-beaten-path escape for all. For the best hotel rates in Winterset and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Top locations to stay in Winterset

Some of the best places to stay in Winterset are Downtown Des Moines, Historic East Village and Greater South Side. Winterset, Iowa, is a charming destination for travelers, featuring nearby attractions like Downtown Des Moines, Historic East Village, and Greater South Side. Downtown Des Moines offers vibrant nightlife and dining, while the Historic East Village is rich in history and boutique shopping. The Greater South Side boasts a more local vibe with unique eateries. For accommodations, you'll find a range of hotels and suites in these areas, offering comfort and convenience. For first-time visitors, Downtown Des Moines is the best choice to experience the city's energy. Here are some of the most popular hotels with our guests in Winterset:

1. Downtown Des MoinesOpens in a new window: Downtown Des Moines is a vibrant area perfect for families and business travelers alike. With attractions like Drake University, Iowa Events Center, and Wells Fargo Arena, there's something for everyone. For accommodation, consider Hotel Fort Des Moines, Curio Collection by HiltonOpens in a new window, a luxurious 4.5-star hotel ideal for a lavish stay. Surety HotelOpens in a new window, a 4.0-star hotel, caters to business and romantic travelers with amenities like meeting rooms and spa services. Another option is Des Lux HotelOpens in a new window, a 3.5-star hotel offering essential business facilities, making it suitable for corporate travelers.
2. Historic East VillageOpens in a new window: This charming area combines family-friendly attractions with a rich history. Visitors can enjoy nearby sites like Drake University and the Iowa Events Center. Hyatt Place Altoona/Des MoinesOpens in a new window is a 3.0-star hotel that welcomes pets and provides essential business amenities, making it great for pet owners traveling on business. Prairie Meadows Casino, Racetrack & HotelOpens in a new window, a 3.5-star hotel, offers a casino experience alongside business facilities, while Best Western Premier Ankeny HotelOpens in a new window is perfect for families seeking adventure-themed activities.
3. Greater South SideOpens in a new window: Known for its family-friendly atmosphere, Greater South Side features attractions like Drake University and the Iowa Events Center. Holiday Inn Des Moines-Airport/Conf Center, an IHG HotelOpens in a new window is a 3.0-star hotel that provides family amenities and pet-friendly options. Clarion Inn Des Moines AirportOpens in a new window, also a 3.0-star hotel, caters to business and family needs with ample facilities. Lastly, Hilton Garden Inn Des Moines AirportOpens in a new window, a 4.0-star hotel, is ideal for business travelers who wish to bring their pets along, featuring a range of business amenities and services.

Things to do in Winterset for first time

Discover Winterset, where three days are ideal for immersing yourself in charming small-town vibes. Explore scenic parks and lush forests, perfect for hiking and leisurely strolls. Enjoy shopping at local boutiques, and unwind by nearby lakes, offering opportunities for boating and picnicking amidst nature's beauty. Here's a quick itinerary to make the most of your trip to Winterset:

• Day 1: Start your exploration at Badger Creek State Recreation Area, where you can immerse yourself in nature with hiking trails and picturesque views—perfect for enjoying the great outdoors. After soaking in the beauty, head over to Walnut Woods State Park, known for its scenic woodlands and serene atmosphere. This park offers great opportunities for birdwatching and picnicking, making it a lovely spot to relax and recharge. Conclude your day at West Glen Town Center, a vibrant shopping and dining destination where you can enjoy a delicious meal and perhaps catch a movie.
• Day 2: Begin your morning at Imes Bridge, a historic landmark that’s great for a leisurely walk and some stunning photo opportunities. Next, visit the Jordan House, where you can learn about its rich history and the stories it holds. Wrap up your day by exploring Valley Junction, a charming area with unique shops and delightful eateries that offer a taste of local culture and cuisine.
• Day 3: Kick off with a visit to the Bob Feller Museum, dedicated to the legendary baseball player, where you can delve into baseball history and admire memorabilia. Afterward, make your way to the Des Moines Civic Center, a hub for performing arts, where you might catch a show or simply enjoy the architecture. End your day at Living History Farms, an interactive outdoor museum that brings Iowa’s agricultural history to life through engaging exhibits and activities—perfect for a fun and educational experience.

5 tips to find a great Winterset hotel deal

1. Book for the cheapest times: The most budget-friendly time to visit Winterset is from October to December when hotel rates are at their lowest. For a great value for money experience, plan to stay for at least 2-3 days to fully explore the town's key attractions, such as the beautiful Winterset Courthouse and the John Wayne Birthplace Museum. This charming small town offers plenty to see and do without breaking the bank, making it an ideal getaway for those on a budget.
2. Look for last-minute deals on Hotels.com: If you're seeking last-minute hotel deals in Winterset, you could find great options by checking the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com. These sections often feature discounted rates and good availability as your travel date approaches. To maximize your chances of scoring a bargain, consider enabling email alerts or push notifications from Hotels.com for updates on flash sales and exclusive promotions, helping you stay informed about potential savings.
3. Be flexible with dates: Prices may fluctuate depending on factors like the hotel's location, star rating, and the season. As a result, being flexible with your travel dates might increase the chances that you could save on hotel expenses in Winterset.
4. Consider your location: Keep your location in mind when booking on Hotels.com for your vacation. Staying near major attractions or city centers can offer convenience, but it usually tends to come with a higher price tag. For more affordable options, consider hotels in less central areas or neighborhoods, striking a balance between cost and easy access to the sights you want to see.
5. Upgrade with One Key: Book your hotel in Winterset and join Hotels.com's free One Key rewards program, enabling members to earn and enjoy reward points for hotel reservations. Progress through Blue, Silver, Gold and Platinum tiers and access perks such as room upgrades when available, exclusive discounts, and unique member offers. Join 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, accompanied by light rainfall. However, if you prefer a more relaxed experience, February, November, and December are perfect for a quieter getaway, marked by dry to light rainfall and mostly sunny conditions.