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Top 10 Winterset hotels and places to stay

Charming countryside retreat in picturesque Winterset, Iowa

Winterset, situated in the heart of Iowa, offers a distinctive small-town charm with friendly people and a trendy atmosphere. The city center is bustling with family-friendly attractions, including shopping districts and a variety of dining options. For those seeking luxury, Winterset provides upscale hotels that cater to all needs. The LGBTQ+ community is also warmly welcomed in this inclusive destination. With its affordable cost and business-friendly environment, Winterset is an ideal holiday spot for tourists from all walks of life.

When it comes to accommodation options in Winterset, you'll find a variety of hotels to suit your needs and preferences. Here are some popular hotels you may consider for your stay:

  • Covered Bridge Inn - This 2.5-star motel offers smoking and pet-friendly rooms, trendy amenities, free parking, and convenient proximity to the small town and theater. Enjoy the luxury and free Wi-Fi during your stay.
  • Cobblestone Inn & Suites - Winterset, IA - A 2.5-star hotel surrounded by countryside, it features a bar, free breakfast, business facilities, pet-friendly rooms, and easy access to the small town and theater. Relax and make use of the friendly staff and laundry facilities.
  • Peaceful farmhouse/private acreage with GIANT kitchen next to Holliwell Bridge - If you're looking for a unique experience, this agritourism property offers a peaceful farmhouse with a large kitchen, located near the Holliwell Bridge.

Staying in Winterset provides a charming small-town atmosphere and easy access to the theater, covered bridges, and beautiful countryside. With a range of accommodation options, you'll find the perfect place to relax and enjoy your holiday.

Winterset is a small town with a friendly atmosphere, offering a range of family-friendly activities, shopping opportunities, and trendy dining and bar options. The city is known for its welcoming community and is LGBT-friendly, making it a great destination for all visitors. Whether you're looking for a luxury experience or a budget-friendly holiday, Winterset has something for everyone.

  • Roseman Bridge: Experience the charm of Winterset by visiting this historic bridge. With its picturesque setting and small-town vibes, it's a perfect spot for a family-friendly outing or a romantic stroll.
  • Pammel State Park: Immerse yourself in nature at this national state park. Enjoy hiking trails, scenic views, and wildlife sightings, making it an ideal destination for outdoor enthusiasts.
  • Cedar Bridge: Explore the beauty of Winterset by visiting this modern bridge. Its sleek design and surrounding natural landscapes make it a popular attraction for both locals and tourists.

When it comes to experiencing local cuisine in Winterset, you can expect a delightful array of unique dishes and highlights. From hearty Midwestern comfort food to farm-to-table creations, the dining scene in this charming town offers something for every palate. Indulge in mouthwatering dishes like Iowa pork tenderloin sandwiches, corn-fed beef steaks, and homemade pies bursting with fresh fruit flavours. Additionally, Winterset is known for its quaint cafes and bakeries, where you can savor freshly brewed coffee, flaky pastries, and delectable breakfast options. Whether you're a foodie or simply looking to satisfy your cravings, Winterset's local cuisine is sure to leave you wanting more.

When it comes to popular restaurants in the neighborhood of Winterset, there are a few culinary styles that stand out. Casey's General Store is a beloved pizzeria that offers delicious pies made with fresh ingredients and a variety of toppings. For those craving classic American fare, Sports Page is the go-to spot, serving up mouthwatering burgers, wings, and other North American favorites. Whether you're in the mood for pizza or traditional comfort food, Winterset's dining scene has you covered with its diverse range of restaurants and culinary styles.

Winterset boasts a year-around average temperature of 10.5°C, peaking at 24.6°C in July, its warmest month, and dipping to an average low of -5.2°C in January, the coolest. Rainfall averages at 76.2mm annually, with June seeing the heaviest showers and January being the driest month.

Monthcalendar iconTemperature (Celcius)temperature iconRainfall (mm)rain icon
January-5.225.4
February-2.532.5
March4.158.4
April10.998.0
May16.8120.4
June22.1125.5
July24.6113.5
August23.5104.9
September18.777.5
October11.767.1
November4.055.6
December-3.336.1

More cheap stays in Winterset

Accommodation near Winterset attractions

Winterset hotels information

Number of reviews
6,188
Accommodation
483 hotels
Lowest Price
₹4,943
Highest Price
₹8,470

Frequently asked questions

Where is the best place for a stay in Winterset?

Cobblestone Inn & Suites - Winterset, IA is a favourite with Expedia customers. This hotel offers free breakfast and a restaurant. Covered Bridge Inn is another favourite option for your trip based on reviews. See all available top hotels, or vacation rentals in Winterset.

If I need to cancel my hotel reservation in Winterset, will I receive a refund?

Yes! The majority of hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winterset.

What's the best pet-friendly hotel 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 good choice for a stay with your pet. See more pet-friendly hotel accommodations in Winterset.

What are some accommodation options with pools in Winterset?

Fairfield Inn and Suites by Marriott Des Moines West: Hotel located near Jordan Creek Town Center. Features a snack bar/deli, an indoor pool and daily. Stoney Creek Hotel Des Moines - Johnston and Days Inn & Suites by Wyndham Des Moines Airport are two additional hotels that feature an on-site pool. View all hotels with pools in Winterset.

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 8 hotels and other accommodation options to choose from. Find out more about Winterset.

What should I see while I'm in Winterset?

Cultural venues include John Wayne Birthplace Museum and The Winterset Stage. Landmarks like Roseman Bridge, Clark Tower and Cedar Bridge might be worth a visit. A couple of additional sights to add to your itinerary are Madison County Courthouse and Pammel State Park. Take a look at what more there is 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 temperature of 22°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winterset are January, March, February and November, with each month seeing an average of 28 cm of snowfall.

💰 How to find great deals and cheap hotels in Winterset

  • Take advantage of the "cancel free on most hotels" feature on Expedia. This allows you to have flexibility in case your travel plans change.
  • Use the search filters on Expedia to find hotels that are family-friendly, lgbt-friendly, business-friendly, and trendy, based on your preferences.
  • Winterset is a small town with friendly people, so you can expect a welcoming atmosphere during your stay.
  • Explore the shopping options in Winterset, as there are various shops and boutiques where you can find unique items.
  • Enjoy the dining scene in Winterset, which offers a range of restaurants serving delicious cuisine.
  • If you're looking for luxury accommodation, there are options available in Winterset that provide upscale amenities and services.
  • Don't forget to visit the local bars in Winterset, where you can unwind and enjoy a drink.
  • Consider booking your travel during off-peak times to potentially save on flights, hotels, and attractions in Winterset.
  • Take advantage of the Expedia Rewards program to earn points and enhance your budget-friendly stay in Winterset.

The Winterset info point: What you need to know

Category
Details
LocationWinterset, Iowa, United States of America
PopulationApproximately 5,200
Main AttractionJohn Wayne Birthplace Museum
Most famous landmarkCovered Bridges of Madison County
Outdoor ActivitiesHiking, camping, fishing
Local CuisineIowa pork tenderloin sandwich, corn on the cob
Best Time to VisitSummer months (June to August)
Annual EventsMadison County Covered Bridge Festival

Winterset Hotel Reviews
Expedia verified reviews