hogback covered bridge, summer

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Our top choices for Winterset hotels

Covered Bridge Inn

Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (793 reviews)
"Staff was very helpful"
United States
Steve
The price is ₹9,677
₹10,838 total
includes taxes & fees
18 Jun - 19 Jun
Covered Bridge Inn

Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA
2.5 star property
Winterset
9.2 out of 10, Wonderful, (749 reviews)
"Room was very clean and staff was friendly!"
United States
Cheryl
The price is ₹11,944
₹13,377 total
includes taxes & fees
1 Jul - 2 Jul
Cobblestone Inn & Suites - Winterset, IA

Super 8 by Wyndham Osceola IA

Super 8 by Wyndham Osceola IA
2.0 star property
Osceola
8.6 out of 10, Excellent, (277 reviews)
"Easy check in, friendly staff. Very clean. I stay here every year. Has always been great."
United States
Eric
The price is ₹9,097
₹10,188 total
includes taxes & fees
14 Jun - 15 Jun
Super 8 by Wyndham Osceola IA

Days Inn & Suites by Wyndham Des Moines Airport

Days Inn & Suites by Wyndham Des Moines Airport
2.0 star property
Greater South Side
8.6 out of 10, Excellent, (1,820 reviews)
"Very comfortable room in a great area near the airport."
United States
Scott
The price is ₹6,894
₹7,722 total
includes taxes & fees
15 Jun - 16 Jun
Days Inn & Suites by Wyndham Des Moines Airport

Evergreen Inn

Evergreen Inn
2.5 star property
Osceola
9.0 out of 10, Wonderful, (721 reviews)
"Very cute little place to stay for the night with reasonable rates, very friendly staff. Will definitely stay again if ever in the area."
United States
deb
The price is ₹5,430
₹6,082 total
includes taxes & fees
15 Jun - 16 Jun
Evergreen Inn

Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport
2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1,179 reviews)
"Clean room, great staff, and wonderful breakfast."
United States
Michael
The price is ₹9,360
₹10,483 total
includes taxes & fees
5 Jul - 6 Jul
Baymont by Wyndham Des Moines Airport

Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West
3.0 star property
West Des Moines
9.2 out of 10, Wonderful, (1,016 reviews)
"The rooms were very nice and clean. The staff were great and breakfast was very good."
United States
Kimberle
The price is ₹10,437
₹11,690 total
includes taxes & fees
14 Jun - 15 Jun
Fairfield Inn and Suites by Marriott Des Moines West

Lakeside Hotel Casino, a Travelodge by Wyndham

Lakeside Hotel Casino, a Travelodge by Wyndham
3.0 star property
Osceola
8.2 out of 10, Very good, (1,022 reviews)
"We enjoyed our time there"
United States
Robert
The price is ₹6,859
₹9,006 total
includes taxes & fees
28 Jun - 29 Jun
Lakeside Hotel Casino, a Travelodge by Wyndham

AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola
3.0 star property
Osceola
8.8 out of 10, Excellent, (642 reviews)
"Nice place to stay the kids loved the pool"
United States
joe
The price is ₹12,290
₹13,765 total
includes taxes & fees
12 Jul - 13 Jul
AmericInn by Wyndham Osceola

Quality Inn & Suites Des Moines Airport

Quality Inn & Suites Des Moines Airport
2.5 star property
Greater South Side
7.6 out of 10, Good, (1,005 reviews)
"Room was clean, staff was very friendly, breakfast was good"
United States
Sonia
The price is ₹6,002
₹6,722 total
includes taxes & fees
23 Jun - 24 Jun
Quality Inn & Suites Des Moines Airport

Hampton Inn Des Moines-Airport

Hampton Inn Des Moines-Airport
2.5 star property
Greater South Side
8.8 out of 10, Excellent, (1,007 reviews)
"Great staff friendly and breakfast was great"
United States
Gerald
The price is ₹11,640
₹13,037 total
includes taxes & fees
5 Jul - 6 Jul
Hampton Inn Des Moines-Airport

Drury Inn & Suites West Des Moines

Drury Inn & Suites West Des Moines
3.0 star property
West Des Moines
9.4 out of 10, Exceptional, (1,061 reviews)
"Clean room staff and breakfast are good."
United States
Khang
The price is ₹10,479
₹11,736 total
includes taxes & fees
29 Jun - 30 Jun
Drury Inn & Suites West Des Moines

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

Country Inn & Suites by Radisson, Des Moines West, IA
3.0 star property
Clive
8.8 out of 10, Excellent, (1,008 reviews)
"Our room was clean, the pool was nice, and the breakfast was great! We would stay again."
United States
Kayla
The price is ₹7,977
₹8,934 total
includes taxes & fees
23 Jun - 24 Jun
Country Inn & Suites by Radisson, Des Moines West, IA

Holiday Inn Express & Suites Des Moines Downtown by IHG

Holiday Inn Express & Suites Des Moines Downtown by IHG
2.5 star property
Downtown Des Moines
9.2 out of 10, Wonderful, (1,000 reviews)
"Clean, comfy bed, great breakfast!!"
United States
Jennifer
The price is ₹11,314
₹12,671 total
includes taxes & fees
14 Jun - 15 Jun
Holiday Inn Express & Suites Des Moines Downtown by IHG

Home2 Suites by Hilton Des Moines at Drake University

Home2 Suites by Hilton Des Moines at Drake University
3.0 star property
Drake
9.4 out of 10, Exceptional, (1,030 reviews)
"Excellent accommodation i always stay here when in town!"
United States
Barbara
The price is ₹11,307
₹12,664 total
includes taxes & fees
16 Jun - 17 Jun
Home2 Suites by Hilton Des Moines at Drake University

Fairfield Inn & Suites by Marriott® Norwalk Des Moines

Fairfield Inn & Suites by Marriott® Norwalk Des Moines
3.0 star property
Norwalk
9.4 out of 10, Exceptional, (107 reviews)
"Best hotel to stay with peace of mind"
United States
Yuvaraj
The price is ₹9,606
₹10,759 total
includes taxes & fees
25 Jun - 26 Jun
Fairfield Inn & Suites by Marriott® Norwalk Des Moines

Sleep Inn & Suites West Des Moines near Jordan Creek

Sleep Inn & Suites West Des Moines near Jordan Creek
2.5 star property
West Des Moines
8.8 out of 10, Excellent, (1,007 reviews)
"A wonderful place to stay, friendly and helpful staff. Clean and large rooms, and a great breakfast."
United States
Robin
The price is ₹8,016
₹8,978 total
includes taxes & fees
5 Jul - 6 Jul
Sleep Inn & Suites West Des Moines near Jordan Creek

Homewood Suites by Hilton Des Moines Airport

Homewood Suites by Hilton Des Moines Airport
3.0 star property
Des Moines
9.4 out of 10, Exceptional, (648 reviews)
"Thank you for a wonderful traveling experience."
United States
Mykelah Carla
The price is ₹12,500
₹14,000 total
includes taxes & fees
28 Jun - 29 Jun
Homewood Suites by Hilton Des Moines Airport

AmericInn by Wyndham Des Moines Airport

AmericInn by Wyndham Des Moines Airport
3.0 star property
Greater South Side
8.0 out of 10, Very good, (1,017 reviews)
"Excellent shuttle service to airport"
United States
Lea
The price is ₹6,350
₹7,112 total
includes taxes & fees
7 Jul - 8 Jul
AmericInn by Wyndham Des Moines Airport

Quality Inn Indianola

Quality Inn Indianola
2.5 star property
Indianola
7.8 out of 10, Good, (550 reviews)
"The room and property were clean and everything worked! The stay was comfortable, quiet and the traditional breakfast was great. Thanks for a wonderful stay."
United States
Tami
The price is ₹8,078
₹9,047 total
includes taxes & fees
12 Jul - 13 Jul
Quality Inn Indianola
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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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

Find out more about Winterset

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.

Find your hotel in Winterset

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.

Experience the top activities and must-see sights in Winterset

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.

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.

Discover the flavours of Winterset

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.

Best time to go to Winterset

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

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

Frequently asked questions

Where is the best place for a stay in Winterset?
Cobblestone Inn & Suites - Winterset, IA is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and a restaurant. Covered Bridge Inn is another good option for your visit. 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 dog-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 if you're bringing your pet along. See more pet-friendly hotel accommodations in Winterset.
What are some accommodation options with pools in Winterset?
Days Inn & Suites by Wyndham Des Moines Airport: Features buffet, an indoor pool and free self parking. Fairfield Inn and Suites by Marriott Des Moines West and Home2 Suites by Hilton Des Moines at Drake University 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 14 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 Hogback Bridge and Rotary Hedge Maze. 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, February, November and March, with each month seeing an average of 22 cm of snowfall.

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