Winterset Hotels from ₹4,990

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Top 10 Winterset hotels and places to stay

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
Winterset
9.2 out of 10, Wonderful, (710)
"Great place to stay. "
United States
Steve
The price is ₹8,908
₹9,977 total
includes taxes & fees
13 Dec - 14 Dec
Cobblestone Inn & Suites - Winterset, IA

Covered Bridge Inn

2.5 star property
Winterset
9.0 out of 10, Wonderful, (766)
"Breakfast was top notch for the price."
United States
Raymond
The price is ₹7,038
₹7,882 total
includes taxes & fees
8 Dec - 9 Dec
Covered Bridge Inn

Baymont by Wyndham Des Moines Airport

2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1154)
"Friendly staff, quiet location, comfortable and clean rooms. Would stay there again."
United States
Alaina
The price is ₹7,573
₹8,482 total
includes taxes & fees
6 Jan - 7 Jan 2026
Baymont by Wyndham Des Moines Airport

AmericInn by Wyndham Stuart

2.5 star property
Stuart
8.4 out of 10, Very good, (518)
"Clean room, nice pool, parking and free breakfast. Great for families. "
United States
Amanda
The price is ₹6,803
₹7,980 total
includes taxes & fees
14 Dec - 15 Dec
AmericInn by Wyndham Stuart

Fairfield Inn and Suites by Marriott Des Moines West

2.5 star property
West Des Moines
9.0 out of 10, Wonderful, (1001)
"rooms was clean and hotel pool area was nice"
United States
Leslie
The price is ₹7,867
₹8,811 total
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn and Suites by Marriott Des Moines West

Days Inn & Suites by Wyndham Des Moines Airport

2.0 star property
Greater South Side
8.6 out of 10, Excellent, (1675)
"Staff was friendly room was super clean breakfast was delicious "
United States
Sean
The price is ₹5,670
₹6,350 total
includes taxes & fees
16 Dec - 17 Dec
Days Inn & Suites by Wyndham Des Moines Airport

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

2.5 star property
West Des Moines
9.2 out of 10, Wonderful, (997)
"Very clean, quiet and great staff"
United States
James
The price is ₹8,369
₹9,374 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

La Quinta Inn & Suites by Wyndham Des Moines West Clive

3.0 star property
Clive
8.6 out of 10, Excellent, (1003)
"Great place to stay! "
United States
Kirsten
The price is ₹5,796
₹6,491 total
includes taxes & fees
28 Dec - 29 Dec
La Quinta Inn & Suites by Wyndham Des Moines West Clive

Stoney Creek Hotel Des Moines - Johnston

2.5 star property
Johnston
9.0 out of 10, Wonderful, (1790)
"Cute theme, friendly staff, affordable, and not bad for the price. "
United States
Brenda
The price is ₹8,791
₹9,846 total
includes taxes & fees
1 Jan - 2 Jan 2026
Stoney Creek Hotel Des Moines - Johnston

Country Inn & Suites by Radisson, Indianola, IA

2.5 star property
Indianola
9.0 out of 10, Wonderful, (710)
"I stay at this property multiple times a year and have always had a positive experience. "
United States
John
The price is ₹9,868
₹11,052 total
includes taxes & fees
28 Dec - 29 Dec
Country Inn & Suites by Radisson, Indianola, IA

Quality Inn & Suites Des Moines Airport

2.5 star property
Greater South Side
7.4 out of 10, Good, (1004)
"Best location for passengers traveling on flights"
United States
Sai Lakshmi
The price is ₹5,670
₹6,350 total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn & Suites Des Moines Airport

Home2 Suites by Hilton Des Moines at Drake University

3.0 star property
Drake
9.4 out of 10, Exceptional, (1007)
"Great place to stay!"
United States
Alyca
The price is ₹8,207
₹9,192 total
includes taxes & fees
4 Jan - 5 Jan 2026
Home2 Suites by Hilton Des Moines at Drake University

Hampton Inn & Suites West Des Moines/SW Mall Area

2.5 star property
West Des Moines
9.0 out of 10, Wonderful, (925)
"Clean room, polite staff, great accommodations!"
United States
Jenna
The price is ₹7,127
₹7,983 total
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn & Suites West Des Moines/SW Mall Area

AmericInn by Wyndham Osceola

2.5 star property
Osceola
8.8 out of 10, Excellent, (595)
"Nice location, good breakfast and helpful staff."
United States
Christopher
The price is ₹9,715
₹10,880 total
includes taxes & fees
26 Dec - 27 Dec
AmericInn by Wyndham Osceola

Evergreen Inn

2.5 star property
Osceola
9.0 out of 10, Wonderful, (687)
"Wonderful staff, easy check in & out. Comfortable and Clean place to stay! "
United States
Richard
The price is ₹4,698
₹5,261 total
includes taxes & fees
10 Dec - 11 Dec
Evergreen Inn

Quality Inn Osceola

2.5 star property
Osceola
8.4 out of 10, Very good, (61)
"Great place to stay!!!"
United States
Cynthia
The price is ₹8,099
₹9,071 total
includes taxes & fees
1 Jan - 2 Jan 2026
Quality Inn Osceola

Holiday Inn Express & Suites Des Moines Downtown by IHG

2.5 star property
Downtown Des Moines
9.2 out of 10, Wonderful, (961)
"Room is clean great location check in was a breeze"
United States
linda
The price is ₹8,729
₹9,777 total
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Express & Suites Des Moines Downtown by IHG

Hyatt Place West Des Moines Jordan Creek

3.0 star property
West Des Moines
9.2 out of 10, Wonderful, (1004)
"Great place to stay"
United States
Nicole
The price is ₹8,873
₹9,938 total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Place West Des Moines Jordan Creek

Hampton Inn Des Moines-Airport

2.5 star property
Greater South Side
8.8 out of 10, Excellent, (1006)
"All was great. "
United States
Jason
The price is ₹9,287
₹10,402 total
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn Des Moines-Airport

Quality Inn

2.0 star property
West Des Moines
7.0 out of 10, Good, (14)
"Easy check in. Room was clean. "
United States
Andrew
The price is ₹5,355
₹5,997 total
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn
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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 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 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?
Home2 Suites by Hilton Des Moines at Drake University: Hotel located near Casey's Center. Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Days Inn & Suites by Wyndham Des Moines Airport and Stoney Creek Hotel Des Moines - Johnston 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 12 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 Clark Tower, Roseman Bridge and Cedar Bridge might be worth a visit. A couple of additional sights to add to your itinerary are Pammel State Park and Hogback Bridge. 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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