Search Winterset hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winterset hotels

Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA
2.5 star property
Winterset
9.2 out of 10, Wonderful, (726 reviews)
"Really nice, well kept hotel. Room and bathroom were big enough. Very comfortable beds and linens, Fluffy towels. Enjoyed our stay and the breakfast! "
United States
Barbara
The price is AU$170
includes taxes & fees
27 Apr - 28 Apr
Cobblestone Inn & Suites - Winterset, IA

Covered Bridge Inn

Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (785 reviews)
"The room was meticulously clean. The beds were very comfortable. Breakfast had so many options and was delicious. "
United States
Jocelyn
The price is AU$175
includes taxes & fees
2 May - 3 May
Covered Bridge Inn

Evergreen Inn

Evergreen Inn
2.5 star property
Osceola
9.0 out of 10, Wonderful, (705 reviews)
"Clean rooms location staff comfortable beds"
United States
Darlene
The price is AU$86
includes taxes & fees
25 Apr - 26 Apr
Evergreen Inn

AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola
3.0 star property
Osceola
8.8 out of 10, Excellent, (629 reviews)
"This hotel was very clean and the staff was very friendly and helpful. We would stay here again!"
United States
Kurt
The price is AU$184
includes taxes & fees
6 May - 7 May
AmericInn by Wyndham Osceola

Tru By Hilton Norwalk Des Moines

Tru By Hilton Norwalk Des Moines
2.5 star property
Norwalk
9.6 out of 10, Exceptional, (33 reviews)
"Very clean and great service"
United States
Jeremy
The price is AU$101
includes taxes & fees
10 May - 11 May
Tru By Hilton Norwalk Des Moines

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, (1,008 reviews)
"Clean room, courteous staff."
United States
John
The price is AU$132
includes taxes & fees
28 Apr - 29 Apr
Lakeside Hotel Casino, a Travelodge by Wyndham

Super 8 by Wyndham Osceola IA

Super 8 by Wyndham Osceola IA
2.0 star property
Osceola
8.6 out of 10, Excellent, (253 reviews)
"Room was very clean, comfortable,and quiet. Great value "
United States
Walter
The price is AU$133
includes taxes & fees
26 Apr - 27 Apr
Super 8 by Wyndham Osceola IA

Quality Inn Osceola

Quality Inn Osceola
2.5 star property
Osceola
8.4 out of 10, Very good, (77 reviews)
"Great place to stay!!!"
United States
Cynthia
The price is AU$133
includes taxes & fees
14 May - 15 May
Quality Inn Osceola

Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport
2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1,167 reviews)
"Was clean and a nice place for family to stay"
United States
Amy
The price is AU$144
includes taxes & fees
3 May - 4 May
Baymont by Wyndham Des Moines Airport

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, (1,778 reviews)
"Super close to airport and very comfortable!"
United States
Amy
The price is AU$114
includes taxes & fees
26 Apr - 27 Apr
Days Inn & Suites by Wyndham Des Moines Airport

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, (1,009 reviews)
"Breakfast was amazing and staff were very welcome and friendly! Hope to stay here more often in the future!"
United States
Adrian
The price is AU$171
includes taxes & fees
3 May - 4 May
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, (96 reviews)
"Nice room with a good price and close to the ballfields!"
United States
Eric
The price is AU$145
includes taxes & fees
3 May - 4 May
Fairfield Inn & Suites by Marriott® Norwalk Des Moines

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

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG
2.5 star property
West Des Moines
9.2 out of 10, Wonderful, (1,000 reviews)
"Lovely facility and would stay again. "
United States
Sandra
The price is AU$158
includes taxes & fees
3 May - 4 May
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

Quality Inn West Des Moines - Clive

Quality Inn West Des Moines - Clive
2.0 star property
West Des Moines
7.2 out of 10, Good, (53 reviews)
"I enjoyed my stay at Quality Inn Wes Des Moines; I had good experience. I enjoyed the swimming pool, and the staff were amazing."
United States
John
The price is AU$98
includes taxes & fees
4 May - 5 May
Quality Inn West Des Moines - Clive

Tru By Hilton Grimes Des Moines

Tru By Hilton Grimes Des Moines
2.5 star property
Grimes
9.2 out of 10, Wonderful, (45 reviews)
"Great place to stay"
United States
Susan
The price is AU$140
includes taxes & fees
28 Apr - 29 Apr
Tru By Hilton Grimes Des Moines

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, (1,012 reviews)
"Clean rooms, nice options near by. "
United States
Tina
The price is AU$161
includes taxes & fees
19 May - 20 May
Drury Inn & Suites West Des Moines

Stuart Motor Lodge

Stuart Motor Lodge
2.5 star property
Stuart
8.8 out of 10, Excellent, (509 reviews)
"Yes all good"
United States
monty
The price is AU$102
includes taxes & fees
2 May - 3 May
Stuart Motor Lodge

Country Inn & Suites by Radisson, Indianola, IA

Country Inn & Suites by Radisson, Indianola, IA
2.5 star property
Indianola
9.0 out of 10, Wonderful, (742 reviews)
"Hotel and staff were great. The breakfast was fantastic. "
United States
Donna
The price is AU$192
includes taxes & fees
13 May - 14 May
Country Inn & Suites by Radisson, Indianola, IA

Hampton Inn West Des Moines Lake Drive

Hampton Inn West Des Moines Lake Drive
3.0 star property
West Des Moines
9.0 out of 10, Wonderful, (1,003 reviews)
"It was a nice place to visit with a good breakfast."
United States
Janae
The price is AU$153
includes taxes & fees
3 May - 4 May
Hampton Inn West Des Moines Lake Drive

Quality Inn Indianola

Quality Inn Indianola
2.5 star property
Indianola
7.8 out of 10, Good, (536 reviews)
"We had a good stay. "
United States
Glenn
The price is AU$118
includes taxes & fees
26 Apr - 27 Apr
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.
Save an average of 15% on thousands of hotels when you're signed in

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

Recent Reviews in Winterset

More cheap accommodation in Winterset

Find out more about Winterset

Top reasons to visit Winterset

  • Stunning Outdoor Scenery: Winterset boasts breathtaking landscapes perfect for nature lovers and romantic getaways.
  • Historic Bridges: Explore unique historic bridges that add charm and character to the area.
  • Cultural Experiences: Enjoy local shows at the Iowa Theater for a taste of the community's vibrant arts scene.
  • Winterset Festival: Participate in the annual festival, celebrating the town's culture and local traditions.
  • Diverse Accommodation Options: Find a range of welcoming hotels, including pet-friendly and LGBTQIA-friendly choices.

Find great hotels near Winterset

Winterset, Iowa, offers a delightful selection of hotel accommodations to suit every traveller's needs. From pet-friendly motels to welcoming business hotels, you’ll find a variety of options that cater to all preferences, including LGBTQIA-friendly stays. Whether you're seeking a cosy retreat or a convenient base for exploring the charming town, Winterset's hotels promise a comfortable and enjoyable experience.

  • Sonesta Simply Suites Des Moines: Embracing a warm and inviting atmosphere, Sonesta Simply Suites Des Moines is an ideal choice for travellers seeking a pet-friendly and LGBTQIA welcoming experience. Situated 33.8km from Winterset, this hotel offers a business-themed retreat with amenities tailored for professionals. Guests appreciate the property’s commitment to inclusivity, supported by its affiliation with LGBTQI travel guides. With a pet-friendly policy that includes options for service animals and specific restrictions, it's a great fit for those looking to travel with their furry companions.
  • Drury Inn & Suites West Des Moines: A 3-star gem located 32.2km from Winterset, Drury Inn & Suites West Des Moines offers a blend of comfort and convenience for both leisure and business travellers. This hotel prioritises an enjoyable stay with a range of amenities including a 24-hour business centre and multiple meeting rooms. The property is LGBTQIA welcoming and pet-friendly, making it a perfect choice for diverse guests. Its affiliation with LGBTQI travel guides further enhances its appeal, ensuring all guests feel at home.
  • SpringHill Suites Des Moines West: A stylish 3-star accommodation located 33.8km from Winterset, SpringHill Suites Des Moines West is a superb option for those seeking a modern and welcoming environment. This hotel caters to business travellers with a 24-hour accessible business centre, conference space, and various meeting rooms. Known for its LGBTQIA inclusivity and pet-friendly policies, it ensures a comfortable stay for all guests. Additionally, the property’s affiliation with LGBTQI travel guides highlights its commitment to providing a welcoming atmosphere for everyone.

Where to stay near Winterset

Winterset, Iowa, offers a charming blend of outdoor adventures and romantic scenery, making it a perfect getaway for tourists. Explore the picturesque surroundings and enjoy family-friendly activities in this welcoming city. Nearby, you can indulge in delightful dining options and delve into the local history. Don’t miss the chance to catch a show at the Iowa Theater for an authentic cultural experience. Winterset truly captures the essence of a friendly, vibrant community waiting to be discovered.

  • Patterson: Nestled 11.3km from Winterset, Patterson is a charming city that invites visitors year-round, although its peak season runs from June to August. This hidden gem is perfect for those seeking a romantic getaway, cultural experiences, or family-friendly activities. The local theatre scene offers engaging performances that reflect the community's artistic spirit. With its welcoming atmosphere, Patterson is an ideal spot to enjoy both relaxation and cultural enrichment.
  • Saint Charles: Located 17.7km from Winterset, Saint Charles is a vibrant city that experiences a seasonal influx of visitors, particularly in February and from June to July. Known for its family-oriented attractions, entertainment venues, and outdoor activities, this city has something for everyone. Highlights include an arena entertainment facility and a local theatre, as well as nearby landmarks such as a stadium and a picturesque lake, making it a fantastic destination for family outings and outdoor adventures.
  • Bevington: Situated 19.3km from Winterset, Bevington offers a delightful blend of adventure and family fun. The city sees moderate seasonal visitor traffic, peaking from June to August. Travellers flock here for outdoor activities, amusement parks, and shopping opportunities. Close to exciting attractions like a theme park and waterpark, Bevington is perfect for those looking to create lasting memories with loved ones while enjoying a range of adventurous experiences.

Things to do in and around Winterset

Winterset, Iowa, is perfect for outdoor and romantic getaways, offering stunning scenery and a range of activities. Visitors can enjoy the Winterset Festival, explore charming local shops at the shopping centre, and unwind in the recreational area. With its captivating landscapes and vibrant atmosphere, Winterset promises a delightful experience for tourists seeking adventure and relaxation.

Shopping

For a delightful shopping experience in Winterset, explore local boutiques and shops. If you're up for a drive, check out Jordan Creek Town Center and Jordan West, both 32.2km away, or visit Bridgewood Plaza, located 30.6km away, for a wider selection of gifts and souvenirs.

Recreation

West Grand Golf offers a challenging course set in scenic landscapes, perfect for a day of relaxation and sport. Des Moines Golf & Country Club provides a luxurious golfing experience amidst beautiful surroundings, while Valley Stadium hosts thrilling sports events, immersing you in the local sporting culture.

Adventure

The Raccoon River Valley Trail, located 32.2km from Winterset, offers stunning outdoor scenery and invigorating hiking experiences. For some indoor fun, the Air Lanes Bowling Center, 38.6km away, promises a lively atmosphere. Meanwhile, Pole Position Raceway, 43.5km from Winterset, delivers thrilling karting adventures for adrenaline seekers.

Nightlife

Experience the vibrant nightlife in Winterset with a show at The Winterset Stage for a touch of culture and romance. For a cinematic experience, catch a film at Cinemark Century Jordan Creek 20, or venture to Pump It Up for some family-friendly arcade fun!

Booking tips and Expedia advantages for Winterset

For a budget-friendly trip to Winterset, plan your visit between November and January when accommodation prices drop. Opt for a Monday stay to save even more, as Saturdays are pricier. Use Expedia to find the best deals by sorting results by price and filtering for eco-friendly options. Consider booking a package that includes your hotel, flights, and activities to maximise savings. Additionally, take advantage of free local attractions to enjoy Winterset without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winterset are November to January, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winterset is Monday. The most expensive day to stay in Winterset is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool lets you choose your budget, preferred location, and additional preferences with ease. You can organise your search results to display the lowest prices first, making it simple to find the most affordable accommodation. Additionally, you can refine your options by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save some dollars by combining your Winterset hotel booking with your flights and activities through an Expedia package.

Find the best attractions in Winterset

Winterset, Iowa, is a delightful destination for those seeking outdoor escapades and romantic scenery. Its array of attractions includes urban parks, historic bridges, and civic sites, catering to families and city explorers alike. Whether you're keen on a peaceful stroll or an adventurous outing, Winterset promises memorable experiences for every traveller.

  • Roseman Bridge: Experience a piece of history at Roseman Bridge, a stunning covered bridge that reflects the charming culture of Winterset. Stroll along the scenic surroundings and capture picturesque views, making it a perfect spot for photography enthusiasts.
  • John Wayne Birthplace Museum: Dive into the life of the legendary actor at the John Wayne Birthplace Museum. This engaging museum showcases memorabilia and exhibits that celebrate Wayne's legacy, offering a unique cultural experience for film buffs and history lovers alike.
  • Madison County Courthouse: Visit the beautifully designed Madison County Courthouse, which offers a welcoming atmosphere with friendly locals. Explore its trendy shops and enjoy family-friendly activities in a relaxing environment, perfect for adventure seekers and casual visitors.

Best time to go to Winterset

The best time to visit Winterset can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winterset falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winterset falls in January, visitor numbers are average and weather is mostly cloudy with no rain (dry).

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.1°F (-5.5°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
February24.6°F (-4.1°C)No Rain (Dry)Mostly SunnySlightly LowAverage
March39.6°F (4.2°C)Light RainMostly CloudyAverageAverage
April50.0°F (10.0°C)Light RainMostly SunnyAverageAverage
May61.0°F (16.1°C)Light RainMostly SunnyAverageAverage
June71.6°F (22.0°C)Light RainMostly SunnySlightly HighSlightly High
July74.8°F (23.8°C)Light RainMostly SunnySlightly HighSlightly High
August73.2°F (22.9°C)Light RainMostly SunnyAverageSlightly High
September66.7°F (19.3°C)Light RainMostly SunnySlightly HighAverage
October53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
November40.5°F (4.7°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
December29.3°F (-1.5°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Winterset

If you're planning a trip to Winterset, Iowa, the most convenient airport is Des Moines International Airport (DSM), located 38.6km away. A few excellent hotel options nearby include the Hotel Fort Des Moines, Curio Collection by Hilton, a 4.5-star establishment situated 6.4km from the airport, and the Surety Hotel, also 6.4km away, which boasts a 4-star rating. Additionally, the Hotel Renovo Des Moines Urbandale, part of the Tapestry Collection by Hilton, is located 14.5km from DSM. All these hotels offer accessible transport services to ensure a smooth journey to and from the airport.

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.
What are some of the best holiday rentals that Winterset has to offer?
Fabulous 2-bedroom house with AC in Des Moines: This holiday home rental outside of Winterset is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. See all 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. Stoney Creek Hotel Des Moines - Johnston and Wildwood Lodge 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 Pammel State Park 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.

Explore a world of travel with Expedia