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Find hotels in Winterset, IA from Rp1.235.653

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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, (712)
Located near The Winterset Stage and John Wayne Birthplace Museum, this hotel offers a fitness centre for active travellers. Enjoy a meal at the restaurant or relax with a drink at the bar after a day of sightseeing, plus free breakfast, WiFi and parking.

"Great place to stay. "
United States
Steve
The price is Rp1.807.861
Rp2.024.824 total
includes taxes & fees
1 Jan - 2 Jan 2026
Cobblestone Inn & Suites - Winterset, IA

Covered Bridge Inn

Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (769)
Serene retreat with complimentary breakfast, WiFi, and parking just minutes from the John Wayne Birthplace Museum. Clean rooms and helpful staff create a restful atmosphere, with The Winterset Stage nearby for entertainment.

"Breakfast was top notch for the price."
United States
Raymond
The price is Rp1.640.785
Rp1.837.660 total
includes taxes & fees
27 Dec - 28 Dec
Covered Bridge Inn

AmericInn by Wyndham Stuart

AmericInn by Wyndham Stuart
2.5 star property
Stuart
8.4 out of 10, Very good, (524)
Set in the heart of Stuart, this inviting hotel offers a refreshing indoor pool and complimentary daily continental breakfast. Guest rooms provide a clean, comfortable retreat after exploring the area, with free WiFi and parking enhancing your Iowa stay.

"Was clean and nice."
United States
Christopher
The price is Rp1.371.088
Rp1.602.582 total
includes taxes & fees
2 Jan - 3 Jan 2026
AmericInn by Wyndham Stuart

Lakeside Hotel Casino

Lakeside Hotel Casino
3.0 star property
Osceola
8.2 out of 10, Very good, (1001)
Escape to this Osceola retreat near Lakeside Casino with convenient train station access. The hotel offers free WiFi, complimentary parking, and a fitness centre. After swimming laps, enjoy drinks at the bar or dine at the on-site restaurant.

"Room was clean, staff were pleasant."
United States
Yvette
The price is Rp1.205.185
Rp1.582.527 total
includes taxes & fees
28 Dec - 29 Dec
Lakeside Hotel Casino

Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport
2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1169)
Located just minutes from Des Moines Airport, this hotel offers scheduled free shuttles and daily continental breakfast. Rooms include refrigerators and microwaves, while a 24-hour fitness centre and snack bar provide added convenience for travellers.

"Convenient location to restaurants"
United States
Sally
The price is Rp1.437.215
Rp1.609.681 total
includes taxes & fees
20 Jan - 21 Jan 2026
Baymont by Wyndham Des Moines Airport

La Quinta Inn & Suites by Wyndham Des Moines West Clive

La Quinta Inn & Suites by Wyndham Des Moines West Clive
3.0 star property
Clive
8.6 out of 10, Excellent, (1000)
Experience quiet comfort at this Clive hotel, where free breakfast, WiFi and parking await. Take a refreshing dip in the indoor pool after exploring nearby Jordan Creek Town Centre. Travellers praise the helpful staff and convenient location.

"Great place to stay! "
United States
Kirsten
The price is Rp1.214.392
Rp1.360.118 total
includes taxes & fees
11 Jan - 12 Jan 2026
La Quinta Inn & Suites by Wyndham Des Moines West Clive

Evergreen Inn

Evergreen Inn
2.5 star property
Osceola
9.0 out of 10, Wonderful, (692)
Conveniently located near the train station, this welcoming motel offers complimentary WiFi and parking. Clean rooms provide a comfortable retreat after exploring nearby Osceola Public Library and Little Indian Park. The attentive staff ensures a pleasant experience.

"The room was very clean and comfortable. Kari was super friendly and helpful as we checked in. "
United States
Randy
The price is Rp873.880
Rp978.679 total
includes taxes & fees
27 Dec - 28 Dec
Evergreen Inn

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, (712)
Just minutes from the National Balloon Museum, this hotel offers an indoor pool for refreshing dips any time of year. Enjoy complimentary breakfast, WiFi, and parking while exploring local attractions. The fitness centre provides additional recreational options.

"I stay at this property multiple times a year and have always had a positive experience. "
United States
John
The price is Rp1.764.501
Rp1.976.241 total
includes taxes & fees
24 Jan - 25 Jan 2026
Country Inn & Suites by Radisson, Indianola, IA

Motel 6 West Des Moines, IA

Motel 6 West Des Moines, IA
2.0 star property
West Des Moines
7.8 out of 10, Good, (721)
Located in West Des Moines, this motel offers clean rooms with 24-hour front desk service. Jordan Creek Town Centre and Des Moines Golf & Country Club are nearby. Enjoy complimentary WiFi, free parking, and a snack bar/deli during your stay.

"Nice clean room, friendly staff. "
United States
Cheryl
The price is Rp769.346
Rp861.553 total
includes taxes & fees
8 Jan - 9 Jan 2026
Motel 6 West Des Moines, IA

Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West
2.5 star property
West Des Moines
9.0 out of 10, Wonderful, (1001)
Quiet refuge with comfortable rooms near local attractions including Jordan Creek Town Centre. Free breakfast, WiFi, and parking enhance your experience, while the indoor pool and fitness centre offer relaxation. Helpful staff ensure a pleasant business or leisure visit.

"Room was clean, staff was courteous and the bed was comfortable. "
United States
Craig
The price is Rp1.385.653
Rp1.551.931 total
includes taxes & fees
6 Jan - 7 Jan 2026
Fairfield Inn and Suites by Marriott Des Moines West

Hotel Pommier Indianola

Hotel Pommier Indianola
2.5 star property
Indianola
9.2 out of 10, Wonderful, (435)
Discover a welcoming retreat in Indianola with convenient amenities including complimentary breakfast, WiFi, and parking. The 24-hour fitness centre keeps your routine intact while the attentive staff ensures a pleasant stay near the National Balloon Museum and Buxton Park Arboretum.

"Loved it! Quaint and perfect stay! "
United States
Kara
The price is Rp1.173.215
Rp1.314.041 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hotel Pommier Indianola

Quality Inn Osceola

Quality Inn Osceola
2.5 star property
Osceola
8.4 out of 10, Very good, (62)
This ideally positioned hotel offers complimentary breakfast, WiFi, and parking. Guests appreciate the helpful staff and clean, quiet rooms. Take a refreshing swim in the indoor pool before exploring nearby attractions like Revelton Distilling Company.

"Great place to stay!!!"
United States
Cynthia
The price is Rp1.506.690
Rp1.687.493 total
includes taxes & fees
1 Jan - 2 Jan 2026
Quality Inn Osceola

AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola
2.5 star property
Osceola
8.8 out of 10, Excellent, (600)
"Nice location, good breakfast and helpful staff."
United States
Christopher
The price is Rp1.792.961
Rp2.008.116 total
includes taxes & fees
27 Dec - 28 Dec
AmericInn by Wyndham Osceola

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, (1687)
Escape the bustle at this quiet Des Moines retreat, just 1 mile from the airport with 24-hour shuttle service. Dive into the indoor pool, enjoy free breakfast, and rest on comfortable beds. Convenient for Drake University visits and shopping excursions.

"Breakfast was good and parking was close and snow removed."
United States
Deborah
The price is Rp1.054.683
Rp1.181.245 total
includes taxes & fees
1 Jan - 2 Jan 2026
Days Inn & Suites by Wyndham Des Moines Airport

Super 8 by Wyndham Osceola IA

Super 8 by Wyndham Osceola IA
2.0 star property
Osceola
8.6 out of 10, Excellent, (236)
This railway-adjacent motel offers complimentary continental breakfast, WiFi, and parking. Work out anytime in the 24-hour fitness centre before exploring nearby Warren Family Park or Revelton Distilling Company. Guests consistently praise the attentive staff for their exceptional service.

"Very convenient location and wonderful staff!"
United States
Sandra
The price is Rp1.339.280
Rp1.499.994 total
includes taxes & fees
27 Dec - 28 Dec
Super 8 by Wyndham Osceola IA

Quality Inn Indianola

Quality Inn Indianola
2.5 star property
Indianola
7.6 out of 10, Good, (513)
Discover comfort at this welcoming hotel with an indoor pool for year-round swimming. Near National Balloon Museum and Indianola Country Club, guests enjoy complimentary WiFi, parking, and breakfast. Travellers consistently praise the helpful staff and clean accommodation.

"The staff was kind and the hotel rooms clean"
United States
Stephanie
The price is Rp1.114.281
Rp1.247.995 total
includes taxes & fees
26 Jan - 27 Jan 2026
Quality Inn Indianola

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, (1001)
This business-friendly hotel offers free breakfast, WiFi, and parking just a 15-minute drive from Jordan Creek Town Centre. The indoor pool invites morning swims, while the 24-hour fitness centre keeps workout routines on track. Guests praise the clean rooms and helpful staff.

"Friendly staff, great location, beds could be better. "
United States
Shelley
The price is Rp1.556.913
Rp1.743.743 total
includes taxes & fees
29 Dec - 30 Dec
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

Tru By Hilton Norwalk Des Moines

Tru By Hilton Norwalk Des Moines
2.5 star property
Norwalk
The price is Rp1.359.034
Rp1.522.119 total
includes taxes & fees
11 Jan - 12 Jan 2026
Tru By Hilton Norwalk Des Moines

Fairfield by Marriott Inn & Suites Norwalk

Fairfield by Marriott Inn & Suites Norwalk
3.0 star property
Norwalk
9.4 out of 10, Exceptional, (72)
Enjoy free perks including breakfast, WiFi and parking at this Norwalk hotel. Cool off in the seasonal outdoor pool after exploring nearby Echo Valley Driving Range or Willow Creek Golf Club. Just 21 minutes from Des Moines International Airport.

"We would stay there again"
United States
Mark
The price is Rp1.607.136
Rp1.799.993 total
includes taxes & fees
30 Dec - 31 Dec
Fairfield by Marriott Inn & Suites Norwalk

Courtyard Des Moines West/Jordan Creek

Courtyard Des Moines West/Jordan Creek
3.0 star property
West Des Moines
8.8 out of 10, Excellent, (891)
Stay minutes from shopping and entertainment at Jordan Creek Town Centre. This hotel features an indoor pool, 24-hour fitness centre, and bar/lounge. Rooms include convenient refrigerators and microwaves, while free WiFi and parking enhance your comfortable visit.

"It was a fine stay for what we needed"
United States
Erika
The price is Rp1.126.608
Rp1.261.801 total
includes taxes & fees
5 Jan - 6 Jan 2026
Courtyard Des Moines West/Jordan Creek
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

Top reasons to visit Winterset

  • Scenic Outdoor Activities: Winterset offers stunning natural beauty, perfect for outdoor adventures and leisurely strolls.
  • Historic Bridges: Explore the iconic historic bridges that showcase Winterset's rich heritage and picturesque landscapes.
  • Charming Neighbourhoods: Wander through delightful neighbourhoods that reflect the warm hospitality and culture of the locals.
  • Antique Shopping: Discover unique treasures and local antiques in the quaint shops throughout the town.
  • Diverse Accommodation: Enjoy a range of charming hotels and motels catering to various preferences for a comfortable stay.

Find great hotels near Winterset

Winterset, Iowa, offers a delightful range of accommodation options, including charming hotels and motels. Whether you're seeking a pet-friendly stay, a business-friendly environment, or an LGBTQIA welcoming experience, you'll find suitable lodgings here. With various hotels, such as Abba Hotels and AC Hotels, conveniently located near key attractions, you're sure to enjoy a memorable visit to this picturesque town.

  • Motel 6 West Des Moines, IA: Emphasising affordability and convenience, Motel 6 West Des Moines is a budget-friendly option located 33.8km from Winterset. This pet-friendly motel welcomes furry companions, making it ideal for those travelling with pets. Guests can enjoy essential amenities such as complimentary Wi-Fi and free parking, ensuring a comfortable stay without breaking the bank. With its straightforward design and no-frills approach, this lodging provides a practical base for exploring the surrounding area.
  • Hyatt Place West Des Moines Jordan Creek: Situated 32.2km from Winterset, the Hyatt Place West Des Moines Jordan Creek blends modern comfort with a welcoming atmosphere. This 3-star hotel is perfect for business travellers and those seeking a pet-friendly environment. With spacious rooms featuring separate living areas, complimentary breakfast, and a 24-hour gym, guests can enjoy both productivity and relaxation. The hotel's convenient location near shopping and dining adds to its appeal, making it a top choice for both leisure and business trips.
  • Sonesta Simply Suites Des Moines: Located 33.8km from Winterset, Sonesta Simply Suites Des Moines provides a home-like atmosphere for both business and leisure travellers. This hotel is particularly welcoming to the LGBTQIA community, emphasising inclusivity and comfort. Guests can take advantage of fully equipped kitchens in their rooms, making it an excellent choice for longer stays. The property also allows pets, with specific policies in place to ensure a pleasant experience for all. With thoughtful amenities and a supportive environment, it’s a great choice for diverse travellers.

Where to stay near Winterset

Winterset, Iowa, offers a delightful blend of outdoor adventures and family-friendly activities. Visitors can revel in the stunning scenery, particularly during breathtaking sunsets. Explore the charming neighbourhoods and immerse yourself in the rich history and warm hospitality of the locals. With a variety of attractions and experiences, Winterset promises to be a memorable destination for all travellers seeking beauty and friendly vibes.

  • Patterson: Nestled a mere 11.3km from Winterset, Patterson is a charming city that offers a delightful escape for those seeking outdoor adventures and picturesque scenery. With visitor numbers peaking during the summer months, the city becomes a hub for romantic getaways and recreational activities. Enjoy the local theatre and expansive urban parks, perfect for leisurely strolls or picnics. The nearby lake invites water-based activities, making it an ideal spot for nature lovers and couples alike.
  • East Peru: Located 14.5km from Winterset, East Peru is a quaint city where culture and scenic beauty intertwine. This destination sees a steady flow of visitors throughout the year, with a noticeable spike in summer. Here, you can explore historic landmarks such as a monument and a charming bridge, which are perfect for photo opportunities or leisurely walks. The romantic atmosphere and cultural experiences make it an essential stop for those looking to immerse themselves in the local history while enjoying the beautiful landscapes.
  • Saint Charles: Situated 17.7km away from Winterset, Saint Charles is a vibrant city that comes alive during peak seasons, particularly in February and June to July. This family-friendly destination offers a variety of entertainment options, from an arena entertainment facility to bustling shopping centres. Visitors can also enjoy outdoor experiences by the lake or attend events at the local convention centre. With its festive atmosphere and engaging activities, Saint Charles is perfect for families looking to create lasting memories.

Things to do near Winterset

Winterset, Iowa, offers an ideal setting for outdoor family holidays, boasting stunning scenery and various activities. Visitors can enjoy local antique shopping and partake in the annual festival while exploring the shopping mall centre and recreational areas. This charming town promises a delightful blend of leisure and culture for an unforgettable getaway.

Shopping

In Winterset, you'll find charming shops for gifts and souvenirs. If you're up for a drive, explore the Jordan Creek Town Center and Jordan West, both 32.2km away, or Bridgewood Plaza, 30.6km away, offering a delightful mix of family and city vibes.

Recreation

Experience the serene greens at West Grand Golf, where you can enjoy a round of golf surrounded by nature. Alternatively, Sugar Creek Golf Course offers a delightful outdoor setting for sports enthusiasts. For a lively atmosphere, Valley Stadium is perfect for catching a local sports event.

Adventure

The Raccoon River Valley Trail, situated 32.2km from Winterset, offers stunning scenery and invigorating hiking experiences. For some indoor fun, the Air Lanes Bowling Center, located 38.6km away, provides an exciting bowling atmosphere. Additionally, Pole Position Raceway, 43.5km away, guarantees thrilling karting adventures.

Nightlife

For a delightful evening, consider a visit to Hoyt Sherman Place for a cultural theatre experience, or catch a film at Cinemark Century Jordan Creek 20 for family-friendly entertainment. For a bit of adventure, Pump It Up offers a fun arcade atmosphere nearby.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winterset

To save money on your visit to Winterset, consider travelling between November and January when accommodation prices are at their lowest. Book your stay on a Monday for the best rates, while Saturdays tend to be pricier. Use Expedia’s search tool to find eco-certified hotels and sort by price to secure the best deals. Combining your hotel, flights, and activities into a package can also lead to significant savings. Additionally, explore free local attractions to enhance your experience without overspending.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels that are currently available. To discover the best prices and offers, sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Winterset hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Winterset

Winterset, Iowa, offers a delightful blend of outdoor and family-friendly activities, perfect for a scenic holiday. Visitors can explore urban parks, historic bridges, and charming neighbourhoods, providing a wonderful mix of city experiences and natural beauty. Whether you're seeking adventure or a leisurely stroll, Winterset's attractions cater to diverse interests, ensuring a memorable getaway for all.

  • John Wayne Birthplace Museum: Explore the life and legacy of the legendary actor John Wayne at this museum located in his hometown. Featuring memorabilia and exhibits, it offers a deep dive into his cultural impact and personal stories that shaped his iconic career.
  • West Glen Town Center: A vibrant urban neighbourhood located 32.2km from Winterset, West Glen Town Center boasts an array of shops, restaurants, and entertainment options. Enjoy a lively atmosphere perfect for dining and shopping, making it a delightful spot to unwind and experience local life.
  • Roseman Bridge: This historic bridge, situated within Winterset, is a stunning example of architecture and a key landmark. Known for its picturesque setting, it invites visitors to appreciate its beauty and significance, making it an ideal spot for photography and leisurely strolls.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.1°F (-5.5°C)No RainMostly CloudyAverageSlightly Low
February24.6°F (-4.1°C)No RainMostly 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 RainMostly SunnySlightly LowSlightly Low
December29.3°F (-1.5°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Winterset

For your trip to Winterset, Iowa, the closest major airport is Des Moines International Airport (DSM), situated 38.6km away. Excellent hotel options near DSM include the 4.5-star Hotel Renovo Des Moines Urbandale and the 3-star Ramada Tropics Resort & Conference Center by Wyndham, both located 14.5km from the airport. Another option is the Days Inn by Wyndham Des Moines Merle Hay, which is 12.9km away. These hotels offer convenient access to transportation services, making it easy to travel to and from the airport during your stay.

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?
Fairfield Inn and Suites by Marriott Des Moines West: Hotel located near Jordan Creek Town Center. Offers a snack bar/deli, an indoor pool and daily. Stoney Creek Hotel Des Moines - Johnston 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 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, Cedar Bridge and Holliwell Bridge might be worth a visit. A couple of additional sights to add to your itinerary are Roseman Bridge 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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