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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, (724 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 NT$3,722
NT$4,168 total
includes taxes & fees
Apr 14 - Apr 15
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 NT$3,557
NT$3,984 total
includes taxes & fees
Apr 14 - Apr 15
Covered Bridge Inn

Evergreen Inn

Evergreen Inn
2.5 star property
Osceola
9.0 out of 10, Wonderful, (704 reviews)
"Clean rooms location staff comfortable beds"
United States
Darlene
The price is NT$1,568
NT$1,757 total
includes taxes & fees
Apr 14 - Apr 15
Evergreen Inn

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, (1,012 reviews)
"Clean room, courteous staff."
United States
John
The price is NT$2,290
NT$3,007 total
includes taxes & fees
Apr 19 - Apr 20
Lakeside Hotel Casino, a Travelodge by Wyndham

Tru By Hilton Norwalk Des Moines

Tru By Hilton Norwalk Des Moines
2.5 star property
Norwalk
9.6 out of 10, Exceptional, (26 reviews)
"Very clean and great service"
United States
Jeremy
The price is NT$2,061
NT$2,308 total
includes taxes & fees
Apr 20 - Apr 21
Tru By Hilton Norwalk Des Moines

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 NT$2,322
NT$2,601 total
includes taxes & fees
Apr 14 - Apr 15
Days Inn & Suites by Wyndham Des Moines Airport

AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola
2.5 star property
Osceola
8.8 out of 10, Excellent, (625 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 NT$3,515
NT$3,937 total
includes taxes & fees
Apr 20 - Apr 21
AmericInn by Wyndham Osceola

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, (47 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 NT$1,862
NT$2,085 total
includes taxes & fees
May 12 - May 13
Quality Inn West Des Moines - Clive

Blue Haven Motel

Blue Haven Motel
2.0 star property
Osceola
8.4 out of 10, Very Good, (149 reviews)
"The rooms are large in a great location, the motel is charming and staff are knowledgable, available, accessible and very friendly. "
United States
Anne
Blue Haven Motel

Quality Inn Osceola

Quality Inn Osceola
2.5 star property
Osceola
8.4 out of 10, Very Good, (76 reviews)
"Great place to stay!!!"
United States
Cynthia
The price is NT$3,181
NT$3,563 total
includes taxes & fees
Apr 14 - Apr 15
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, (1,173 reviews)
"Was clean and a nice place for family to stay"
United States
Amy
The price is NT$2,777
NT$3,110 total
includes taxes & fees
Apr 20 - Apr 21
Baymont by Wyndham Des Moines Airport

Motel 6 West Des Moines, IA

Motel 6 West Des Moines, IA
2.0 star property
West Des Moines
8.0 out of 10, Very Good, (809 reviews)
"Great facilities and friendly staff."
United States
Kenneth
The price is NT$1,347
NT$1,509 total
includes taxes & fees
Apr 15 - Apr 16
Motel 6 West Des Moines, IA

Super 8 by Wyndham Osceola IA

Super 8 by Wyndham Osceola IA
2.0 star property
Osceola
8.6 out of 10, Excellent, (250 reviews)
"Room was very clean, comfortable,and quiet. Great value "
United States
Walter
The price is NT$2,434
NT$2,726 total
includes taxes & fees
Apr 16 - Apr 17
Super 8 by Wyndham Osceola IA

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, (91 reviews)
"Nice room with a good price and close to the ballfields!"
United States
Eric
The price is NT$2,768
NT$3,100 total
includes taxes & fees
Apr 19 - Apr 20
Fairfield Inn & Suites by Marriott® Norwalk Des Moines

Tru By Hilton Grimes Des Moines

Tru By Hilton Grimes Des Moines
2.5 star property
Grimes
9.2 out of 10, Wonderful, (43 reviews)
"Great place to stay"
United States
Susan
The price is NT$2,908
NT$3,257 total
includes taxes & fees
Apr 27 - Apr 28
Tru By Hilton Grimes Des Moines

Stuart Motor Lodge

Stuart Motor Lodge
2.5 star property
Stuart
8.8 out of 10, Excellent, (506 reviews)
"Yes all good"
United States
monty
The price is NT$2,068
NT$2,316 total
includes taxes & fees
Apr 15 - Apr 16
Stuart Motor Lodge

Wildwood Lodge

Wildwood Lodge
3.0 star property
Clive
9.6 out of 10, Exceptional, (1,246 reviews)
"Nice pool area and breakfast was better than most places"
United States
Daryn
The price is NT$2,978
NT$3,335 total
includes taxes & fees
May 10 - May 11
Wildwood Lodge

Quality Inn Indianola

Quality Inn Indianola
2.5 star property
Indianola
7.8 out of 10, Good, (532 reviews)
"We had a good stay. "
United States
Glenn
The price is NT$2,301
NT$2,577 total
includes taxes & fees
May 12 - May 13
Quality Inn Indianola

Clarion Inn Des Moines Airport

Clarion Inn Des Moines Airport
3.0 star property
Watrous South
7.0 out of 10, Good, (168 reviews)
"The only thing good about this facility was the very friendly front desk check in fella!"
United States
Jeff
The price is NT$2,623
NT$2,938 total
includes taxes & fees
May 10 - May 11
Clarion Inn Des Moines Airport

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, (1,005 reviews)
"Lovely facility and would stay again. "
United States
Sandra
The price is NT$3,213
NT$3,598 total
includes taxes & fees
Apr 19 - Apr 20
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG
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

Hotels in Winterset with star-rating

Find out more about Winterset

Top reasons to visit Winterset

  • Historic Bridges: Winterset is known for its beautiful covered bridges, perfect for photography and leisurely walks.
  • Charming Downtown: Explore local shops and enjoy the friendly atmosphere in the downtown area.
  • Outdoor Recreation: Winterset City Park offers family-friendly activities and scenic surroundings for outdoor enthusiasts.
  • Rich Heritage: Discover the historical significance of Winterset, including its connection to famous figures.
  • Cozy Accommodations: Enjoy a range of lodging options, from pet-friendly to business-friendly stays.

Find great hotels near Winterset

Winterset, Iowa, offers a variety of lodging options, including hotels and motels, to accommodate every traveler. Whether you're seeking a pet-friendly stay, a business-friendly environment, or an LGBTQIA-welcoming experience, you'll find suitable options here. Explore available hotels, read reviews, and discover the perfect place for your vacation in this charming town.

  • Motel 6 West Des Moines, IA: For budget-conscious travelers seeking a pet-friendly getaway, Motel 6 West Des Moines offers a no-frills approach that prioritizes comfort and convenience. Located 33.8km from Winterset, this motel is ideal for those traveling with furry companions, as it accommodates pets at no additional charge. The minimalist decor is complemented by essential amenities, ensuring a functional stay without unnecessary extravagance. Guests appreciate the straightforward service and easy access to the surrounding areas, making it a practical choice for a laid-back vacation.
  • Hyatt Place West Des Moines Jordan Creek: This 3-star hotel, situated 32.2km from Winterset, caters to both business travelers and leisure seekers with its modern, spacious accommodations. Hyatt Place is known for its welcoming atmosphere and pet-friendly policy, allowing you to bring your furry friend along for the journey. The hotel features comfortable rooms equipped with cozy bedding, a 24/7 business center, and a complimentary breakfast, ensuring a productive yet relaxing stay. Guests rave about the attentive service and the convenient location near shopping and dining options.
  • Sonesta Simply Suites Des Moines: Positioned 33.8km from Winterset, Sonesta Simply Suites stands out for its LGBTQIA-friendly environment and commitment to inclusivity. This hotel offers a blend of extended-stay comfort and business amenities, making it perfect for longer visits. The pet-friendly policy, along with essential amenities like a fitness center and fully equipped kitchenettes in the suites, creates a home-like atmosphere for all guests. Travelers appreciate the warm, welcoming vibe combined with the hotel’s dedication to diversity and community.

Where to stay near Winterset

Winterset, Iowa, offers a delightful blend of family-friendly charm and rich heritage. Explore the downtown area filled with local shops and discover the city's historical significance. Enjoy affordable, quiet places to stay while immersing yourself in the friendly atmosphere. Nearby attractions and neighborhoods promise a variety of experiences, making Winterset an ideal destination for families and business travelers alike. Don't miss the chance to savor the unique vibe this quaint city has to offer.

  • Patterson: Nestled a short drive of 11.3km from Winterset, Patterson is an inviting city perfect for those seeking a blend of outdoor adventure and romantic getaways. With visitor numbers peaking during the summer months, this charming locale offers a variety of activities year-round. Nature enthusiasts can explore local lakes and urban parks, while families can enjoy recreational areas and community theater performances. Whether you're planning a picnic by the lake or a cozy evening at the theater, Patterson promises memorable experiences for all visitors.
  • East Peru: Located 14.5km from Winterset, East Peru is a delightful destination for travelers interested in culture and outdoor experiences. The city's appeal remains consistent throughout the year, with peak visitation in the summer months. East Peru is known for its historic bridges and serene lakes, making it a picturesque spot for leisurely strolls and photography. The blend of natural beauty and cultural heritage ensures that visitors can enjoy both relaxation and exploration, making it a perfect stop on your Iowa adventure.
  • Saint Charles: Situated 17.7km from Winterset, Saint Charles is a vibrant city that attracts visitors with its seasonal activities and entertainment options. With peak visitor numbers in February and the summer months, this city is ideal for families, business travelers, and entertainment seekers alike. Explore the local arena for events, shop at the bustling shopping mall, or attend a conference at the event venue. The close proximity to lakes adds to the charm, offering both relaxation and recreational opportunities, ensuring a well-rounded vacation experience.

Things to do in and around Winterset

Winterset, Iowa, is a great destination for families and business travelers alike, offering a variety of activities. Visitors can enjoy shopping at local centers and recreational areas. For those interested in winter sports, Winterset provides opportunities to embrace the season's activities. With its charming atmosphere and community spirit, Winterset is an ideal spot for a memorable vacation experience.

Shopping

Winterset offers charming local shops for unique gifts and souvenirs. For an extended shopping experience, if you're up for a drive, visit Jordan Creek Town Center and Jordan West, both 32.2km away, or explore Bridgewood Plaza, located 30.6km from Winterset, each with a variety of family-friendly stores.

Recreation

At West Grand Golf, enjoy a round of golf amidst scenic outdoor landscapes, perfect for relaxation and sport. For a more dynamic experience, head to Valley Stadium, where you can soak in the energetic atmosphere of live sports events. Willow Creek Golf Club offers another fantastic golfing experience surrounded by nature.

Adventure

Explore the Raccoon River Valley Trail, located 32.2km from Winterset, for a scenic hike amidst nature. For some indoor fun, head to Air Lanes Bowling Center, 38.6km away, or experience the thrill of karting at Pole Position Raceway, 43.5km from Winterset.

Nightlife

In Winterset, the Winterset Stage offers a charming atmosphere with romantic and cultural performances. For a fun family adventure, head to Pump It Up, just 38.6km away. Hoyt Sherman Place, another theater 41.8km away, provides captivating entertainment and a lovely ambiance for an enjoyable night out.

*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 trip to Winterset, consider visiting between November and January when accommodation prices are at their lowest. Stay on a Monday for the best rates, as Saturday tends to be the priciest. Use Expedia to find budget-friendly hotels by applying filters for eco-certified options and sorting prices from lowest to highest. Look for package deals that combine flights, hotels, and activities for additional savings. Exploring the town on foot is a great way to enjoy free activities while keeping transportation costs down.

  • 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: Utilize Expedia's search tool to refine your options based on your budget, preferred location, and ideal hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Winterset hotel reservations with your flights and activities through an Expedia package deal.

Find the best attractions in Winterset

Winterset, Iowa, is perfect for family and business vacations, offering a blend of urban parks, historic bridges, and charming neighborhoods. Visitors can enjoy outdoor activities and family-friendly experiences at sites like Winterset City Park. Explore the picturesque surroundings and immerse yourself in the local culture while discovering the unique attractions that Winterset has to offer.

  • Roseman Bridge: Experience the charm of Roseman Bridge, a historic structure that embodies the culture and history of Winterset. This picturesque covered bridge offers a perfect photo opportunity and a glimpse into the town's rich heritage.
  • John Wayne Birthplace Museum: Dive into the life of Hollywood legend John Wayne at his birthplace museum. Explore exhibits that celebrate his iconic film career, cultural impact, and personal stories, making it a must-visit for fans and history buffs alike.
  • Madison County Courthouse: Visit the stunning Madison County Courthouse, a blend of friendly atmosphere and trendy architecture. Ideal for families, this landmark offers a relaxing environment to learn about local history while enjoying excursions around its scenic grounds.

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

Traveling to Winterset, Iowa, is convenient when flying into Des Moines International Airport (DSM), located 38.6km away. A few excellent hotel choices near the airport include Hotel Fort Des Moines, Curio Collection by Hilton, a highly-rated 4.5-star hotel just 6.4km from DSM. Additionally, the Revel Hotel Des Moines Urbandale and Hotel Renovo Des Moines Urbandale, both part of the Tapestry Collection by Hilton, are also 14.5km away and offer a comfortable stay. Transportation services from these hotels to Des Moines International Airport are readily available, ensuring easy access for travelers heading to Winterset.

Frequently asked questions

Where is the best place for a stay in Winterset?
Cobblestone Inn & Suites - Winterset, IA is a favorite with Expedia customers. This hotel offers free breakfast and a restaurant. Covered Bridge Inn is another top choice 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! Most hotel reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winterset.
Where can I learn more about changing or cancelling my trip to Winterset?
For more details about updating your trip to Winterset or cancelling it, click here.
What's the best pet-friendly accommodation 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 option for you and your pet. See more pet-friendly hotel accommodations in Winterset.
Where is the best hotel to stay with easy access to Madison County Courthouse?
Cobblestone Inn & Suites - Winterset, IA is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a restaurant. It's located just a short 0.8 mi (1.3 km) from Madison County Courthouse. Another good option is Covered Bridge Inn, located just 1 mi (1.5 km) away.
What about the best place to stay close to John Wayne Birthplace Museum?
One of the top choices for your stay is Cobblestone Inn & Suites - Winterset, IA, located a short 1 mi (1.6 km) from John Wayne Birthplace Museum, and this hotel offers free breakfast and a restaurant. Covered Bridge Inn, located 1 mi (1.6 km) away, is another good choice for your stay.
What are some accommodations with pools in Winterset?
Home2 Suites by Hilton Des Moines at Drake University: Hotel located near Casey's Center. Offers buffet, an indoor pool, and complimentary wired internet access. Wildwood Lodge and Days Inn & Suites by Wyndham Des Moines Airport are two additional hotels with an onsite pool. View all hotels with pools in Winterset.
What is the best accommodation for staying close to Des Moines International Airport (DSM)?
Days Inn & Suites by Wyndham Des Moines Airport is a popular hotel, featuring free breakfast and an indoor pool. It's located a short 0.5 mi (0.7 km) from Des Moines Intl. Airport. Other good options near the airport are Ramada by Wyndham Des Moines Airport and Hampton Inn Des Moines Airport.
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 accommodations to choose from. Find out more about Winterset.
What should I do while I'm visiting Winterset?
Cultural venues include John Wayne Birthplace Museum and The Winterset Stage. Landmarks like Roseman Bridge, Clark Tower, and Holliwell Bridge might be worth a visit. A couple of additional sights to add to your agenda are Pammel State Park and Rotary Hedge Maze. Check out what more 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 temp of 72°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Winterset are January, February, November, and March, with each month seeing an average of 9 inches of snowfall.

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