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Compare 529 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Winterset hotels

Covered Bridge Inn

2.5 star property
9.0 out of 10, Wonderful, (723)
"nice place to stay"
$89 nightly
The price is $98
Aug 24 - Aug 25
Total with taxes and fees
Covered Bridge Inn

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
9.2 out of 10, Wonderful, (668)
"Excellent value and convenient to spots of interest"
$135 nightly
The price is $152
Aug 29 - Aug 30
Total with taxes and fees
Cobblestone Inn & Suites - Winterset, IA

Days Inn & Suites by Wyndham Des Moines Airport

2.0 star property
8.6 out of 10, Excellent, (1580)
"Great place to stay!"
$75 nightly
The price is $84
Aug 25 - Aug 26
Total with taxes and fees
Days Inn & Suites by Wyndham Des Moines Airport

Stoney Creek Hotel Des Moines - Johnston

2.5 star property
9.0 out of 10, Wonderful, (1764)
"Enjoyed my stay, super easy to deal with "
$109 nightly
The price is $122
Aug 24 - Aug 25
Total with taxes and fees
Stoney Creek Hotel Des Moines - Johnston

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 star property
9.6 out of 10, Exceptional, (1001)
"Very cool restored historic hotel."
$139 nightly
The price is $156
Aug 31 - Sep 1
Total with taxes and fees
Hotel Fort Des Moines, Curio Collection by Hilton

AmericInn by Wyndham Des Moines Airport

2.5 star property
7.8 out of 10, Good, (1001)
"Love the big two queen beds rooms my family really enjoy it alot "
$73 nightly
The price is $82
Aug 26 - Aug 27
Total with taxes and fees
AmericInn by Wyndham Des Moines Airport

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

3.0 star property
8.6 out of 10, Excellent, (1003)
"A good quiet place to stay."
$84 nightly
The price is $94
Aug 31 - Sep 1
Total with taxes and fees
Country Inn & Suites by Radisson, Des Moines West, IA

Microtel Inn & Suites by Wyndham Urbandale/Des Moines

2.0 star property
7.6 out of 10, Good, (1000)
"nice place to stay"
$76 nightly
The price is $85
Aug 24 - Aug 25
Total with taxes and fees
Microtel Inn & Suites by Wyndham Urbandale/Des Moines

Sheraton West Des Moines Hotel

3.5 star property
8.0 out of 10, Very Good, (1000)
"Close to family for our visit !"
$93 nightly
The price is $104
Aug 31 - Sep 1
Total with taxes and fees
Sheraton West Des Moines Hotel

Quality Inn & Suites Des Moines Airport

2.5 star property
7.2 out of 10, Good, (1003)
"Very convenient to the airport."
$72 nightly
The price is $81
Aug 26 - Aug 27
Total with taxes and fees
Quality Inn & Suites Des Moines Airport

Clarion Inn Des Moines Airport

3.0 star property
7.0 out of 10, Good, (85)
"very easy check in. perfect location. "
$73 nightly
The price is $82
Aug 31 - Sep 1
Total with taxes and fees
Clarion Inn Des Moines Airport

Hampton Inn Des Moines-Airport

2.5 star property
8.8 out of 10, Excellent, (1006)
"We had a good stay at Hampton Inn. "
$112 nightly
The price is $126
Sep 4 - Sep 5
Total with taxes and fees
Hampton Inn Des Moines-Airport

Lakeside Hotel Casino

3.0 star property
8.0 out of 10, Very Good, (1001)
"Enjoyed our stay. Comfy bed"
$86 nightly
The price is $96
Aug 25 - Aug 26
Total with taxes and fees
Lakeside Hotel Casino

Motel 6 West Des Moines, IA

2.0 star property
7.8 out of 10, Good, (543)
"Rooms were really nice for the value"
$68 nightly
The price is $76
Sep 6 - Sep 7
Total with taxes and fees
Motel 6 West Des Moines, IA

Country Inn & Suites by Radisson, Indianola, IA

2.5 star property
9.0 out of 10, Wonderful, (676)
"Great breakfast, clean hotel."
$125 nightly
The price is $141
Sep 1 - Sep 2
Total with taxes and fees
Country Inn & Suites by Radisson, Indianola, IA

Wildwood Lodge

3.0 star property
9.6 out of 10, Exceptional, (1196)
"A very relaxing stay. "
$104 nightly
The price is $116
Aug 24 - Aug 25
Total with taxes and fees
Wildwood Lodge

Days Inn by Wyndham West Des Moines

2.0 star property
5.6 out of 10, (1004)
"Good hotel"
$54 nightly
The price is $60
Aug 26 - Aug 27
Total with taxes and fees
Days Inn by Wyndham West Des Moines

Homewood Suites by Hilton Des Moines Airport

3.0 star property
9.4 out of 10, Exceptional, (576)
"Good location for our travel and the amenities of the rooms"
$137 nightly
The price is $153
Aug 30 - Aug 31
Total with taxes and fees
Homewood Suites by Hilton Des Moines Airport

Drury Inn & Suites West Des Moines

3.0 star property
9.6 out of 10, Exceptional, (1011)
"Our stay was great. Polite staff and enjoyed the free food and drinks! "
$90 nightly
The price is $101
Aug 28 - Aug 29
Total with taxes and fees
Drury Inn & Suites West Des Moines

Holiday Inn Express & Suites Des Moines Downtown by IHG

2.5 star property
9.2 out of 10, Wonderful, (919)
"Helpful staff and breakfast was good!"
$139 nightly
The price is $156
Aug 29 - Aug 30
Total with taxes and fees
Holiday Inn Express & Suites Des Moines Downtown by IHG
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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.

#adventure
Built in 1883 by Harvey P. Jones and George K. Foster, Roseman is 107 feet in length and sits in its original location. It was renovated in 1992 at a cost of $152,515. In Robert James Waller’s novel, The Bridges of Madison County, and the movie of the same name, Roseman is the bridge Robert Kincaid seeks when he stops at Francesca Johnson’s home for directions. It is also where Francesca leaves her note inviting him to dinner.

Also known as the “haunted” bridge, Roseman is where two sheriff’s posses trapped a county jail escapee in 1892. It is said the man rose up straight through the roof of the bridge, uttering a wild cry, and disappeared. He was never found, and it was decided that anyone capable of such a feat must be innocent.
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Open Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀

Stay near popular Winterset attractions

Top Winterset Hotel Reviews

Find out more about Winterset

Find out more about Winterset

Top reasons to visit Winterset

  • Stunning Scenery: Experience the picturesque Iowa countryside, perfect for outdoor enthusiasts and romantic getaways.
  • Historic Attractions: Explore charming civic buildings and local history that showcase Winterset's rich heritage.
  • Family-Friendly Activities: Enjoy a variety of recreational options suitable for visitors of all ages.
  • Warm Hospitality: Engage with friendly locals who enhance your experience with their welcoming nature.
  • Diverse Accommodations: Choose from a range of hotels, from budget motels to luxurious stays, ensuring comfort for every traveler.

Find great hotels in Winterset

Winterset, Iowa, offers a diverse selection of hotel accommodations, catering to every traveler's needs. From budget-friendly motels to luxurious 4.5-star hotels, you'll discover the perfect place to unwind. Popular options include the Cobblestone Inn and various family-friendly and pet-friendly choices. Whether you're seeking a cozy suite or a convenient base for exploring, Winterset's hotels provide a welcoming atmosphere for an unforgettable vacation experience.

  • Days Inn & Suites by Wyndham Des Moines Airport: Located 24 miles from Winterset, this hotel offers a family-friendly atmosphere combined with business conveniences. Ideal for travelers seeking a balanced experience, it features a Business Center, Meeting Room, and Conference Space for corporate needs. Families will appreciate the complimentary cribs and child-friendly amenities, ensuring a comfortable stay for guests of all ages. Whether you're traveling for business or leisure, this hotel caters to your every need.
  • Stoney Creek Hotel Des Moines - Johnston: Situated 27 miles from Winterset, Stoney Creek Hotel combines a rustic lodge feel with modern amenities, making it perfect for both pet owners and business travelers. This hotel features multiple Meeting Rooms and a Conference Center, providing ample space for events. Pets are welcome, with policies in place to ensure a stress-free stay for you and your furry companions. With its warm atmosphere and focus on convenience, it is an excellent choice for those traveling with pets.
  • Motel 6 West Des Moines, IA: Just 21 miles from Winterset, Motel 6 offers a straightforward and budget-friendly lodging option, making it an excellent choice for pet lovers. This motel allows pets at no extra charge, ensuring that your furry friends can join you on your travels. With its no-frills approach, it focuses on providing clean and comfortable accommodations, allowing you to save on expenses while enjoying your stay. A practical choice for travelers looking for simplicity and value.

Discover the best areas to stay in Winterset

Winterset, Iowa, is a hidden gem perfect for outdoor enthusiasts and couples seeking romance. Visitors can explore the picturesque Iowa countryside, enjoy family-friendly activities, and experience the warm hospitality of friendly locals. Notable nearby destinations include charming country farmhouses and scenic landscapes that offer a peaceful retreat. Whether you're looking for recreation or a tranquil escape, Winterset promises a delightful blend of experiences that cater to all types of travelers.

  • Des Moines: Located 27 miles from Winterset, Des Moines is Iowa's vibrant capital and a bustling metropolis. This city experiences a moderately seasonal influx of travelers, particularly peaking during the summer months from June to August. Visitors flock to Des Moines for its family-friendly activities, outdoor adventures, and business opportunities. Explore popular venues like shopping malls and fairgrounds, or attend exciting events at local stadiums and conference centers. The city's rich array of attractions, including picturesque lakes, makes it a must-visit destination for a diverse travel experience.
  • Patterson: Just 7 miles from Winterset, Patterson is a charming small town that offers a cozy escape for travelers. With a moderately seasonal flow of visitors, Patterson's peak season is also from June to August, drawing families and couples alike. The town is known for its entertainment options, particularly its local theater, which provides a glimpse into the community's artistic spirit. Whether you’re looking for a romantic evening out or a fun family activity, Patterson's inviting atmosphere and friendly locals make it a delightful stop.
  • East Peru: Situated 9 miles away from Winterset, East Peru is a quaint city known for its scenic beauty and romantic charm. The travel experience here is marked by a moderately seasonal pattern, with visitors arriving mainly during the summer months. East Peru is perfect for those seeking outdoor adventures and stunning landscapes, particularly around the nearby lakes that invite relaxation and exploration. Whether you’re enjoying a leisurely walk or a picnic by the water, East Peru offers a serene backdrop for a memorable getaway.

Things to do in Winterset

Winterset, Iowa, is perfect for outdoor enthusiasts and romantic getaways, offering stunning scenery and a variety of activities. You can explore the local recreational areas, shop at the mall center, and discover the charm of Winterset itself. Don't miss the chance to visit Pella and check out party venues for special celebrations, ensuring a memorable experience in this delightful town.

Food and drinks

Experience local flavors at the Winterset Cidery for unique craft beverages, or savor a meal at the Red Barn BBQ, known for its smoked meats. For a cozy atmosphere, check out the Northside Cafe, offering hearty American comfort food.

Shopping

In Winterset, enjoy local shops and boutiques for unique gifts and souvenirs. If you're up for a drive, visit Jordan Creek Town Center, located 20 miles away, where you can find a mix of family-friendly entertainment and diverse shopping options in a vibrant atmosphere.

Recreation

Experience the serene landscapes at West Grand Golf, just 18 miles from Winterset, where you can enjoy a round of golf amid beautiful outdoor surroundings. This scenic course offers a perfect blend of sports and relaxation, allowing you to unwind while enjoying nature's beauty.

Nightlife

Enjoy a night at The Winterset Stage, where you can experience captivating performances in a cozy atmosphere that blends culture and romance. With family-friendly shows and a welcoming vibe, it’s the perfect spot to immerse yourself in Winterset’s entertainment scene.

Booking tips and Expedia advantages for Winterset

To save on your trip to Winterset, consider visiting between October and December when hotel prices are lower. Use Expedia to find budget-friendly accommodations by sorting results from lowest to highest price. Consider booking a package deal that combines your hotel, flights, and activities for added savings. Joining Expedia's One Key membership can provide exclusive discounts and allow you to earn rewards for future stays. Additionally, explore free local attractions and utilize public transport to keep costs down while enjoying your visit.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winterset are October to December, where the prices are slightly lower. This is in comparison to April, June and August, where prices are slightly higher.
  • Find cheap hotels on Expedia: Expedia's search tool makes it easy for you to set your budget, choose your desired location, and more. You can organize your results to display prices from the lowest to the highest, so you can quickly find the most affordable hotels. Additionally, you have the option to narrow down your choices by hotel type. For instance, if you select the "Eco-certified" filter, you'll see a list of sustainable and environmentally-friendly hotels ready for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Winterset with your flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in Winterset

Winterset, Iowa, is an ideal destination for outdoor enthusiasts and couples seeking a scenic getaway. Visitors can explore local attractions like historic civic buildings, event venues, and entertainment arenas. Whether you're after cultural experiences or family-friendly activities, Winterset offers a delightful mix of charm and adventure, ensuring a memorable vacation for everyone.

  • Roseman Bridge: Experience the charm of this historic bridge, renowned for its picturesque setting and cultural significance. Nestled in the heart of Winterset, it offers stunning views and a glimpse into the region's rich history.
  • John Wayne Birthplace Museum: Dive into the life of Hollywood legend John Wayne at this dedicated museum. Located in his hometown, it features memorabilia, exhibits, and insights into the iconic actor's early life, perfect for film buffs and history enthusiasts alike.
  • Madison County Courthouse: This striking civic landmark is a blend of history and modernity. Known for its friendly atmosphere, it’s an ideal spot for family-friendly activities, relaxing strolls, and exploring the local culture.

Best time to go to Winterset

Visitor numbers in Winterset is generally unchanged in popularity throughout the year. The best time to visit Winterset is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with no rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.1°F (-5.5°C)No Rain (Dry)Mostly CloudyAverageAverage
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 SunnyAverageSlightly High
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 HighAverage
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 SunnyAverageSlightly Low
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 major airport to consider is Des Moines International Airport (DSM), located 24 miles away. Nearby hotel options include the Hotel Fort Des Moines, Curio Collection by Hilton, which is 4 miles from the airport, and offers convenient access for travelers. Other excellent choices are Hotel Renovo Des Moines Urbandale and Revel Hotel Des Moines Urbandale, both 9 miles from DSM. These hotels provide a comfortable stay with easy transportation options to the airport, making your journey to Winterset seamless and enjoyable.

Frequently asked questions

What are the best budget hotels in Winterset?
Covered Bridge Inn in Winterset is a delightful budget-friendly option, boasting an excellent traveler review rating of 9.2. This charming inn offers a host of amenities designed to ensure a comfortable stay for families and solo travelers alike. Enjoy a complimentary continental breakfast to kickstart your day, and take advantage of the free Wi-Fi and self-parking. The inn also welcomes pets, making it an ideal choice for those traveling with furry companions.

Another excellent choice is the Cobblestone Inn & Suites, also rated at 9.2 by guests. This property features a well-equipped business center, superb for those who might need to catch up on work during their stay. Families will appreciate the convenience of a sofa bed and the self-serve breakfast options, which ensure everyone can start their mornings off right. View all budget hotels in Winterset.
When is the best time to go to Winterset?
The most popular time to visit Winterset is during the summer months, particularly July, when the weather is warm and inviting. Average temperatures hover around the mid-80s Fahrenheit, creating a great backdrop for outdoor activities and exploration. This vibrant season is ideal for enjoying the area's beautiful parks, trails, and historical sites, including the famed covered bridges.

During the peak season from June to August, Winterset experiences an influx of tourists eager to participate in local events and festivals. The lively atmosphere during this time enhances the experience, allowing visitors to immerse themselves in the community's spirit. Whether you're interested in hiking, biking, or enjoying leisurely strolls, the summer weather provides plenty of opportunities to be active and engaged with the stunning natural surroundings.

For those looking to strike a balance between comfort and value, consider visiting in September. The crowds begin to thin out, and the weather remains pleasant, with temperatures dropping to the low 70s, making it an excellent time for sightseeing without the hustle of peak tourist season. This month also offers a unique charm with the changing leaves, providing a picturesque setting for photography enthusiasts.
Where can I find the best nightlife in Winterset?
Winterset is a charming town known for its rich history and picturesque surroundings, but when it comes to nightlife, options are somewhat limited.

The downtown area features a few cozy pubs and bars where you can enjoy a relaxed evening with friends. Places like The Winterset Cidery offer a great experience with a selection of craft ciders made on-site, superb for those looking to unwind in a laid-back atmosphere.

For a more vibrant social scene, consider visiting nearby Des Moines, just a short drive away, where you'll find a bustling nightlife filled with trendy bars, live music venues, and late-night dining options. This can provide a delightful contrast to Winterset's quieter evenings.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Winterset hotel for you.
How can I save on a Winterset hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Winterset hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Winterset hotel?
Prices for hotels in Winterset often vary, but you can find a great deal from $62 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.