Hotels in Winterset

Wed 19 Nov
Tue 25 Nov
November 2025
18
December 2025

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Check prices for these dates

Tonight
17 Nov - 18 Nov
Tomorrow
18 Nov - 19 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Where to stay in Winterset?

£58
includes taxes & fees
19 Nov - 20 Nov
Covered Bridge Inn
£99
includes taxes & fees
22 Nov - 23 Nov
Cobblestone Inn & Suites - Winterset, IA
£38
includes taxes & fees
19 Nov - 20 Nov
Edgetowner Motel
£79
includes taxes & fees
20 Nov - 21 Nov
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG
£51
includes taxes & fees
19 Nov - 20 Nov
Stuart Motor Lodge
£42
includes taxes & fees
19 Nov - 20 Nov
Economy Inn Motel
£71
includes taxes & fees
7 Dec - 8 Dec
AmericInn by Wyndham Stuart
£79
includes taxes & fees
24 Nov - 25 Nov
Aloft Waukee
£57
includes taxes & fees
20 Nov - 21 Nov
Motel 6 Stuart, IA
£76
includes taxes & fees
14 Dec - 15 Dec
Sleep Inn Waukee-West Des Moines
£84
includes taxes & fees
19 Nov - 20 Nov
Hyatt Place West Des Moines Jordan Creek
£74
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn & Suites West Des Moines/SW Mall Area
£85
includes taxes & fees
23 Nov - 24 Nov
Drury Inn & Suites West Des Moines
£84
includes taxes & fees
24 Nov - 25 Nov
Residence Inn by Marriott Des Moines West
£76
includes taxes & fees
7 Dec - 8 Dec
Courtyard Des Moines West/Jordan Creek
£149
includes taxes & fees
2 Dec - 3 Dec
West Des Moines- Garage Gym Pool Jordan Creek
£74
includes taxes & fees
7 Dec - 8 Dec
Fairfield Inn and Suites by Marriott Des Moines West
£58
includes taxes & fees
30 Nov - 1 Dec
Baymont by Wyndham Des Moines Airport
£39
includes taxes & fees
19 Nov - 20 Nov
Motel 6 West Des Moines, IA
£63
includes taxes & fees
8 Dec - 9 Dec
Sleep Inn & Suites West Des Moines near Jordan Creek
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Our prices for hotels in Winterset are cheapest in December
Price trends for hotels in Winterset
Pricing is based on two traveller single night rates
View properties in November
Typical weather for Winterset
November
Low crowds
High 9°C / low 1°C. Partly sunny.
View properties in November
-5°
-1°
-9°
-9°
15°
21°
11°
27°
17°
29°
19°
29°
18°
25°
14°
17°
Monthly weather averages (˚C)

Top landmarks in Winterset

An Old Red Covered Bridge Over A River

Roseman Bridge

4.7/5 (35 reviews)
If you're planning a bit of sightseeing during your trip, head to Roseman Bridge – just one of the landmarks located 7.5 mi (12.1 km) from central Winterset.
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Clark Tower is one of my favorite spots. 3 levels, spiral stairs and beautiful stone.
Photo by Mykayla Powell

Clark Tower

4.7/5 (22 reviews)
You might want to get your camera out and head to Clark Tower – just one of the landmarks located 0.9 mi (1.4 km) from central Winterset.
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Cedar Bridge under trees - Winterset, Iowa

Cedar Bridge

4.8/5 (30 reviews)
If you're planning a bit of sightseeing during your trip, head to Cedar Bridge – just one of the landmarks located 2.7 mi (4.3 km) from central Winterset.
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An Old Red Covered Bridge

Holliwell Bridge

4.7/5 (29 reviews)
Holliwell Bridge is just one of the landmarks located 2.9 mi (4.7 km) from central Winterset, so you might want to stop by for a few pics during your trip.
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John Wayne Birthplace Museum

4.5/5 (86 reviews)
If museums are on your list of things to see, then you might want to head to John Wayne Birthplace Museum, located in the heart of Winterset. If you want to experience more of the culture Winterset has to offer, head to Madison County Courthouse, Cutler-Donahoe Covered Bridge, and Clark Tower.
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Madison County Courthouse

4.6/5 (38 reviews)
Madison County Courthouse is worth a visit when in central Winterset.
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Cutler-Donahoe Covered Bridge

Cutler-Donahoe Covered Bridge is 0.5 mi (0.8 km) from central Winterset, why not stop by during your stay?
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Hogback Bridge

4.7/5 (27 reviews)
If seeing the sights is on your list of things to do, head to Hogback Bridge – just one of the landmarks located 4.2 mi (6.8 km) from central Winterset.
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Learn more about Winterset

Wander through John Wayne's birthplace, where his childhood home displays memorabilia that would make The Duke tip his hat in approval. The famous covered bridges of Madison County beckon from nearby countryside roads, inspiring bestselling literature and Hollywood romance. Around the town square, antique shops and coffee spots host farmers exchanging conversation over morning cups. Cedar Bridge and Roseman Bridge offer perfect photography backdrops, while Clark Tower provides panoramic views worth the climb. The courthouse stands proudly at the centre, a testament to small-town America that Norman Rockwell would recognise. Pammel State Park offers natural respite when Winterset's charm becomes almost too wholesome to bear.

See all hotels in Winterset
hogback covered bridge, summer

Check out reviews of Winterset hotels guests love

Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

10/10 Excellent
"Room was clean and comfortable! We also enjoyed the unique atmosphere and decor! "
Nicholas 1-night trip
Posted 1 day ago
Hotel Fort Des Moines, Curio Collection by Hilton
Drury Inn & Suites West Des Moines

Drury Inn & Suites West Des Moines

10/10 Excellent
"As always when we stay here, it's awesome. Nice breakfast buffet, free drinks & snacks, & very friendly/helpful staff. We will stay here every time we're in town. "
Antwain 2-night trip
Posted 1 day ago
Drury Inn & Suites West Des Moines
Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport

10/10 Excellent
"Great stay, spotless, many amenities."
Susan 1-night trip
Posted 3 days ago
Baymont by Wyndham Des Moines Airport
Hyatt Place West Des Moines Jordan Creek

Hyatt Place West Des Moines Jordan Creek

10/10 Excellent
"Room very clean. Beds were comfortable. "
Karen K 1-night trip
Posted 3 days ago
Hyatt Place West Des Moines Jordan Creek
Stoney Creek Hotel Des Moines - Johnston

Stoney Creek Hotel Des Moines - Johnston

10/10 Excellent
"Everything"
Nicole 1-night trip
Posted 4 days ago
Stoney Creek Hotel Des Moines - Johnston
Days Inn & Suites by Wyndham Des Moines Airport

Days Inn & Suites by Wyndham Des Moines Airport

10/10 Excellent
"The place is worth your money! Very clean rooms and friendly staff! Amenities are great with breakfast and shuttle to airport. I definitely recommended to stay here "
Adora 1-night trip
Posted 4 days ago
Days Inn & Suites by Wyndham Des Moines Airport
Motel 6 West Des Moines, IA

Motel 6 West Des Moines, IA

10/10 Excellent
"Very clean friendly staff "
Isaiah 1-night trip
Posted 5 days ago
Motel 6 West Des Moines, IA
AmericInn by Wyndham Des Moines Airport

AmericInn by Wyndham Des Moines Airport

10/10 Excellent
"all"
Delbert 3-night trip
Posted 5 days ago
AmericInn by Wyndham 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

10/10 Excellent
"Quiet, clean."
Pat 2-night trip
Posted 5 days ago
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

Frequently asked questions

How much does a hotel room cost in Winterset?
You can discover great hotels in Winterset from £38 with properties to suit all budgets and needs. If you're after an affordable hotel in Winterset that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How much does a hotel room cost in Winterset?
You can discover great hotels in Winterset from £38 with properties to suit all budgets and needs. If you're after an affordable hotel in Winterset that meets all of your requirements, set your filters and then sort the results by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Winterset hotels?
Discover great deals on Winterset hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Winterset hotels.
How can I find deals and earn rewards at Winterset hotels?
Members can save up to 20% on select hotels in Winterset. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.
Can I book Winterset hotels with free cancellation?
It's easy to book a refundable Winterset hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Winterset hotels with free parking?
If you're exploring by car, finding a great Winterset hotel with free parking is a win. Our travellers' favourites include:
What hotels do travellers recommend in Winterset?
Cobblestone Inn & Suites - Winterset, IA is a property that our guests really like.
Can I book a refundable accommodation option in Winterset?
If you want the flexibility to change your plans to Winterset, most hotels offer refundable* rates that you can book. You can see this accommodation by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Winterset if I want a holiday rental instead of a hotel?
You'll find 5 holiday homes on our site.
What will the weather in Winterset be like during my visit?
July and August are typically the warmest months in Winterset, when the average temperature is 22°C. January and February are the coldest months, when the average temperature is -2°C. May and June are the months with the most rain.
Why should I book my Winterset hotel with Hotels.com?
There are lots of reasons to book your Winterset trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

Find out more about Winterset

Discover the Enchantment of Winterset: A Hidden Gem of Nature and Community

Nestled in the heart of Iowa, Winterset is a charming small town that beckons visitors with its rich history and inviting atmosphere. As the county seat, it boasts a delightful town square, where quaint shops and eateries thrive. Key attractions include the renowned Iowa Theatre and the picturesque Winterset City Park, perfect for leisurely strolls. Don’t miss the chance to explore the iconic covered bridges, made famous by the film The Bridges of Madison County. With its blend of cultural heritage and natural beauty, Winterset offers a serene escape for those seeking an authentic Midwestern experience.

Discover great hotels in Winterset

Winterset, Iowa, offers a variety of charming hotel accommodations, ranging from cosy inns to modern chain hotels. Visitors can enjoy a comfortable stay with convenient access to local attractions, quaint dining options, and the scenic beauty of the surrounding countryside, making it a delightful spot for a getaway. Here are some of the most popular hotels with our travellers in Winterset:

  1. Edgetowner MotelOpens in a new window: This inviting 2.5-star motel is perfectly tailored for adventure seekers and business travellers alike. With a focus on outdoor activities, guests can enjoy nearby hunting and exciting scooter rentals, making it an ideal choice for those looking to explore the great outdoors. The property features a dedicated Business Centre, ensuring that all your professional needs are met during your stay. Frequent travellers appreciate the engaging atmosphere and the variety of recreation activities available, making every moment enjoyable and productive.
  2. Economy Inn MotelOpens in a new window: A delightful 2.5-star motel, Economy Inn Motel is an excellent choice for pet lovers seeking a comfortable getaway. This property warmly welcomes dogs and cats, ensuring that furry companions can join in on the adventure. With a pet-friendly policy that accommodates various needs, guests can relax knowing their pets are taken care of. The welcoming environment and thoughtful amenities make it a charming destination for those who value companionship while travelling.
  3. Sleep Inn Waukee-West Des MoinesOpens in a new window: Sleep Inn Waukee-West Des Moines is a fantastic 2.5-star hotel that seamlessly blends business and pet-friendly amenities, catering to modern travellers. This property features a well-equipped Business Centre, making it an ideal retreat for professionals on the go. With a pet policy that permits furry friends, guests can enjoy the comfort of having their companions by their side. The thoughtful design and amenities provided create a sophisticated atmosphere, making it a perfect choice for those seeking a stylish experience with their pets.

Top locations to stay in Winterset

When visiting Winterset, Iowa, consider staying in Saint Charles, Truro, or Bevington. Saint Charles offers charming local shops and easy access to Winterset's downtown attractions. Truro is known for its picturesque countryside and friendly community vibe. Bevington provides a tranquil retreat with scenic landscapes. For first-time visitors, Saint Charles is ideally suited due to its proximity to the heart of Winterset.

  1. Saint CharlesOpens in a new window: Nestled just a short drive from Winterset, Saint Charles is a charming little town that offers a welcoming atmosphere and a delightful experience for visitors. It's known for its picturesque scenery and lovely parks, perfect for a relaxing stroll. You can explore local shops that showcase unique handmade crafts and artisanal goods. Don't miss the chance to visit the historic sites, including the famous Covered Bridges of Madison County nearby, which add a touch of romance and history to your stay. With its friendly vibe and rich local culture, Saint Charles is an excellent choice for those looking to unwind and connect with the community.
  2. TruroOpens in a new window: Truro is a quaint village that embodies the spirit of small-town America. It boasts a mix of outdoor activities and local charm. The surrounding countryside is perfect for exploring on foot or by bike, with scenic routes that are sure to delight nature lovers. The town is also known for its annual events that bring the community together, providing a glimpse into local traditions and culture. Truro's close-knit atmosphere makes it a great place to experience the warmth and hospitality of Iowa.
  3. BevingtonOpens in a new window: Bevington is a hidden gem that offers a peaceful retreat from the hustle and bustle of larger towns. This small community is ideal for those who appreciate quiet surroundings and natural beauty. You can enjoy leisurely walks in nearby parks or take in the serene landscapes typical of the Midwest. Bevington is also conveniently located near larger attractions, allowing easy access to explore the best of Winterset and its surroundings while enjoying a more laid-back atmosphere.

Things to do in Winterset

Winterset is a charming small town surrounded by picturesque landscapes, featuring lush parks, serene lakes, and scenic trails. Ideal for a day trip, visitors can indulge in delightful shopping, enjoy local festivals, or explore the vibrant town square. Take in the sights and relish the friendly atmosphere as you stroll through this enchanting Iowa gem.

  • Bob Feller MuseumOpens in a new window – Discover the legacy of baseball legend Bob Feller at this charming sports museum. Dive into Feller's remarkable career through memorabilia and exhibits that showcase his achievements and contributions to the game. Whether you're a sports enthusiast or just curious about baseball history, this museum offers a delightful experience that’s both educational and entertaining.
  • Brenton ArboretumOpens in a new window – Take a leisurely stroll through the beautiful landscapes of Brenton Arboretum, where diverse plant collections and serene walking trails await. Enjoy the tranquillity as you explore themed gardens and picturesque views that change with the seasons. This peaceful haven is perfect for a relaxing day outdoors, surrounded by nature's beauty.
  • Walnut Woods State ParkOpens in a new window – Enjoy the great outdoors at Walnut Woods State Park, a national treasure that features scenic trails, picnic areas, and lush woodlands. With opportunities for hiking, birdwatching, and simply soaking in the tranquil environment, this park is ideal for families and nature lovers alike. Pack a picnic and spend a delightful afternoon in this natural retreat.

4 tips for savvy savings when booking a hotel in Winterset

  1. Book for the cheapest times: The most budget-friendly time to visit Winterset is during January, November, and December, when hotel prices are generally lower. For those looking to discover the town's historical landmarks and cultural attractions, a stay of at least 2 to 3 days is recommended. This timeframe offers a great value for money, allowing visitors to explore the charming small-town atmosphere, dine in trendy restaurants, and immerse themselves in the local culture. With friendly people and accessible shopping options, Winterset is an affordable destination that could provide a delightful experience on a budget.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to Winterset, begin by exploring the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates as your travel date approaches. Consider enabling email alerts or push notifications to stay updated on flash sales and special promotions, helping you seize opportunities to save. Furthermore, the Smart ShoppingOpens in a new window feature in the app allows you to compare hotel prices and amenities, ensuring you’re more likely to see the best options. With these tools, you’ll be informed of any price drops or availability, making it easier to plan a spontaneous getaway.
  3. Be flexible with dates: Prices may fluctuate depending on factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay at a hotel in Winterset. For those seeking unique accommodations, boutique hotels often provide a more personalised experience and may offer better value. When you book through Hotels.com, we will inform you if the price for your chosen dates is above or below the average. If the price is on the higher side, we will suggest alternative dates that may be more affordable, helping you to find a better deal.
  4. Consider your location: Opting for accommodation nearer to key attractions or city centres may provide greater convenience, but it often comes with a heftier price tag. For more wallet-friendly options, consider hotels in less central areas or neighbourhoods, striking a balance between cost and accessibility to the sites you wish to explore. You might also look into independent hotels situated further out, which are usually more likely to be affordable and can offer a more authentic experience.

Best time to go to Winterset

Winterset experiences its lowest average temperature in January, at 22.1°F (-5.5°C), while July is the hottest month, with an average temperature of 74.8°F (23.8°C). May is usually the wettest month. June, July, and September are the peak travel months in Winterset, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. On the other hand, February, November, and December tend to be quieter times to visit, marked by no to light rainfall and mostly sunny conditions.

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