Madison County Holidays
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Top destinations in Madison County
Winterset
Our pick of the best Madison County Hotel Deals
Fairfield Inn and Suites by Marriott Des Moines West
7225 Vista Dr West Des Moines IA
Fully refundableReserve now, pay when you stay
NZ$182
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (1,015 reviews)
"Our first room was clean and comfortable, however when I went into the restroom I discovered mold above the door. We requested a different room and it also had mold above the shower. We requested another room and the 3rd one was just fine. The staff was good to work with and the room was clean."
Reviewed on 24 Aug 2026
Days Inn & Suites by Wyndham Des Moines Airport
1901 Hackley Ave Des Moines IA
Fully refundableReserve now, pay when you stay
NZ$129
7 Sept - 8 Sept
includes taxes & fees
Sonesta Essential Des Moines
4755 Merle Hay Road Des Moines IA
Fully refundableReserve now, pay when you stay
NZ$119
7 Sept - 8 Sept
includes taxes & fees
7.4/10 Good! (1,028 reviews)
"The room was dirty. The drawers stuck on the dresser. The tub was dirty and full of mold . Turned on the heater and the fire alarm went off. The breakfast was unimpressive only had coffee and juice and yogurt nd muffins. No eggs or waffles. Ice maker was broken. Very few pillows. I wouldn’t stay ..."
Reviewed on 25 Aug 2026
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.
Frequently asked questions
How much does a Madison County holiday package cost?
We make it simple for everyone to travel, with Madison County packages starting from as little as . You'll have the flexibility to bundle your favourite hotels, airlines and car rental. For the ultimate getaway, why not add some experiences and tours to your travel itinerary?
How do I get a cheap travel package to Madison County?
One of the simplest ways to save money (and time) is to combine your bookings with Expedia. Flights, rental cars, hotels and activities — we've got everything you need. Pick and choose a combination that suits your style and watch your savings pile up. We know a travel package is never one-size-fits-all. That's why we offer more than 550 partner airlines and 1 000 000 hotels globally, which lets you customize your Madison County holiday.
What are the top hotels in Madison County?
Have a look at Cobblestone Inn & Suites - Winterset, IA and Covered Bridge Inn. They're the first choice for lots of travellers to Winterset. If Cumming is on your itinerary, Perfect For Families, Friends, And Getaways and Entire Farmhouse In The Country are great options.
How far in advance should I book my Madison County holiday?
You'll be rewarded with the biggest variety at the lowest prices by booking your trip to Madison County early. Air carriers generally advertise flight tickets around 12 months in advance, so start locking things in ASAP. That being said, Expedia is committed to giving you the best deals around, so it's always a good time to book your dream holiday!
What does an Expedia Madison County travel package include?
That depends on what kind of getaway you want to have. Madison County holiday deals can include flights, car rentals and hotels. You can mix and match to find the package that suits your needs. You can also add on experiences and activities after you've booked to get even bigger discounts.
What should I know before booking a Madison County travel package?
Bundling your bookings into a Madison County holiday package is the most convenient way to organise your trip. Not only that, you'll save when you combine your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Madison County Expedia holiday package?
Yes, of course. Expedia has access to more than 550 partner airlines all over the world, so fly with the carrier that fits your travel preferences.
If I'm not able to travel, can I cancel my Madison County holiday package?
We understand — unexpected stuff happens. If you've booked a Madison County holiday package and need to cancel or change it, we can help. We recommend having a look at our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may impose a fee.
Stay near popular Madison County attractions
Roseman Bridge
9.6/10 (75 reviews)
You can learn about the history of Winterset when you stop by Roseman Bridge. Make some time to visit the monuments while you're in the area.
Photo by Mykayla Powell
Clark Tower
9.6/10 (45 reviews)
You can find out about the history of Winterset with a trip to Clark Tower. Make some time to visit the shops while you're in the area.
Cedar Bridge
9.8/10 (67 reviews)
You can learn about the history of Winterset with a trip to Cedar Bridge. Make some time to visit the monuments while you're in the area.
Photo by Emily Ruschill
Badger Creek State Recreation Area
You can take time to visit Badger Creek State Recreation Area during your travels to Van Meter. Take in the museums while you're in the area.
John Wayne Birthplace Museum
9.4/10 (131 reviews)
You can spend an afternoon studying the exhibits at John Wayne Birthplace Museum in Winterset. While you're in the area, wander around the natural setting.
Madison County Courthouse
9.4/10 (68 reviews)
Madison County Courthouse is just one of the places to see in Winterset, so why not enjoy the other things to explore during your travels? While you're in the area, wander around the natural setting.
Cutler-Donahoe Covered Bridge
After visiting Cutler-Donahoe Covered Bridge, make a plan to see the other sights and activities in Winterset. Make some time to visit the shops while you're in the area.
Imes Bridge
7.8/10 (17 reviews)
Learn about the local history of Saint Charles with a stop at Imes Bridge. Make some time to visit the monuments while you're in the area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
