Madison County Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Madison County

hogback covered bridge, summer
FlightsFlightsHotelsHotels

Winterset

Winterset

Our pick of the best Madison County Hotel Deals

Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 out of 5
1000 Walnut St Des Moines IA
Fully refundableReserve now, pay when you stay
The price is NZ$282 per night from 19 Apr to 20 Apr
NZ$282
19 Apr - 20 Apr
includes taxes & fees
9.6/10 Exceptional! (1,108 reviews)
Staff, vallet, and room service was amazing!

Reviewed on 1 Apr 2026

Hotel Fort Des Moines, Curio Collection by Hilton
Home2 Suites by Hilton Des Moines at Drake University

Home2 Suites by Hilton Des Moines at Drake University

3 out of 5
2650 University Ave. Des Moines IA
Fully refundableReserve now, pay when you stay
The price is NZ$192 per night from 19 Apr to 20 Apr
NZ$192
19 Apr - 20 Apr
includes taxes & fees
9.4/10 Exceptional! (1,009 reviews)
The state was very convenient very clean, very quick and efficient

Reviewed on 4 Apr 2026

Home2 Suites by Hilton Des Moines at Drake University
Wildwood Lodge

Wildwood Lodge

3 out of 5
11431 Forest Ave Clive IA
Fully refundableReserve now, pay when you stay
The price is NZ$166 per night from 7 Apr to 8 Apr
NZ$166
7 Apr - 8 Apr
includes taxes & fees
9.6/10 Exceptional! (1,239 reviews)
Breakfast was good and had more choices than most, hot tub and pool area looked really nice, but we didn't use. Room was clean and had everything needed would definitely stay again

Reviewed on 4 Apr 2026

Wildwood Lodge
See all 857 properties in Madison County
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.