Madison County Vacation Packages

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Your Madison County Vacation

Leave all the planning to us with a Madison County vacation package. With everything organized before you go, the only thing left to do is relax and experience this destination's beauty and culture. You'll have a to-do list as long as your arm during your trip to Madison County. One leading city you'll want to spend some time exploring is Winterset. Expedia has hotels, flights, car rentals and more to help you curate your very own customized Madison County vacation today.

Top Madison County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites by Wyndham Ames

Microtel Inn & Suites by Wyndham Ames

2 out of 5
Price was CA $1,396, price is now CA $1,346 per person
CA $1,346
per person
Dec 24 - Dec 28
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Des Moines (DSM)
7.8/10 Good! (1,003 reviews)

Qube Hotel

Qube Hotel

2.5 out of 5
Price was CA $1,523, price is now CA $1,453 per person
CA $1,453
per person
Dec 24 - Dec 28
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Des Moines (DSM)
8.4/10 Very good! (823 reviews)

Comfort Inn Story City

Comfort Inn Story City

2.5 out of 5
Price was CA $1,418, price is now CA $1,370 per person
CA $1,370
per person
Dec 24 - Dec 28
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Des Moines (DSM)
8.8/10 Excellent! (440 reviews)

La Quinta Inn & Suites by Wyndham Ankeny IA - Des Moines IA

La Quinta Inn & Suites by Wyndham Ankeny IA - Des Moines IA

3 out of 5
Price was CA $1,451, price is now CA $1,408 per person
CA $1,408
per person
Dec 24 - Dec 28
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Des Moines (DSM)
9.2/10 Wonderful! (1,054 reviews)

Iowa House

Iowa House

3 out of 5
Price was CA $1,544, price is now CA $1,506 per person
CA $1,506
per person
Dec 24 - Dec 28
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Des Moines (DSM)
9.6/10 Exceptional! (895 reviews)
Everything from the grounds to the room to the breakfast was amazing. Kendra was more than helpful

Reviewed on Nov 4, 2026

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 CA $175 per night from Nov 15 to Nov 16
CA $175
CA $196 total
Nov 15 - Nov 16
includes taxes & fees
Hotel Fort Des Moines, Curio Collection by Hilton
Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West

3 out of 5
7225 Vista Dr West Des Moines IA
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Dec 6 to Dec 7
CA $131
CA $147 total
Dec 6 - Dec 7
includes taxes & fees
Fairfield Inn and Suites by Marriott Des Moines West
Stoney Creek Hotel Des Moines - Johnston

Stoney Creek Hotel Des Moines - Johnston

2.5 out of 5
5291 Stoney Creek Court Johnston IA
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from Nov 25 to Nov 26
CA $124
CA $139 total
Nov 25 - Nov 26
includes taxes & fees
8.8/10 Excellent! (1,933 reviews)
"Woke up to a mouse running through the room and staff didn’t seem concerned when reported."

Reviewed on Nov 5, 2026

Stoney Creek Hotel Des Moines - Johnston
See all 829 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Madison County vacation package cost?
We make it simple for everyone to travel, with Madison County packages starting from as little as CA $1,346. You'll have the flexibility to bundle your favorite 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 vacation.
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 travelers 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 vacation?
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 vacation!
What does an Expedia Madison County travel package include?
That depends on what kind of getaway you want to have. Madison County vacation 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 vacation package is the most convenient way to organize 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 vacation 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 vacation package?
We understand — unexpected stuff happens. If you've booked a Madison County vacation 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

A red bridge over a calm river with greenery around.

Roseman Bridge

9.6/10 (75 reviews)
You can learn about the history of Winterset with a stop at Roseman Bridge. Make some time to visit the monuments while you're in the area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.