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.
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 $678, price is now CA $652 per person
CA $652
per person
Apr 9 - Apr 10
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to Des Moines (DSM)
9.2/10 Wonderful! (1,003 reviews)
Clean and good price

Reviewed on Mar 9, 2026

Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 out of 5
Downtown Des Moines
Price was CA $2,317, price is now CA $2,061 per person
CA $2,061
per person
Apr 9 - Apr 10
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to Des Moines (DSM)
9.6/10 Exceptional! (1,080 reviews)
The room was clean, had everything I needed. The hotel is situated in a nice part of Des Moines, easy walking to many places.

Reviewed on Mar 6, 2026

Holiday Inn Downtown - Mercy Area by IHG

Holiday Inn Downtown - Mercy Area by IHG

3 out of 5
Downtown Des Moines
Price was CA $695, price is now CA $678 per person
CA $678
per person
Apr 9 - Apr 10
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to Des Moines (DSM)
8/10 Very Good! (1,002 reviews)
Pool closed early on a Saturday night. Bartender was RUDE

Reviewed on Mar 6, 2026

Renaissance Des Moines Savery Hotel

Renaissance Des Moines Savery Hotel

3.5 out of 5
Downtown Des Moines
Price was CA $731, price is now CA $714 per person
CA $714
per person
Apr 9 - Apr 10
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to Des Moines (DSM)
8.6/10 Excellent! (1,001 reviews)
Clean room, pleasant staff, & pretty quiet

Reviewed on Feb 21, 2026

La Quinta by Wyndham Altoona Des Moines

La Quinta by Wyndham Altoona Des Moines

3 out of 5
Price was CA $672, price is now CA $658 per person
CA $658
per person
Apr 9 - Apr 10
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to Des Moines (DSM)
9/10 Wonderful! (1,480 reviews)
It was good experience

Reviewed on Mar 7, 2026

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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 $177 per night from Apr 4 to Apr 5
CA $177
CA $198 total
Apr 4 - Apr 5
includes taxes & fees
9.6/10 Exceptional! (1,090 reviews)
Loved our stay.

Reviewed on Mar 9, 2026

Hotel Fort Des Moines, Curio Collection by Hilton
Des Lux Hotel

Des Lux Hotel

3.5 out of 5
800 Locust St Des Moines IA
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Mar 10 to Mar 11
CA $206
CA $231 total
Mar 10 - Mar 11
includes taxes & fees
9.8/10 Exceptional! (1,039 reviews)
Beautiful rooms with a ton of character. Fireplace was a nice touch.

Reviewed on Mar 9, 2026

Des Lux Hotel
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 CA $121 per night from Mar 15 to Mar 16
CA $121
CA $136 total
Mar 15 - Mar 16
includes taxes & fees
9.4/10 Exceptional! (1,011 reviews)
Breakfast not good, tv had issues

Reviewed on Mar 9, 2026

Home2 Suites by Hilton Des Moines at Drake University
See all 860 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
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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 $652. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.