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Madison Vacations from $546

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The Latest Madison Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Lobby sitting area
    Sep 25 - Sep 28

    Hotel Indigo Omaha Downtown by IHG + Flight

    Downtown Omaha
    3 nights
    3.5 star property
    9.4/10 - Exceptional (1,052 reviews)
    "Great property!"
    Reviewed July 19, 2026
    Roundtrip ā€¢ New York (EWR) - Omaha (OMA)
    EWR - OMA ā€¢ 1 stop OMA - EWR ā€¢ 1 stop
    $636
    $546
    per traveler
    found 1 day ago
    Hotel Indigo Omaha Downtown by IHG
  • 50-inch flat-screen TV with cable channels, fireplace, Netflix
    Sep 10 - Sep 15

    Historic Twin Tudors Inn + Flight

    Sioux Falls
    5 nights
    3.0 star property
    8.8/10 - Excellent (3 reviews)
    "We were upgraded to staying at the Victorian Inn- i would highly recommended. The house is charming and located in the historic downtown of Sioux Falls. "
    Reviewed June 16, 2025
    Roundtrip ā€¢ Ontario (ONT) - Sioux Falls (FSD)
    ONT - FSD ā€¢ 1 stop FSD - ONT ā€¢ 1 stop
    $1,192
    $930
    per traveler
    found 19 hours ago
    Historic Twin Tudors Inn
  • Exterior
    Sep 10 - Sep 15

    La Quinta Inn & Suites by Wyndham Sioux Falls + Flight

    Mall District
    5 nights
    3.0 star property
    9.2/10 - Wonderful (1,508 reviews)
    "Welcoming staff, available parking, comfortable bed and wholesome breakfast. "
    Reviewed July 19, 2026
    Roundtrip ā€¢ Ontario (ONT) - Sioux Falls (FSD)
    ONT - FSD ā€¢ 1 stop FSD - ONT ā€¢ 1 stop
    $761
    $644
    per traveler
    found 19 hours ago
    La Quinta Inn & Suites by Wyndham Sioux Falls
  • Interior detail
    Sep 10 - Sep 15

    Hotel On Phillips + Flight

    Downtown Sioux Falls
    5 nights
    2.5 star property
    9.6/10 - Exceptional (1,492 reviews)
    Roundtrip ā€¢ Ontario (ONT) - Sioux Falls (FSD)
    ONT - FSD ā€¢ 1 stop FSD - ONT ā€¢ 1 stop
    $946
    $813
    per traveler
    found 19 hours ago
    Hotel On Phillips
  • Front of property
    Sep 10 - Sep 15

    AeroStay Hotel + Flight

    North Sioux Falls
    5 nights
    2.5 star property
    9.0/10 - Wonderful (1,186 reviews)
    Roundtrip ā€¢ Ontario (ONT) - Sioux Falls (FSD)
    ONT - FSD ā€¢ 1 stop FSD - ONT ā€¢ 1 stop
    $742
    $650
    per traveler
    found 19 hours ago
    AeroStay Hotel

Madison Hotel Deals

Standard Room, 1 King Bed | In-room safe, desk, laptop workspace, blackout drapes

Super 8 by Wyndham Norfolk

Super 8 by Wyndham Norfolk
2.0 star property
13.2 mi from Madison
5.8 out of 10, (475 reviews)
$84 nightly
The price is $95
Jul 24 - Jul 25
Total with taxes and fees
Super 8 by Wyndham Norfolk
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.
See all properties in Madison

Frequently Asked Questions

How much does a Madison vacation package cost?

You can pick up a vacation package to this popular destination from $546 on Expedia. However, how much your vacation to Madison costs will depend on the season, length of stay and hotel choice.

What are the cheapest months to go to Madison?

You can typically find lower prices and better availability in January, September and October. Browse our cheap Madison vacation packages and you could score some great off-season discounts.

How many days is enough for Madison?

The ideal duration of your Madison vacation depends on what you'd like to do. Typically, a few days to a week will give you plenty of time to hit all the leading sights and discover some hidden treasures along the way.

How to find the best Madison package deals?

Use Expedia's filter tool to help you find some of the best Madison package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Madison package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.

Is it cheaper to book a Madison vacation as a package?

Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Madison vacation by choosing your favorite airline, accommodation type and car class.

When to book a vacation package to Madison?

Secure incredible discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Madison break.

Does Expedia offer Book Now, Pay Later Madison vacation packages?

Jet off on your perfect escape to Madison with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait for payday ā€” we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stick to your budget and snag great deals before they sell out.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.