Madison Vacations from $704

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The Latest Madison Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 25 - Dec 28

    The Fontaine + Flight

    West Plaza
    3 nights
    4.5 star property
    9.0/10 - Wonderful (1,071 reviews)
    Roundtrip • Las Vegas (LAS) - Kansas City (MCI)
    LAS - MCI • Nonstop MCI - LAS • 1 stop
    $786
    $704
    per traveler
    found 1 day ago
    The Fontaine
  • Dec 17 - Dec 20

    The Inn at Meadowbrook + Flight

    Overland Park
    3 nights
    4.0 star property
    9.8/10 - Exceptional (479 reviews)
    Roundtrip • Los Angeles (LAX) - Kansas City (MCI)
    LAX - MCI • Nonstop MCI - LAX • 1 stop
    $1,011
    $867
    per traveler
    found 1 day ago
    The Inn at Meadowbrook
  • Dec 11 - Dec 14

    Hard Rock Hotel and Casino Tulsa + Flight

    Catoosa
    3 nights
    4.0 star property
    9.2/10 - Wonderful (2,611 reviews)
    Roundtrip • Los Angeles (LAX) - Tulsa (TUL)
    LAX - TUL • Nonstop TUL - LAX • Nonstop
    $832
    $728
    per traveler
    found 5 hours ago
    Hard Rock Hotel and Casino Tulsa
  • Dec 25 - Dec 28

    Ameristar Casino Hotel Kansas City + Flight

    Birmingham Bottoms
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,216 reviews)
    Roundtrip • Las Vegas (LAS) - Kansas City (MCI)
    LAS - MCI • Nonstop MCI - LAS • 1 stop
    $870
    $764
    per traveler
    found 1 day ago
    Ameristar Casino Hotel Kansas City
  • Dec 28 - Jan 2

    WorldMark Grand Lake + Flight

    Afton
    5 nights
    3.0 star property
    9.6/10 - Exceptional (140 reviews)
    "The bed and couch were both uncomfortable in our suite, the toilet is super low. The suite did feel cozy and inviting, it smelled nice. There was just no place to sit that was comfortable or lay down."
    Reviewed November 9, 2026
    Roundtrip • Los Angeles (LAX) - Tulsa (TUL)
    LAX - TUL • Nonstop TUL - LAX • 1 stop
    $892
    $788
    per traveler
    found 21 hours ago
    WorldMark Grand Lake

Where to stay near Madison

Experience the charm of the Kansas countryside in Madison, where you can explore ranch-style attractions and the picturesque pastures west of the city. Visit awesome ranches that showcase the region's rich culture, as Kansas welcomes visitors to enjoy outdoor adventures and family-friendly activities.

Olpe

Discover Olpe, a welcoming destination perfectly suited for families and nature enthusiasts who will appreciate its charming parks and recreational opportunities. With access to Soden Park and Soden's Grove Park, you'll find plenty of space for outdoor activities and relaxation. Additionally, the Emporia City Library offers a great place to unwind and explore local culture. Located about 9 miles from Madison, Olpe makes for an easy getaway, making it a smart choice for your vacation stay.

Hamilton

Experience the charm of Hamilton, a delightful hub for travelers seeking adventure and outdoor experiences. With its proximity to attractions like Lions Recreational Park, the historic Eureka Carnegie Library, and the scenic Toronto Point Public Use Area, Hamilton offers a refreshing retreat for families and business visitors alike. Located about 11 miles from Madison, this city provides easy access to nature and history, making it a smart choice for your vacation stay.

Virgil

If you are a family-oriented traveler, look no further than Virgil, which features a wealth of outdoor activities and natural beauty. This charming city offers access to the Toronto Point Public Use Area and the expansive Cross Timbers State Park, perfect for hiking and picnicking. With its urban park and community stadium nearby, there's something for everyone. Located about 13 miles from Madison, Virgil is a smart choice for budget-conscious visitors seeking a memorable getaway.

Gridley

Immerse yourself in Gridley, where families and nature enthusiasts can easily access the stunning Coffey County Historical Museum, the tranquil Tree Park, and the inviting Coffey County Library. This charming city offers a blend of outdoor adventures and scenic beauty, perfect for those looking to unwind or explore. Located about 14 miles from Madison, Gridley is a smart choice for your stay, providing a welcoming atmosphere and easy access to local attractions.

Hartford

Travelers visiting the area often choose Hartford, especially those with a passion for nature and family adventures. This charming city offers a delightful blend of outdoor activities, including access to scenic trails and local parks like Tree Park and Fremont Park, perfect for picnics or leisurely strolls. Additionally, the Coffey County Historical Museum invites visitors to explore the rich history of the region. Located about 15 miles from Madison, Hartford is an excellent choice for a memorable stay.

Madison Hotel Deals

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 vacation package cost?

You'll find cheap prices from $704 on Expedia for your Madison escape. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Madison costs.

What are the cheapest months to go to Madison?

November, December and January are the best times to search for cheap Madison vacation packages. Traveling in less busy periods means you can usually find lower prices on hotels and flights.

How many days is enough for Madison?

The ideal length for your Madison vacation depends on what you'd like to do and see. Typically, a few days to a week will give you enough time to check out all the leading attractions and discover some hidden gems along the way.

How to find the best Madison package deals?

Use Expedia's filter tool to find some terrific Madison package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Madison package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.

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

An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays individually. Better still, you can tailor your Madison escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.

When to book a vacation package to Madison?

If you have your Madison travel dates confirmed, book early to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for setting off on a whim.

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

If you're anything like us, you love going away but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Madison trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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