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A red covered bridge with a white entrance, surrounded by greenery and a wooden staircase.

Madison Vacations from $504

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The Latest Madison Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Sep 7 - Sep 10

    La Quinta Inn & Suites by Wyndham Canton MS + Flight

    Canton
    3 nights
    3.0 star property
    7.2/10 - Good (694 reviews)
    Roundtrip • Chicago (CHI) - Jackson (JAN)
    MDW - JAN • 1 stop JAN - ORD • 1 stop
    $550
    $504
    per traveler
    found 18 hours ago
    La Quinta Inn & Suites by Wyndham Canton MS
  • Exterior
    Sep 24 - Sep 27

    The Westin Jackson + Flight

    Downtown Jackson
    3 nights
    4.0 star property
    9.0/10 - Wonderful (958 reviews)
    Roundtrip • San Francisco (SFO) - Jackson (JAN)
    SFO - JAN • 1 stop JAN - SFO • 1 stop
    $1,024
    $893
    per traveler
    found 1 day ago
    The Westin Jackson
  • Free daily buffet breakfast
    Sep 24 - Sep 27

    Wingate by Wyndham Jackson/Ridgeland + Flight

    Ridgeland
    3 nights
    3.0 star property
    7.6/10 - Good (1,006 reviews)
    Roundtrip • San Francisco (SFO) - Jackson (JAN)
    SFO - JAN • 1 stop JAN - SFO • 1 stop
    $654
    $578
    per traveler
    found 1 day ago
    Wingate by Wyndham Jackson/Ridgeland
  • Lobby
    Oct 7 - Oct 11

    Baymont by Wyndham Jackson/Ridgeland + Flight

    Jackson
    3 nights
    3.5 star property
    8.0/10 - Very Good (1,352 reviews)
    Roundtrip • San Francisco (SFO) - Jackson (JAN)
    SFO - JAN • 1 stop JAN - SFO • 2 stops
    $719
    $637
    per traveler
    found 17 hours ago
    Baymont by Wyndham Jackson/Ridgeland
  • Exterior
    Oct 7 - Oct 11

    La Quinta Inn & Suites by Wyndham Jackson Airport/Pearl + Flight

    Pearl
    3 nights
    3.0 star property
    8.6/10 - Excellent (1,008 reviews)
    "Everything was good. Was disappointed; however, with the limited TV channels."
    Reviewed July 22, 2026
    Roundtrip • San Francisco (SFO) - Jackson (JAN)
    SFO - JAN • 1 stop JAN - SFO • 2 stops
    $634
    $578
    per traveler
    found 17 hours ago
    La Quinta Inn & Suites by Wyndham Jackson Airport/Pearl

Discover the most popular places to visit in Madison

Reservoir Overlook

Perched along the Natchez Trace Parkway, this serene spot offers panoramic views of Mississippi's largest lake. Bring your camera at golden hour when the light dances across the 33,000-acre reservoir's expansive waters.

Madison Hotel Deals

Breakfast and dinner served

Courtyard by Marriott Jackson Madison

Courtyard by Marriott Jackson Madison
3.0 star property
1.5 mi from Madison
9.4 out of 10, Exceptional, (676 reviews)
"No microwave in the room"
$127 nightly
The price is $136
Jul 31 - Aug 1
Total with taxes and fees
Courtyard by Marriott Jackson Madison
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'll find cheap prices from $504 on Expedia for your Madison break. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Madison costs.

What are the cheapest months to go to Madison?

January, May and December are the best times to look for cheap Madison vacation packages. Traveling in quieter periods means you can generally find reduced prices on accommodations and flights.

How many days is enough for Madison?

Usually, a handful of days is enough to go to the main attractions during your Madison vacation. However, if you want to have more time to chill out or go on day tours, think about extending your itinerary.

How to find the best Madison package deals?

Use Expedia's filters to find some terrific 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 want to save, plan your escape for midweek, or search for Madison package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.

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

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

When to book a vacation package to Madison?

If you've got your Madison vacation dates locked in, book as early as you can to snap up some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.

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

Jet off on your dream trip to Madison with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or hold off until your next paycheck — we've teamed up with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stick to your budget and snap up travel deals while they last.

Book with confidence

Things to do in and around Madison

Madison, Mississippi, offers a delightful blend of outdoor activities perfect for families and couples alike. You can enjoy walking tours, bike rides, and various water activities while exploring the area's beautiful landscapes. Additionally, golf enthusiasts will appreciate the local golf courses, and you'll find many fun places to visit that cater to all interests. Whether you're seeking relaxation or adventure, Madison provides ample recreational opportunities for an unforgettable vacation.

Shopping

For a delightful shopping experience, head to Renaissance at Colony Park, located 3 miles from Madison, featuring a vibrant atmosphere perfect for families. If you're up for a drive, check out Metrocenter Mall, 14 miles away, offering a mix of entertainment and city vibes for all ages.

Recreation

Annandale Golf Club offers a stunning golf experience with its picturesque greens and outdoor atmosphere, perfect for sports enthusiasts. Nearby, Riverside Park is a tranquil spot ideal for relaxation and wellness activities. Jackson Grove Park Golf Course provides another excellent golfing option, surrounded by beautiful landscapes.

Adventure

Explore the Ridgeland Tennis Center, located 2 miles from Madison, where you can enjoy thrilling matches and soak in the energetic atmosphere. Visit the Ridgeland Recreation Center, 3 miles away, for diverse recreational activities. Finally, the Parham Bridges Tennis Center, 7 miles from Madison, offers excellent tennis facilities and adventure vibes.

Nightlife

In Madison, Mississippi, enjoy a vibrant nightlife with local bars like The Iron Horse Grill, known for live music and a lively atmosphere. The nearby Town of Madison also offers cozy pubs and dining spots, perfect for unwinding after a day of exploration. Experience Southern hospitality and entertainment.

Find the best attractions near Madison

Madison, Mississippi, offers a delightful mix of outdoor and family-friendly activities, making it perfect for romantic getaways as well. Explore local attractions such as the Madison Museum, various historical museums, and the beautiful Madison Arboretum. With a focus on culture and nature, visitors can enjoy a range of experiences, from modern college campuses to engaging natural history exhibits. Madison is sure to provide a memorable vacation for all types of travelers.

  • Tougaloo College: Explore the vibrant campus of Tougaloo College, a historically significant institution known for its commitment to education and social justice. With its modern architecture and city vibes, it's a great place to immerse yourself in the local culture and history.
  • Topgolf: Enjoy a unique golfing experience at Topgolf, just a short drive away. This lively driving range combines golfing fun with entertainment, featuring climate-controlled bays, delicious food, and games for all skill levels, making it perfect for families and friends.
  • Mississippi Crafts Center: Discover local artistry at the Mississippi Crafts Center. This cultural hub showcases the rich traditions of Mississippi through crafts and exhibits, offering a glimpse into the state's artistic heritage and a chance to purchase unique handmade items.

Best time to go to Madison

The best time to visit Madison can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Madison falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Madison falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Tips to save on your trip to Madison

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Madison during the low season (August and December to January) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.