Madison Vacations from $513
Book a Hotel + Flight or Car together to unlock savings
The Latest Madison Vacation Packages
- Wingate by Wyndham Jackson/Ridgeland
Sep 7 - Sep 10Wingate by Wyndham Jackson/Ridgeland + Flight
Ridgeland3 nights3.0 star property7.6/10 - Good (1,007 reviews)Roundtrip • Chicago (CHI) - Jackson (JAN)MDW - JAN • 1 stop JAN - ORD • 1 stop$563$513found 1 day agoper traveler - Baymont by Wyndham Jackson/Ridgeland
Oct 7 - Oct 11Baymont by Wyndham Jackson/Ridgeland + Flight
Jackson3 nights3.5 star property8.0/10 - Very Good (1,353 reviews)"Staff was great and friendly "Reviewed July 23, 2026Roundtrip • San Francisco (SFO) - Jackson (JAN)SFO - JAN • 1 stop JAN - SFO • 2 stops$719$637found 1 day agoper traveler - The Westin Jackson
Sep 7 - Sep 10The Westin Jackson + Flight
Downtown Jackson3 nights4.0 star property9.0/10 - Wonderful (960 reviews)"Our room was pristine and the property is beautiful. All of the staff was polite and helpful. My only complaint is the lack of vending machines or a store to purchase drinks and some of the gum equipment was out of order."Reviewed July 23, 2026Roundtrip • Chicago (CHI) - Jackson (JAN)MDW - JAN • 1 stop JAN - ORD • 1 stop$726$659found 1 day agoper traveler - Studio 6 Suites Jackson Ridgeland MS
Oct 7 - Oct 11Studio 6 Suites Jackson Ridgeland MS + Flight
Ridgeland3 nights3.0 star property7.4/10 - Good (711 reviews)"What I didn’t like was that I had two people trying to break in my room during the night who had an extra key card to my room. I did not know who they were and I informed the front desk the next morning and checked out. I was not the only one that had this incident happened, I was informed from the front desk that another lady had the same problem as well."Reviewed July 23, 2026Roundtrip • San Francisco (SFO) - Jackson (JAN)SFO - JAN • 1 stop JAN - SFO • 2 stops$619$564found 1 day agoper traveler - La Quinta Inn & Suites by Wyndham Jackson Airport/Pearl
Oct 7 - Oct 11La Quinta Inn & Suites by Wyndham Jackson Airport/Pearl + Flight
Pearl3 nights3.0 star property8.6/10 - Excellent (1,009 reviews)"Located on the quiet side of I-20 with many restaurants less than a mile under the overpass. Front desk (Kim) friendly and welcoming each day. Full Breakfast (eggs grits bacon sausage waffles fruit n more). King suite roomy, clean n bed very comfortable. Tub/shower good water pressure."Reviewed July 23, 2026Roundtrip • San Francisco (SFO) - Jackson (JAN)SFO - JAN • 1 stop JAN - SFO • 2 stops$634$578found 1 day agoper traveler
Discover the most popular places to visit in Madison
Madison Hotel Deals
Courtyard by Marriott Jackson Madison
Courtyard by Marriott Jackson Madison
Hilton Garden Inn Jackson/Madison
Hilton Garden Inn Jackson/Madison
Super 8 by Wyndham Madison/Ridgeland Area
Super 8 by Wyndham Madison/Ridgeland Area
Days Inn & Suites by Wyndham Brandon Amphitheater
Days Inn & Suites by Wyndham Brandon Amphitheater
Comfort Suites Flowood - Jackson Airport (must meet transportation requirement)
Comfort Suites Flowood - Jackson Airport (must meet transportation requirement)
Hampton Inn Jackson/Flowood (Airport Area) MS
Hampton Inn Jackson/Flowood (Airport Area) MSFrequently Asked Questions
How much does a Madison vacation package cost?
You'll find cheap prices from $513 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.
Explore a world of travel with Expedia
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.