Madison Vacations from $511

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Your Madison Vacation

Book a tailored Madison vacation package that includes everything you need and nothing you don't. Good for culture, history and bars and pubs, think about staying in the neighborhood of Greater Belhaven. A trip to Madison is an ideal opportunity to go sightseeing. Be sure to visit popular attractions like Tougaloo College, Annandale Golf Club and Mississippi Crafts Center. Your perfect Madison vacation is a few clicks away. Browse hotels, airfares and more on Expedia for a trip that's tailored to suit your travel style.

The Latest Madison vacation packages

Price found within the past 48 hours. Click for updated prices.
Spark By Hilton Jackson Ridgeland

Spark By Hilton Jackson Ridgeland

3 out of 5
Price was $584, price is now $511 per person
$511
per person
Sep 30 - Oct 5
found 13 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Jackson (JAN)
8.2/10 Very Good! (159 reviews)
There was some construction on the road leading to it. So it was a little tricky try to get to it, but other then that.

Reviewed on Aug 23, 2025

Hampton Inn & Suites Jackson-Ridgeland

Hampton Inn & Suites Jackson-Ridgeland

2.5 out of 5
Price was $918, price is now $732 per person
$732
per person
Sep 30 - Oct 5
found 13 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Jackson (JAN)
9/10 Wonderful! (382 reviews)
Room wasn’t clean daily

Reviewed on Aug 11, 2025

Hilton Jackson

Hilton Jackson

3.5 out of 5
Price was $682, price is now $563 per person
$563
per person
Sep 30 - Oct 5
found 13 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Jackson (JAN)
7.6/10 Good! (1,004 reviews)
Staff was friendly and the property felt saft.

Reviewed on Aug 25, 2025

Wingate by Wyndham Jackson/Ridgeland

Wingate by Wyndham Jackson/Ridgeland

2.5 out of 5
Price was $643, price is now $551 per person
$551
per person
Sep 30 - Oct 5
found 13 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Jackson (JAN)
7.6/10 Good! (1,000 reviews)
Everything was nice !

Reviewed on Aug 24, 2025

Staybridge Suites Jackson by IHG

Staybridge Suites Jackson by IHG

3 out of 5
Price was $710, price is now $610 per person
$610
per person
Sep 30 - Oct 5
found 13 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Jackson (JAN)
8.4/10 Very Good! (857 reviews)
Definitely will make future reservations . Quiet and peaceful. Great customer service

Reviewed on Aug 26, 2025

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Discover the most popular places to visit in Madison

Annandale Golf Club

3/5(3 reviews)

Enjoy a round of golf in Madison at Annandale Golf Club. Visit the area's shops, or simply enjoy its restaurants.

Annandale Golf Club

Madison Hotel Deals

Hilton Garden Inn Jackson/Madison

Hilton Garden Inn Jackson/Madison

4 out of 5
320 New Mannsdale Rd, Madison, MS
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $133 total per night from Sep 7 to Sep 8
$133 total
Sep 7 - Sep 8
Total with taxes and fees
8.8/10 Excellent! (979 reviews)
"It was very nice except a very noisy elevator don’t get the room behind the elevator!"

Reviewed on Aug 17, 2025

Hilton Garden Inn Jackson/Madison
Courtyard by Marriott Jackson Madison

Courtyard by Marriott Jackson Madison

3 out of 5
601 Baptist Drive, Madison, MS
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $126 total per night from Sep 14 to Sep 15
$126 total
Sep 14 - Sep 15
Total with taxes and fees
9.2/10 Wonderful! (542 reviews)
"When we walked in we were greeted with a beautiful smile. Check in was very quick. My room was very clean. Other staff was also friendly. The hotel was close to all the stores we needed for the weekend. I do wish you had a free breakfast but still , I will definitely stay there again..Kimberly ..."

Reviewed on Aug 25, 2025

Courtyard by Marriott Jackson Madison
Woodspring Suites Jackson Pearl I-20

Woodspring Suites Jackson Pearl I-20

2.5 out of 5
2 Mac and Bones Drive, Pearl, MS
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Aug 28 to Aug 29
$100 total
Aug 28 - Aug 29
Total with taxes and fees
8.6/10 Excellent! (233 reviews)
"Customer service was excellent. Mattress was not very comfortable."

Reviewed on Aug 21, 2025

Woodspring Suites Jackson Pearl I-20
See all 415 properties in 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.

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Frequently asked questions

How much does a Madison vacation package cost?
You'll find cheap prices from $511 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

Explore a world of travel with Expedia

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