Madison Vacations from $354

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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.
Hilton Jackson

Hilton Jackson

3.5 out of 5
Price was $430, price is now $354 per person
$354
per person
Dec 24 - Dec 26
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Jackson (JAN)
7.6/10 Good! (1,005 reviews)
I was there for 1 day everything was nice.

Reviewed on Oct 8, 2025

Staybridge Suites Jackson by IHG

Staybridge Suites Jackson by IHG

3 out of 5
Price was $625, price is now $513 per person
$513
per person
Nov 14 - Nov 17
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Jackson (JAN)
8.4/10 Very Good! (870 reviews)
Every thing is good

Reviewed on Sep 26, 2025

The Westin Jackson

The Westin Jackson

4 out of 5
Downtown Jackson
Price was $803, price is now $665 per person
$665
per person
Nov 14 - Nov 17
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Jackson (JAN)
9.2/10 Wonderful! (794 reviews)
Everything was great

Reviewed on Oct 10, 2025

Staybridge Suites Flowood Nw Jackson by IHG

Staybridge Suites Flowood Nw Jackson by IHG

3 out of 5
Price was $655, price is now $549 per person
$549
per person
Nov 14 - Nov 17
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Jackson (JAN)
9/10 Wonderful! (361 reviews)
Rooms were too small, no place for luggage

Reviewed on Oct 11, 2025

Hilton Garden Inn Jackson Downtown

Hilton Garden Inn Jackson Downtown

3 out of 5
Downtown Jackson
Price was $619, price is now $530 per person
$530
per person
Nov 14 - Nov 17
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Jackson (JAN)
7.2/10 Good! (1,002 reviews)
They could do a lot better. Staff was not that great! Room not cleaned accordingly.

Reviewed on Oct 2, 2025

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Discover the most popular places to visit in Madison

Annandale Golf Club

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

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
$127 nightly
The price is $136 total per night from Nov 1 to Nov 2
$136 total
Nov 1 - Nov 2
Total with taxes and fees
9.2/10 Wonderful! (565 reviews)
"Great place"

Reviewed on Oct 4, 2025

Courtyard by Marriott Jackson Madison
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
$125 nightly
The price is $134 total per night from Oct 25 to Oct 26
$134 total
Oct 25 - Oct 26
Total with taxes and fees
9/10 Wonderful! (989 reviews)
"Enjoyed my stay here, will be back soon."

Reviewed on Sep 26, 2025

Hilton Garden Inn Jackson/Madison
Prado Hotel

Prado Hotel

3 out of 5
610 E County Line Road, Ridgeland, MS
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $103 total per night from Oct 19 to Oct 20
$103 total
Oct 19 - Oct 20
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
Best place to stay
"Prado was wonderful! The staff friendly. Rooms clean & comfortable. Breakfast AND dinner were provided free with plenty of choices!!!"

Reviewed on Oct 4, 2025

Prado Hotel
See all 422 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.

Madison Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Evers Intl. Airport (JAN)
Population
25,800
Max Temp Winter
55ºF
Max Temp Summer
90ºF
Top Sights
Canton Mississippi Train Museum, Annandale Golf Club and Boddie Mansion

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Frequently asked questions

How much does a Madison vacation package cost?
You'll find cheap prices from $354 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.

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