Madison Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

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.

Ready to book your vacation to Madison?

 

Choose your dates

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
The price is CA $140 per night from Sep 1 to Sep 2
CA $140
CA $150 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (978 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
The price is CA $163 per night from Aug 31 to Sep 1
CA $163
CA $175 total
Aug 31 - Sep 1
includes taxes & fees
9.2/10 Wonderful! (541 reviews)
"Up to date, refurbished carpets also good mattress and beautiful grounds."

Reviewed on Aug. 22, 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
The price is CA $123 per night from Aug 24 to Aug 25
CA $123
CA $138 total
Aug 24 - Aug 25
includes taxes & 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Madison vacation package cost?
You'll find cheap prices on Expedia for your Madison getaway. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Madison costs.
What are the cheapest months to go to Madison?
If you're looking to snag a cheap Madison vacation package, consider travelling in January, February and May. You're likely to find lower rates on flights and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Madison?
With a well-planned itinerary, you can easily hit the top Madison sights in a handful of days. But if you want to explore off the beaten track or go on day trips, consider booking your Madison vacation for longer.
How to find the best Madison package deals?
Finding a cheap Madison package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most economical Madison package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Madison vacation as a package?
You can enjoy significant savings on your next Madison retreat by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to view the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
How to plan a trip to Madison?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Madison.
  2. Plan your budget wisely: On top of the cost of your hotel, you'll need to factor in other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected expenses that may arise during your trip to Madison.
  3. Decide how long to go for: Now that you know more about Madison, you can work out the ideal length of your break. Pull together a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Madison vacation package.

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