Madison Holidays

Photo by River Rose

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Top hotels in 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
The price is S$151 per night from 28 Sept to 29 Sept
S$151
28 Sept - 29 Sept
includes taxes & 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 17 Aug, 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 S$174 per night from 5 Sept to 6 Sept
S$174
5 Sept - 6 Sept
includes taxes & 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 25 Aug, 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 S$128 per night from 31 Aug to 1 Sept
S$128
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (234 reviews)
"Customer service was excellent. Mattress was not very comfortable."

Reviewed on 21 Aug, 2025

Woodspring Suites Jackson Pearl I-20
See all 419 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.

Frequently asked questions

How much does a Madison holiday package cost?
You'll find cheap prices on Expedia for your Madison break. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Madison costs.
What are the cheapest months to go to Madison?
You're likely to find reduced prices and better availability in January, February and May. Explore our cheap Madison holiday packages and you could land some great off-season deals.
How many days is enough for Madison?
Typically, a handful of days is enough to tick off the main attractions during your Madison holiday. However, if you want to have time to chill out or take day trips, consider extending your trip.
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 holiday package as early as possible.
Is it cheaper to book a Madison holiday as a package?
An Expedia holiday 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 holiday package to Madison?
If you've got your Madison holiday 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.
How to plan a trip to Madison?

  1. Choose when to go: Check your calendar and pack your bags. Your preferred season and the activities on offer will also help you decide when to escape to Madison.
  2. Set a budget: Consider expenses like flights, transportation and food when calculating how much to put aside for your trip to Madison. Then, pick a property that matches your budget, whether that's a wallet-friendly stay or a more luxurious getaway.
  3. Decide how many days away: Start by listing all the attractions you want to experience in Madison. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Madison holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.