Madison Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Madison
Hilton Garden Inn Jackson/Madison
320 New Mannsdale Rd Madison MS
Fully refundableReserve now, pay when you stay
S$133
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"The staff was welcoming, helpful and all around outstanding. Rooms were clean and smelled fresh."
Reviewed on 8 Aug, 2026
Courtyard by Marriott Jackson Madison
601 Baptist Drive Madison MS
Fully refundableReserve now, pay when you stay
S$173
21 Aug - 22 Aug
includes taxes & fees
9.4/10 Exceptional! (685 reviews)
"."
Reviewed on 6 Aug, 2026
Hilton Jackson
1001 E County Line Rd Jackson MS
Fully refundableReserve now, pay when you stay
S$113
30 Aug - 31 Aug
includes taxes & fees
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.
Stay near popular Madison attractions
Reservoir Overlook
Perched along the Natchez Trace Parkway, this serene spot offers panoramic views of Mississippi's largest lake. Bring your camera at golden hour when the light dances across the 33,000-acre reservoir's expansive waters.
Annandale Golf Club
7.4/10 (10 reviews)
This Jack Nicklaus-designed championship course offers Mississippi's most exclusive golfing experience. Members enjoy no tee times and swift 3.5-hour rounds amid serene landscapes and Southern hospitality.
Kendall Quinn Lake
Kendall Quinn Lake offers a serene escape where anglers and nature lovers find respite from city life. Enjoy lakeside picnicking while watching the water reflect Mississippi's expansive skies.
Whisper Lake Driving Range
This pristine driving range features immaculate Bermuda fairways and renovated greens. Practice your swing in a serene setting that caters to both casual golfers and those seeking professional instruction.
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?
- 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.
- 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.
- 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.
- 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.
