Madison Holidays

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    Better together

    Save up to S$134 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

Top hotels in Madison

Best Western Plus Madison

Best Western Plus Madison

2.5 out of 5
167 SE Bandit Street, Madison, FL
Fully refundableReserve now, pay when you stay
The price is S$171 per night from 29 Sept to 30 Sept
S$171
29 Sept - 30 Sept
includes taxes & fees
8/10 Very Good! (553 reviews)
"The town center is a bit of a drive and nice to visit. I think the area and hotel are still recovering from storm damage. It was comfortable and safe. The pool was clean. It was convenient to stop off the highway on our road trip. The people were friendly and helpful."

Reviewed on 2 Aug, 2025

Best Western Plus Madison
Super 8 by Wyndham Madison

Super 8 by Wyndham Madison

2 out of 5
6246 State Rd. 53 South, Madison, FL
Fully refundableReserve now, pay when you stay
The price is S$107 per night from 31 Aug to 1 Sept
S$107
31 Aug - 1 Sept
includes taxes & fees
Super 8 by Wyndham Madison
Days Inn by Wyndham Madison

Days Inn by Wyndham Madison

2 out of 5
6160 South State Road 53, Hwy-53 and I-10 at Exit 258, Madison, FL
Fully refundableReserve now, pay when you stay
The price is S$110 per night from 29 Sept to 30 Sept
S$110
29 Sept - 30 Sept
includes taxes & fees
Days Inn by Wyndham Madison
See all 241 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?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Madison costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Madison?
If you're hoping to score a cheap Madison holiday package, consider planning a trip in February, March and September. You're likely to find better rates on accommodation and flights during these months — ideal for budget-conscious travellers.
How many days is enough for Madison?
The ideal duration of your Madison holiday depends on what you'd like to do and see. Usually, a handful of days to a week will give you plenty of time to tick off all the main sights and explore some hidden treasures along the way.
Is it worth booking a holiday package to Madison?
Madison has everything you need for an unforgettable trip. Get your Madison holiday off to a flying start by visiting major attractions like Treasures of Madison County.
How to find the best Madison package deals?
Use Expedia's filters to help you find some unbeatable Madison package deals. When you start your search, simply set your maximum budget and then sort 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 off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book a Madison holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Madison holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Madison?
Enjoy fantastic discounts by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Madison holiday.
How to plan a trip to Madison?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Madison.
  2. Set a budget: Factor in costs like flights, food and transportation when calculating how much to save for your trip to Madison. Then, choose a hotel that fits your budget, whether that's a low-cost option or a swankier retreat.
  3. Decide how long to go away for: Now that you know more about Madison, you can figure out the right length of your holiday. Create a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customised 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.