Madison Holidays

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  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

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    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$155 per night from 19 Jul to 20 Jul
S$155
19 Jul - 20 Jul
includes taxes & fees
8.2/10 Very good! (620 reviews)
"The floor could have been swept better"

Reviewed on 12 Jul, 2026

Best Western Plus Madison
Days Inn by Wyndham Madison

Days Inn by Wyndham Madison

2 out of 5
6160 South State Road 53 Madison FL
Fully refundableReserve now, pay when you stay
The price is S$109 per night from 19 Jul to 20 Jul
S$109
19 Jul - 20 Jul
includes taxes & fees
Days Inn by Wyndham 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$108 per night from 20 Jul to 21 Jul
S$108
20 Jul - 21 Jul
includes taxes & fees
7.4/10 Good! (682 reviews)
"I was amazed on how clean the rooms were and the restrooms as well the service is amazing"

Reviewed on 4 Jul, 2026

Super 8 by Wyndham Madison
See all 302 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.

Stay near popular Madison attractions

A serene forest with a misty pond surrounded by lush greenery and tall trees.

Lake Frances Recreation Area

6.8/10 (16 reviews)
Lake Frances Recreation Area features a serene, spring-fed lake with a paved walking path and exercise stations. Visitors can spot wildlife while enjoying the peaceful atmosphere of this charming Madison, Florida park.
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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.

Explore a world of travel with Expedia

* 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.