Madison Vacations

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    Save up to ₩234,741 when you book a flight and hotel together*
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Find the Best Madison Vacation Packages

Madison Hotel Deals

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 ₩152,885 per night from Aug 31 to Sep 1
₩152,885
₩171,995 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (552 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 Aug 2, 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 ₩102,546 per night from Aug 17 to Aug 18
₩102,546
₩115,364 total
Aug 17 - Aug 18
includes taxes & fees
7.2/10 Good! (608 reviews)
"Great location. Safe and quiet. Amazing team always look after you!"

Reviewed on Jul 23, 2025

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 ₩105,161 per night from Aug 17 to Aug 18
₩105,161
₩118,306 total
Aug 17 - Aug 18
includes taxes & fees
6.8/10 (542 reviews)
"Definitely older building but still very nicely kept."

Reviewed on Aug 10, 2025

Days Inn by Wyndham 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.

Discover the most popular places to visit in Madison

Frequently asked questions

How much does a Madison vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation 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 vacation package, consider planning a trip in February, March and September. You're likely to find better rates on accommodations and flights during these months — ideal for budget-conscious travelers.
How many days is enough for Madison?
The ideal duration of your Madison vacation 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 vacation package to Madison?
Madison has everything you need for an unforgettable trip. Get your Madison vacation 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 vacation package as early as possible.
Is it cheaper to book a Madison vacation as a package?
Expedia vacation 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 vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation 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 vacation.
How to plan a trip to Madison?

  1. Choose the ideal time to travel: Your schedule, favorite 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 vacation. 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 customized Madison vacation package.

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