Madison Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to ₩234,741 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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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Madison Vacation Packages

Madison Hotel Deals

Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel

2.5 out of 5
SE QUAD OF HWY 34 AND WASHINGTON AVE, Madison, SD
Fully refundableReserve now, pay when you stay
The price is ₩191,943 per night from Aug 17 to Aug 18
₩191,943
₩211,411 total
Aug 17 - Aug 18
includes taxes & fees
9.4/10 Exceptional! (211 reviews)
"Amazing as always"

Reviewed on Aug 3, 2025

Best Western Plus Lakeview Hotel
AmericInn by Wyndham Madison SD

AmericInn by Wyndham Madison SD

2.5 out of 5
504 SE 10th St, Madison, SD
Fully refundableReserve now, pay when you stay
The price is ₩135,866 per night from Aug 7 to Aug 8
₩135,866
₩150,456 total
Aug 7 - Aug 8
includes taxes & fees
7.8/10 Good! (319 reviews)
"went for a birthday party and was really nice. my kids enjoyed the pool."

Reviewed on Jul 28, 2025

AmericInn by Wyndham Madison SD
Super 8 by Wyndham Madison

Super 8 by Wyndham Madison

2 out of 5
219 N Highland Ave, Junction Highway 34 And 81, Madison, SD
Fully refundableReserve now, pay when you stay
The price is ₩109,413 per night from Aug 7 to Aug 8
₩109,413
₩121,702 total
Aug 7 - Aug 8
includes taxes & fees
6.4/10 (253 reviews)
"nice staff"

Reviewed on Jul 24, 2025

Super 8 by Wyndham Madison
See all 40 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 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 simplify travel planning and maximize your savings.
What are the cheapest months to go to Madison?
November, December and January are the best times to search for cheap Madison vacation packages. Traveling in less busy months means you can generally find better prices on hotels and flights.
How many days is enough for Madison?
The ideal length for your Madison vacation depends on what you'd like to do and see. Typically, a few days to a week will give you plenty of time to visit all the top attractions and discover some hidden gems along the way.
Is it worth booking a vacation package to Madison?
Madison offers everything you need for an unforgettable trip. Begin your Madison vacation on a high note by checking out major attractions like Prairie Village.
How to find the best Madison package deals?
Use Expedia's handy filters to find some of the best 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're looking to save, plan your trip for midweek, or look for Madison package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Madison vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Madison getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Madison?
If you have your Madison vacation dates locked in, book early to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Madison?

  1. Choose your dates: The things you'd like to do in Madison and your favorite season will help you decide when to travel.
  2. Budget wisely: In addition to the price of your stay, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Madison.
  3. Set the duration of your trip: Start by compiling a list of the activities and 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, flights, hotels and more into a tailored Madison vacation package.

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