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

Top hotels in Madison

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 S$140 per night from 24 Jun to 25 Jun
S$140
24 Jun - 25 Jun
includes taxes & fees
8/10 Very Good! (310 reviews)
"Loved the balcony and view of river."

Reviewed on 2 Jun, 2025

AmericInn by Wyndham Madison SD
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 S$202 per night from 25 Jun to 26 Jun
S$202
25 Jun - 26 Jun
includes taxes & fees
9.4/10 Exceptional! (202 reviews)
"All good"

Reviewed on 11 Jun, 2025

Best Western Plus Lakeview Hotel
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 S$102 per night from 24 Jun to 25 Jun
S$102
24 Jun - 25 Jun
includes taxes & fees
6.4/10 (247 reviews)
"Average"

Reviewed on 2 Jun, 2025

Super 8 by Wyndham Madison
See all 38 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 simplify travel planning and maximise your savings.
What are the cheapest months to go to Madison?
November, December and January are the best times to search for cheap Madison holiday packages. Travelling 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 holiday 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 holiday package to Madison?
Madison offers everything you need for an unforgettable trip. Begin your Madison holiday 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 holiday package as early as possible.
Is it cheaper to book a Madison holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking flights and accommodation separately. Better still, you can personalise 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 holiday package to Madison?
If you have your Madison holiday 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 favourite 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 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.