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

Riverboat Inn and Suites
Riverboat Inn and Suites
3 out of 5
906 E 1st St, Madison, IN
The price is S$129 per night from 25 Jun to 26 Jun
S$129
25 Jun - 26 Jun
includes taxes & fees
9.6/10 Exceptional! (44 reviews)
"Very friendly staff. Evening entertainment. Food on-site."

Reviewed on 10 Jun, 2025

Riverboat Inn and Suites
Comfort Inn
Comfort Inn
2.5 out of 5
3767 Clifty Dr, Madison, IN
Fully refundableReserve now, pay when you stay
The price is S$143 per night from 7 Jul to 8 Jul
S$143
7 Jul - 8 Jul
includes taxes & fees
8.8/10 Excellent! (599 reviews)
"Love the location on top of the hill ."

Reviewed on 12 Jun, 2025

Comfort Inn
Hillside Inn
Hillside Inn
2.5 out of 5
831 E Main St, Madison, IN
Fully refundableReserve now, pay when you stay
The price is S$146 per night from 16 Jun to 17 Jun
S$146
16 Jun - 17 Jun
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Nice"

Reviewed on 5 Jun, 2025

Hillside Inn
See all 1,016 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?
You can snap up a holiday package to this popular destination on Expedia. But how much your holiday to Madison costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Madison?
You can usually find reduced prices and better availability in January, February and March. Browse our cheap Madison holiday packages and you could get some great off-season discounts.
How many days is enough for Madison?
The ideal length of your Madison holiday depends on what you’d like to see and do. Generally, a few days to a week will give you enough time to hit all the major sights and explore some hidden gems along the way.
Is it worth booking a holiday package to Madison?
Madison is a good holiday destination with attractions like Lanier Mansion among the many things to keep you busy. Whether you’re heading away with the family or planning a trip with friends, a Madison holiday promises a good time for everyone.
How to find the best Madison package deals?
Start your search for a Madison package deal by entering your destination and preferred trip dates under our “Packages” tab. Then apply some filters, like “Property type” and “Guest rating,” to fine-tune the results to your exact style. You can also sort by “Package discount” and browse offers that come with unbeatable savings. If you don’t find the perfect Madison package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Madison escape underway.
Is it cheaper to book a Madison holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging flights and stays separately. Better still, you can tailor your Madison trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Madison?
If you’re considering an impromptu Madison adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Madison?

  1. Choose when to get away: Check your diary and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to escape to Madison.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and dining out to experiences and flights. Your accommodation will probably be the largest expense during your trip to Madison.
  3. Set the duration of your trip: Start by making a list of all the attractions you’d like to experience in Madison. Then, estimate how long you’ll need for each, along with any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that’s left is to choose a Madison holiday package that brings all your bookings together.

* 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.