Madison Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Madison
The Maverick by Kasa
120 S Whitfield St Pittsburgh PA
S$148
20 Oct - 21 Oct
includes taxes & fees
Hyatt House Pittsburgh/Bloomfield/Shadyside
5335 Baum Blvd Pittsburgh PA
Fully refundableReserve now, pay when you stay
S$186
2 Nov - 3 Nov
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"Great location, good value for money, friendly staff, nice breakfast."
Reviewed on 14 Oct, 2026
Comfort Inn & Suites Pittsburgh Fox Chapel
180 Gamma Drive Pittsburgh PA
Fully refundable
S$122
5 Nov - 6 Nov
includes taxes & fees
5.6/10 (1,004 reviews)
"The hotel was extremely dirty. The pool wasnt clean. There was water leaking from the ceiling. The photos online don't match the actual hotel. I would no recommend a stay here. I won't ever stay here again."
Reviewed on 16 Oct, 2026
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
Madison Park
After visiting Madison Park, make a plan to see the other sights and activities in Madison.
Frequently asked questions
How much does a Madison holiday package cost?
You'll find cheap prices on Expedia for your Madison getaway. However, factors like the length of stay, hotel choice and season will influence how much your holiday to Madison costs.
What are the cheapest months to go to Madison?
You're likely to find reduced prices and better availability in January, February and March. Take a look at our cheap Madison holiday packages and you could get some excellent off-season deals.
How many days is enough for Madison?
The ideal duration of your Madison holiday depends on what you'd like to do. Generally, a few days to a week will give you plenty of time to visit all the leading sights and discover some hidden treasures along the way.
How to find the best Madison package deals?
Use Expedia's filter tool to find some tempting Madison package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Madison package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
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 car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalised Madison holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Madison?
Secure fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Madison escape.
How to plan a trip to Madison?
- Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Madison.
- Work out your budget: Make sure you have enough money to cover everything from meals and transportation to flights and experiences. Your hotel will likely be the largest expense during your trip to Madison.
- Decide how long to go for: Now that you know more about Madison, you can work out the ideal length of your holiday. Put together a draft itinerary and give yourself enough time to cover everything you want to see.
- Bundle your accommodation and airfare: Once you've nailed down your trip dates and duration, lock in the ideal Madison holiday package for you.
* 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.
