Madison Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿27,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

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

Top hotels in Madison

Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

5335 Baum Blvd Pittsburgh PA
Fully refundableReserve now, pay when you stay
฿4,835
฿5,512 total
30 Sept - 1 Oct
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"The staff at the hotel was wonderful, friendly, and helpful. The room amenities were good and the layout was ideal for a restful night. Breakfast offered a variety of foods including non dairy milk. This location was central to many of our planned visits."

Reviewed on 7 Sept 2026

Hyatt House Pittsburgh/Bloomfield/Shadyside
Hilton Garden Inn Pittsburgh University Place

Hilton Garden Inn Pittsburgh University Place

3454 Forbes Ave Pittsburgh PA
Fully refundableReserve now, pay when you stay
฿4,558
฿5,196 total
20 Sept - 21 Sept
includes taxes & fees
Hilton Garden Inn Pittsburgh University Place
Comfort Inn Conference Center Pittsburgh Penn Hills

Comfort Inn Conference Center Pittsburgh Penn Hills

699 Rodi Road Pittsburgh PA
Fully refundable
฿2,343
฿2,671 total
29 Sept - 30 Sept
includes taxes & fees
Comfort Inn Conference Center Pittsburgh Penn Hills
See all 579 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.

Stay near popular Madison attractions

Madison Park

After visiting Madison Park, make a plan to see the other sights and activities in Madison.
See properties

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?
  1. 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.
  2. 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.
  3. 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.
  4. 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.