Madison Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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

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

Top hotels in Madison

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
123 North Highland Avenue Pittsburgh PA
Fully refundable
The price is S$143 per night from 2 Aug to 3 Aug
S$143
2 Aug - 3 Aug
includes taxes & fees
8.2/10 Very good! (1,012 reviews)
"The room was okay. Shower was very nice. No fridge or microwave in room, both of which are standard even in budget hotels. Don’t waste your time at the restaurant. $32/day for valet parking seems very high. “Street parking available” but good luck finding a spot."

Reviewed on 12 Jul, 2026

Hotel Indigo Pittsburgh East Liberty by IHG
Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

3 out of 5
5335 Baum Blvd Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is S$199 per night from 3 Aug to 4 Aug
S$199
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"Would have liked almond milk on the buffet not just oat milk. Other than that breakfast was good!"

Reviewed on 12 Jul, 2026

Hyatt House Pittsburgh/Bloomfield/Shadyside
SpringHill Suites by Marriott Pittsburgh Southside Works

SpringHill Suites by Marriott Pittsburgh Southside Works

3 out of 5
2950 S Water St Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is S$167 per night from 3 Aug to 4 Aug
S$167
3 Aug - 4 Aug
includes taxes & fees
8.6/10 Excellent! (1,020 reviews)
"Great location on the south side. Would stay here again when rates are reasonable."

Reviewed on 12 Jul, 2026

SpringHill Suites by Marriott Pittsburgh Southside Works
See all 594 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.

Explore a world of travel with Expedia

* 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.