Madison Vacations

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Find the Best Madison Vacation Packages

Madison Hotel Deals

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 ₩152,777 per night from Aug 26 to Aug 27
₩152,777
₩174,166 total
Aug 26 - Aug 27
includes taxes & fees
8/10 Very Good! (1,009 reviews)
"Wonderful experience"

Reviewed on Aug 13, 2025

Hotel Indigo Pittsburgh East Liberty by IHG
Hilton Garden Inn Pittsburgh University Place

Hilton Garden Inn Pittsburgh University Place

3 out of 5
3454 Forbes Ave, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is ₩198,749 per night from Aug 27 to Aug 28
₩198,749
₩226,574 total
Aug 27 - Aug 28
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Great location; excellent service. Hotel had a restaurant but it would have been nice to have free lobby coffee. Also, I would have had a nightcap at the bar but it was lit up like a Christmas tree. No one wants to sit at a bar under a spotlight."

Reviewed on Aug 6, 2025

Hilton Garden Inn Pittsburgh University Place
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 ₩274,998 per night from Sep 2 to Sep 3
₩274,998
₩313,498 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
"We stayed here while getting our daughter moved into Pitt. The hotel shows signs of wear and tear, sofas are old. It is a great area in Shadyside, close to campus but not too close. The park in front is a good option if staying with pets. It is bit too expensive for the condition of the property ..."

Reviewed on Aug 14, 2025

Hyatt House Pittsburgh/Bloomfield/Shadyside
See all 561 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 vacation 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 vacation 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 vacation packages and you could get some excellent off-season deals.
How many days is enough for Madison?
The ideal duration of your Madison vacation 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 vacation package well in advance.
Is it cheaper to book a Madison vacation as a package?
Expedia vacation 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 personalized Madison vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation 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, favorite 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 vacation. Put together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the ideal Madison vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.