Madison Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 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

Find the Best Madison Vacation Packages

Madison Hotel Deals

Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

4 out of 5
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
The price is SARĀ 560 per night from Jul 19 to Jul 20
SARĀ 560
SARĀ 660 total
19 Jul - 20 Jul
includes taxes & fees
Hyatt Regency St. Louis at The Arch
Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

3.5 out of 5
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
The price is SARĀ 363 per night from Aug 9 to Aug 10
SARĀ 363
SARĀ 424 total
9 Aug - 10 Aug
includes taxes & fees
Clayton Plaza Hotel & Extended Stay
Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
777 Casino Center Drive Maryland Heights MO
Fully refundableReserve now, pay when you stay
The price is SARĀ 488 per night from Jul 19 to Jul 20
SARĀ 488
SARĀ 624 total
19 Jul - 20 Jul
includes taxes & fees
8.6/10 Excellent! (2,182 reviews)
"Nasty room. Smelled of smoke even though it was a smoke free room. TV sucked with speakers and connecting for streaming services. Coffee maker was on a cut out shelf in the bathroom! Soaker tub nor sink plugs worked."

Reviewed on 17 July 2026

Hollywood Casino & Hotel St. Louis
See all 1,911 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?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Madison costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Madison?
January, February and November are great times to look for cheap Madison vacation packages. Choosing to travel in less busy months means you can generally find better prices on flights and hotels.
How to find the best Madison package deals?
Start your search for a Madison package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Madison package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Madison escape off to a flying start.
Is it cheaper to book a Madison vacation as a package?
You can enjoy significant savings on your next Madison escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Madison?
If you've got your Madison travel dates locked in, book as early as you can to grab some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Madison?

  1. Choose when to go: Check your diary and get packing. Your preferred season and the activities on offer will also help you decide when to visit Madison.
  2. Calculate your budget: Ensure you have enough money to cover everything from food and transportation to activities and flights. Your hotel will likely be the largest expense during your trip to Madison.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you'd like to get to in Madison. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Madison vacation package that brings all your bookings together.