Madison Vacation Packages
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Your Madison Vacation
When a break in the city is calling, answer it with a vacation package to Madison. The neighborhood of Downtown St. Louis, which is good for festivals, bars and pubs and dining, makes a fantastic base for your adventures. If your trip to Madison includes some sightseeing, visit well-known attractions like Busch Stadium, Gateway Arch and Dome at America’s Center. A few clicks is all it takes to build your ideal Madison vacation on Expedia.
Top Madison Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ameristar Casino Resort and Spa
CA $944
per person
Nov 13 - Nov 15
found 9 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to St. Louis (STL)
8.6/10 Excellent! (1,061 reviews)
Had a wedding here and paid almost $400 for a room after the hotel fees on site just to have a room with no AC we called the front desk around 9:30 and it was after 11 when maintenance finally arrived by then the wife and baby were asleep so I wasn’t going to let him wake them up so we just dealt with it. We also rented a movie paused it went downstairs then came back and couldn’t watch it also be careful what room you book I booked a king suite and that is not what I got the place was clean and most of the staff were ok but they disappointed me with the service to fix the AC and they weee sold out of rooms to get a different one
Reviewed on Sep 29, 2026
Hermann Grain Bins BNB
CA $2,385
per person
Nov 7 - Nov 13
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
6/10 (2 reviews)
It was so comfortable and uniquely and beautifully decorated! There was so many awesome areas to explore inside and outside of the Grain Bins. Food provided for breakfast was fresh and hot. There was perfectly cooked bacon, scrambled eggs and really moist corn muffins with homemade mango preservers! We were welcomed with fresh, homemade plum bread. Instructions for everything available to utilize and operate were easy to understand. I can’t wait to go back and I will tell all my friends and family about this unique and relaxing place.
Reviewed on May 22, 2026
The Cheshire
CA $1,205
per person
Dec 26 - Dec 29
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8.8/10 Excellent! (1,006 reviews)
It’s a unique (the rooms were named after authors 😊), and interesting hotel. The staff was friendly and helpful, the room was nice, and the breakfast was good. The only down side was the parking situation. We paid $10/day and many of the parking spots were filled by restaurant patrons (who parked for free). It was somewhat frustrating to drive around looking for a spot only to find out the only available spot was in lowest level of parking garage.
Reviewed on Sep 29, 2026
Ready to book your vacation to Madison?
Madison Hotel Deals
Clayton Plaza Hotel & Extended Stay
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
CA $131
CA $153 total
Oct 11 - Oct 12
includes taxes & fees
Hyatt Regency St. Louis at The Arch
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
CA $190
CA $224 total
Oct 3 - Oct 4
includes taxes & fees
Pear Tree Inn St. Louis Airport
10810 Pear Tree Ln St. Ann MO
Fully refundableReserve now, pay when you stay
CA $128
CA $150 total
Oct 15 - Oct 16
includes taxes & fees
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.
What to do in Madison
St. Louis Ghost Tour: Sinister Sins & Shadows
CA $34
per adult
100% of travellers recommend
StL's Signature "Sights and Bites" - Private Tour in St. Louis
CA $245
per adult
Lemp Haunted Neighborhood Walking Tour
CA $35
per adult
84% of travellers recommend
Frequently asked questions
How much does a Madison vacation package cost?
Offering great value package deals from CA $944 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 many days is enough for Madison?
Allow at least 2 days for your Madison vacation if you want to enjoy all that makes this place special. Stroll around key areas, including Downtown St. Louis and Downtown West. Then head to the major sights like Gateway Arch and City Museum. With a good itinerary, you can keep busy with room for some rest and relaxation too. Want to travel beyond Madison? Consider squeezing in a day trip or two.
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 travellers 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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
