Madison Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Madison
Clayton Plaza Hotel & Extended Stay
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
S$145
13 Sept - 14 Sept
includes taxes & fees
Hyatt Regency St. Louis at The Arch
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
S$201
4 Sept - 5 Sept
includes taxes & fees
8.6/10 Excellent! (4,195 reviews)
"👌"
Reviewed on 29 Aug, 2026
Hollywood Casino & Hotel St. Louis
777 Casino Center Drive Maryland Heights MO
Fully refundableReserve now, pay when you stay
S$186
1 Sept - 2 Sept
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
StL's Signature "Sights and Bites" - Private Tour in St. Louis
S$226
per adult
Downtown St. Louis Smartphone Guided Audio Walking Tour App
S$10
per adult
100% of travellers recommend
St. Louis Ghost Tour: Sinister Sins & Shadows
S$31
per adult
100% of travellers recommend
Frequently asked questions
How much does a Madison holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Madison costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Madison?
You can generally find reduced prices and better availability in January, February and November. Check out our cheap Madison holiday packages and you could get some great off-season deals.
How many days is enough for Madison?
The ideal duration for your Madison holiday depends on what you'd like to do. Usually, a few days to a week will give you time to hit all the major sights and discover some hidden treasures along the way.
How to find the best Madison package deals?
Finding a cheap Madison package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most affordable Madison package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
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 enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customised Madison holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Madison?
Land incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Madison adventure.
How to plan a trip to Madison?
- Choose your travel dates: What you want to do in Madison and your preferred season will help you decide when to get away.
- Figure out your budget: Ensure you have enough money to pay for everything from transportation and food to experiences and flights. Your hotel will probably be the largest expense during your trip to Madison.
- Decide how long to go for: Now that you're up to speed on Madison, you can figure out the right length of your holiday. Create a rough itinerary and give yourself enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customised Madison holiday package.
* 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.
