Madison Vacations from $368

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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.

The Latest Madison vacation packages

Price found within the past 48 hours. Click for updated prices.
The Principal Hotel

The Principal Hotel

3.5 out of 5
Save 100% on your flight
Price was $521, price is now $368 per person
$368
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
9.6/10 Exceptional! (342 reviews)

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $969, price is now $464 per person
$464
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,668 reviews)
Very nice stay, enjoyed everything about it, especially the extraordinarily courteous staff

Reviewed on Jul 28, 2026

Remodeled and Inviting Free EV

Remodeled and Inviting Free EV

2 out of 5
Save 100% on your flight
Price was $984, price is now $625 per person
$625
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
10/10 Exceptional! (1 review)
The property was excellent, and the home was very warm and welcoming.

Reviewed on Jun 25, 2026

The Cheshire

The Cheshire

4 out of 5
Save 100% on your flight
Price was $609, price is now $410 per person
$410
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
8.8/10 Excellent! (1,005 reviews)

Hermann Grain Bins BNB

Hermann Grain Bins BNB

2 out of 5
Save 100% on your flight
Price was $1,103, price is now $781 per person
$781
per person
Oct 22 - Oct 25
found 23 hours ago
Roundtrip flight included
Dallas (DFW) 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

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What to do in Madison

St. Louis: Gateway Ghouls and Hauntings Walking Tour

St. Louis Ghost Tour: Sinister Sins & Shadows

$24
per adult
100% of travellers recommend
St. Louis Ghost Tour: Sinister Sins & Shadows
The Gateway Arch National Park & Museum

StL's Signature "Sights and Bites" - Private Tour in St. Louis

$165
per adult
StL's Signature "Sights and Bites" - Private Tour in St. Louis
Lemp Haunted Neighborhood Walking Tour

Lemp Haunted Neighborhood Walking Tour

$25
per adult
84% of travellers recommend
Lemp Haunted Neighborhood Walking Tour
See all activities in Madison

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
$134 nightly
The price is $158 total per night from Aug 28 to Aug 29
$158 total
Aug 28 - Aug 29
Total with taxes and 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
$94 nightly
The price is $110 total per night from Aug 9 to Aug 10
$110 total
Aug 9 - Aug 10
Total with taxes and 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
$142 nightly
The price is $166 total per night from Aug 2 to Aug 3
$166 total
Aug 2 - Aug 3
Total with taxes and fees
8.6/10 Excellent! (2,224 reviews)
"Staff were not very friendly both at check in and check out"

Reviewed on Jul 29, 2026

Hollywood Casino & Hotel St. Louis
See all 1,916 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.

Find the Best Madison Vacation Packages

Madison Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lambert-St. Louis Intl. Airport (STL)
Population
3,900
Top Sights
St. Louis Zoo, Fox Theater and Anheuser-Busch Brewery

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Frequently asked questions

How much does a Madison vacation package cost?
Offering great value package deals from $368 on Expedia, you'll be surprised at how little a vacation to Madison costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Madison?
You can usually find lower prices and greater availability in January, October and December. Take a look at our cheap Madison vacation packages and you could score some great off-season discounts.
How many days is enough for Madison?
With a well-planned schedule, you can easily tick off the top Madison sights in a few days. But if you'd like to venture off the beaten track or go on day trips, consider booking your Madison vacation for longer.
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," "Traveler 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 traveling on a weekday, when prices are usually lower.
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 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 customized Madison vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Madison vacation packages?
Set off on your dream escape to Madison with help from our Book Now, Pay Later vacations. No need to save like crazy or wait until your next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stay on budget and snap up travel deals before they sell out.

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.