Madison Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Mike Baxter

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to St. Louis (STL)
8.2/10 Very Good! (758 reviews)
I booked online and paid via the app. When I arrived on site they explained they had overbooked and had no rooms available. The staff was amazing and went above and beyond and secured a room at another location. Thank you to the staff for taking care of us.

Reviewed on Jul. 26, 2025

The Cheshire

The Cheshire

4 out of 5
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to St. Louis (STL)
8.6/10 Excellent! (1,001 reviews)
Bed and pillows where uncomfortable. Room and facilities were dirty. Parking was a joke due to there being 2 restaurants on the property as well so it was hard to find a spot as the hotel and restaurant shared the parking lot and garage but you had to pay to park if you stayed in the hotel.

Reviewed on Aug. 3, 2025

The Westin St. Louis

The Westin St. Louis

4.5 out of 5
Downtown St. Louis
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to St. Louis (STL)
8.6/10 Excellent! (1,018 reviews)
Close to the ball park

Reviewed on Jul. 29, 2025

White House at Grand Central

White House at Grand Central

4 out of 5
Grand Center
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to St. Louis (STL)
8.6/10 Excellent! (114 reviews)
It was very clean and nicely decorated. The house is a cool old building. The AC worked great (important, as it was super muggy outside.) I was only there for a couple nights but I think it would have worked well for a longer stay.

Reviewed on Jul. 9, 2025

DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield

4 out of 5
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
Beautiful property, pleasant and responsive staff, delicious warm cookies! And convenient location near city hall and police department.

Reviewed on Jul. 27, 2025

Ready to book your vacation to Madison?

 

Choose your dates

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 CA $139 per night from Aug 22 to Aug 23
CA $139
CA $164 total
Aug 22 - Aug 23
includes taxes & fees
8.4/10 Very Good! (3,916 reviews)
"Convenient location. Expensive parking. Clean hotel. Overall ok experience."

Reviewed on Aug. 4, 2025

Hyatt Regency St. Louis at The Arch
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 CA $152 per night from Aug 10 to Aug 11
CA $152
CA $197 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (2,038 reviews)
"Alright, so the only reason we stayed at this place — and I mean the only — was the location. Right near the concert venue. Walkable. No Uber. No nonsense. Just feet on pavement, baby. So yeah, that part? Solid. No complaints. Now the room itself? Look, it wasn’t disgusting. It just... felt like ..."

Reviewed on Aug. 3, 2025

Hollywood Casino & Hotel St. Louis
Drury Plaza Hotel St. Louis at the Arch

Drury Plaza Hotel St. Louis at the Arch

3 out of 5
2 South 4th Street, St. Louis, MO
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Sep 2 to Sep 3
CA $165
CA $193 total
Sep 2 - Sep 3
includes taxes & fees
9.4/10 Exceptional! (2,919 reviews)
"Great to stay..!!"

Reviewed on Aug. 4, 2025

Drury Plaza Hotel St. Louis at the Arch
See all 1,700 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Madison

Busch Stadium

Busch Stadium

Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's great live music or attend a baseball game.

Busch Stadium
Gateway Arch featuring modern architecture, a city and a skyscraper

Gateway Arch

Enjoy 360-degree views and learn about the history of St. Louis at this world-famous landmark.

Gateway Arch
St. Louis Zoo

St. Louis Zoo

In the middle of St. Louis, meet the exotic and endangered animals that live in meticulously recreated ecosystems from all over the world.

St. Louis Zoo

What to do in Madison

St Louis: City Museum General Admission Ticket

St Louis: City Museum General Admission Ticket

CA $31
per adult
96% of travellers recommend
St Louis: City Museum General Admission Ticket
St. Louis: Gateway Ghouls and Hauntings Walking Tour

St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour

CA $33
per adult
St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour
St Louis: 75-Minute City Trolley Tour

St Louis: 75-Minute City Trolley Tour

CA $41
per adult
St Louis: 75-Minute City Trolley Tour
See all activities in Madison

Frequently asked questions

How much does a Madison vacation package cost?
Offering great value package deals from CA $679 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?

  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.

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