A rocky trail surrounded by large boulders and leaf-covered ground.
Photo by Morgan O'riley
Open Photo by Morgan O'riley

Madison County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Your Madison County Vacation

When adventure calls, answer it with a tailor-made vacation package to Madison County. Wherever you're headed and whatever you have planned, prepare to experience a destination with plenty to offer. Want to know where to go on your trip to Madison County? Fredericktown is a leading city you won't want to miss. When it's time to stop dreaming and start travelling, Expedia will help turn your Madison County vacation into reality.

Top destinations in Madison County

The Latest Madison County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 16 - Dec 20

    Elimwood Hotel, a Ramada by Wyndham + Flight

    Riverport
    4 nights
    3.0 star property
    7.6/10 - Good (1,003 reviews)
    Roundtrip • Calgary (YYC) - St. Louis (STL)
    YYC - STL • 1 stop STL - YYC • 2 stops
    CA $1,135
    CA $1,061
    per traveller
    found 1 day ago
    Elimwood Hotel, a Ramada by Wyndham
  • Jan 22 - Jan 24

    The Wildwood Hotel + Flight

    Wildwood
    2 nights
    3.5 star property
    9.2/10 - Wonderful (1,680 reviews)
    "My husband and I stayed here on our wedding night. We parked in the parking garage after checking in and were able to go right into the hallway near the elevators. The jacuzzi tub was amazing! I loved that they had towels specifically for makeup as well as a makeup wipe by the sink in the bathroom because I had forgotten to bring my own. The bed was so comfortable and you couldn’t hear other people in the hallway. The continental breakfast served what most hotels serve but everything tasted so..."
    Reviewed November 6, 2026
    Roundtrip • Toronto (YYZ) - St. Louis (STL)
    YYZ - STL • Nonstop STL - YYZ • 1 stop
    CA $1,458
    CA $1,229
    per traveller
    found 1 day ago
    The Wildwood Hotel
  • Dec 16 - Dec 20

    Ameristar Casino Resort and Spa + Flight

    St. Charles
    4 nights
    4.5 star property
    8.6/10 - Excellent (1,092 reviews)
    "Very nice hotel, lots of amenities, and restaurants"
    Reviewed November 6, 2026
    Roundtrip • Calgary (YYC) - St. Louis (STL)
    YYC - STL • 1 stop STL - YYC • 2 stops
    CA $1,656
    CA $1,483
    per traveller
    found 1 day ago
    Ameristar Casino Resort and Spa
  • Dec 16 - Dec 20

    Moonrise Hotel + Flight

    Delmar Loop
    4 nights
    4.0 star property
    9.0/10 - Wonderful (2,050 reviews)
    Roundtrip • Calgary (YYC) - St. Louis (STL)
    YYC - STL • 1 stop STL - YYC • 1 stop
    CA $1,503
    CA $1,354
    per traveller
    found 20 hours ago
    Moonrise Hotel
  • Dec 16 - Dec 20

    HomeStay Suites Airport + Flight

    Earth City
    4 nights
    2.0 star property
    Roundtrip • Calgary (YYC) - St. Louis (STL)
    YYC - STL • 1 stop STL - YYC • 2 stops
    CA $1,219
    CA $1,132
    per traveller
    found 1 day ago
    HomeStay Suites Airport

Discover the most popular places to visit in Madison County

Madison County Hotel Deals

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 County vacation package cost?

From just CA $1,061. Yes, you read that right. Our Madison County packages are a great way to make your dollars go much further. Combine your favorite flights, hotels and rental car and explore this vibrant destination.

How do I get a cheap travel package to Madison County?

One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we've got them all covered. Pick and choose the combination that suits you and watch your savings stack up. Of course, a package deal is never one-size-fits-all. That's why Expedia offers over 550 airlines and 1,000,000 hotels globally, which lets you customize your Madison County getaway.

What are the top hotels in Madison County?

Look up Madison Inn Lodge and Cabin - River Front Property Hot Tub, Kayak in Fredericktown. Any good Madison County itinerary has to include a stop in this city!

How far in advance should I book my Madison County vacation?

Reserving your tickets early with Expedia means one less thing to have to worry about. Many air carriers advertise prices up to a year in advance. This is usually the cheapest time to book. If circumstances have left you booking late, great deals to Madison County sometimes emerge in the weeks leading up to departure.

What does an Expedia Madison County travel package include?

Rental cars, hotels and flights — we've got them all. With Expedia, you can shape your Madison County travel package just the way you want. All you have to do is work out what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the greater the savings!

What should I know before booking a Madison County travel package?

So many places to travel to, so many things to experience. With a package, you can check more of them off your list. Combine your hotels, flights and rental cars and land big savings.

Can I choose my airline with a Madison County Expedia vacation package?

Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our vacation packages give you the flexibility to pick from available flight, hotel or activity options that suit you.

If I'm not able to travel, can I cancel my Madison County vacation package?

If your vacation plans in Madison County have been upended, it's good to know that it is possible to cancel your booking. If your booking was made less than 24 hours ago, you may be able to get a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge a fee. For more details, visit our Customer Service Portal.

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