Madison Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Save up to CA $1,096 when you book a flight and hotel together*
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Your Madison Vacation

With a Madison vacation package, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your escape has been taken care of before departing, so you can make the most of your time experiencing this awesome city. You'll want to do a little exploring during your trip to Madison. Drop by famous attractions like Clifty Falls State Park, Lanier Mansion and Lanthier Winery. A few quick clicks is all it takes to put together your ideal Madison vacation on Expedia.

Top Madison Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Cincinnati

Hyatt Regency Cincinnati

4 out of 5
Downtown Cincinnati
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Cincinnati (CVG)
9/10 Wonderful! (1,450 reviews)
Very good staff, Quick check in, safe, clean, quiet, walkable, easy parking, good area.

Reviewed on Jul. 31, 2025

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
per person
Sep 10 - Sep 13
found 11 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Louisville (SDF)
8.8/10 Excellent! (3,438 reviews)
Great location, clean rooms

Reviewed on Jul. 31, 2025

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
per person
Sep 10 - Sep 13
found 11 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Louisville (SDF)
8.8/10 Excellent! (1,003 reviews)
Kind staff, easy parking, convenient to surrounding area, clean room. Would stay again!

Reviewed on Jul. 28, 2025

Tempo By Hilton Louisville Downtown Nulu

Tempo By Hilton Louisville Downtown Nulu

3.5 out of 5
Downtown Louisville
per person
Sep 10 - Sep 13
found 11 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Louisville (SDF)
9.4/10 Exceptional! (635 reviews)
Excellent hotel, super clean and a friendly staff. Lots of dining options within walking distance.

Reviewed on Jul. 31, 2025

The Brown Hotel

The Brown Hotel

4.5 out of 5
Downtown Louisville
per person
Sep 10 - Sep 13
found 11 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Louisville (SDF)
9.4/10 Exceptional! (1,018 reviews)
Great historic hotel with modern conveniences.

Reviewed on Jul. 31, 2025

Ready to book your vacation to Madison?

 

Choose your dates

Madison Hotel Deals

Hillside Inn

Hillside Inn

2.5 out of 5
831 E Main St, Madison, IN
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from Aug 3 to Aug 4
CA $124
CA $142 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
Fantastic
"This was a fantastic hotel. It was very clean, nicely renovated. And the balconey view was great."

Reviewed on Jul. 27, 2025

Hillside Inn
Riverboat Inn and Suites

Riverboat Inn and Suites

3 out of 5
906 E 1st St, Madison, IN
The price is CA $152 per night from Aug 7 to Aug 8
CA $152
CA $175 total
Aug 7 - Aug 8
includes taxes & fees
9.6/10 Exceptional! (61 reviews)
"Great view of the river, great staff!"

Reviewed on Jul. 23, 2025

Riverboat Inn and Suites
Radisson Hotel Cincinnati Riverfront

Radisson Hotel Cincinnati Riverfront

3.5 out of 5
668 W 5th St, Covington, KY
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Aug 10 to Aug 11
CA $159
CA $179 total
Aug 10 - Aug 11
includes taxes & fees
7/10 Good! (2,120 reviews)
"Bed was very comfy. Room was spacious and balcony had great views. We didn’t use the restaurant but it was nice to have as an option had we stayed longer. It was also nice to have a shuttle to the baseball game close by"

Reviewed on Jul. 29, 2025

Radisson Hotel Cincinnati Riverfront
See all 1,036 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

Frequently asked questions

How much does a Madison vacation package cost?
You'll find cheap prices from CA $826 on Expedia for your Madison escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Madison costs.
What are the cheapest months to go to Madison?
You can typically find lower rates and greater availability in January, February and March. Check out our cheap Madison vacation packages and you could get some great off-season deals.
How many days is enough for Madison?
Generally, a handful of days is enough to check out the main attractions during your Madison vacation. However, if you prefer to have time to relax or go on day tours, think about extending your trip.
Is it worth booking a vacation package to Madison?
Madison has everything you need for an amazing escape. Begin your Madison vacation on a high note by visiting top attractions like Lanier Mansion.
How to find the best Madison package deals?
Use Expedia's handy filters to find some tempting Madison package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Madison package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Madison vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels separately. Better still, you can tailor your Madison trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Madison?
If you have your Madison vacation dates finalized, book as soon as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Madison?

  1. Choose your travel dates: The things you'd like to do in Madison and your favourite season will help you decide when to go.
  2. Plan your budget wisely: As well as the price of your stay, you'll need to consider other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Madison.
  3. Decide how long to go away for: Now that you're more familiar with Madison, you can figure out the right length of your vacation. Create a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick 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.