Madison Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    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.
Tempo By Hilton Louisville Downtown Nulu

Tempo By Hilton Louisville Downtown Nulu

3.5 out of 5
Downtown Louisville
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
9.4/10 Exceptional! (686 reviews)
Left us a very nice anniversary note. Loced the hotel

Reviewed on Aug. 8, 2025

The Cincinnatian Hotel Curio Collection by Hilton

The Cincinnatian Hotel Curio Collection by Hilton

4 out of 5
Downtown Cincinnati
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Cincinnati (CVG)
7.6/10 Good! (1,005 reviews)
Had air conditioning problems, did move us to a different room the 2nd night.

Reviewed on Aug. 5, 2025

Baymont by Wyndham Louisville East

Baymont by Wyndham Louisville East

2.5 out of 5
per person
Sep 17 - Sep 22
found 5 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Louisville (SDF)
6/10 (1,001 reviews)
The bed was uncomfortable, breakfast was meager, gravy for biscuits was fairly tasteless.

Reviewed on Aug. 11, 2025

Hilton Garden Inn Louisville Downtown

Hilton Garden Inn Louisville Downtown

3.5 out of 5
Downtown Louisville
per person
Sep 17 - Sep 22
found 5 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Louisville (SDF)
8.6/10 Excellent! (1,003 reviews)
Great staff. Easy Mobil check in

Reviewed on Aug. 12, 2025

Homewood Suites by Hilton Cincinnati-Downtown

Homewood Suites by Hilton Cincinnati-Downtown

3 out of 5
Downtown Cincinnati
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Cincinnati (CVG)
8/10 Very Good! (1,000 reviews)
There was nothing special. Couldnt close the bathroom door toilet was in way.

Reviewed on Aug. 10, 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 $123 per night from Sep 11 to Sep 12
CA $123
CA $141 total
Sep 11 - Sep 12
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Magnificent
"The breakfast was really not that bad for a continental breakfast. I thought the potatoes amd sausage were very yummy. The bed was very comfortable. I slept like a sack of potatoes. Also, the room was nice and quiet and private."

Reviewed on Aug. 3, 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 $159 per night from Aug 18 to Aug 19
CA $159
CA $183 total
Aug 18 - Aug 19
includes taxes & fees
9.6/10 Exceptional! (62 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 $128 per night from Aug 24 to Aug 25
CA $128
CA $144 total
Aug 24 - Aug 25
includes taxes & fees
7/10 Good! (2,140 reviews)
"Nice quiet room with a balcony view can't ask for better at the price"

Reviewed on Aug. 5, 2025

Radisson Hotel Cincinnati Riverfront
See all 964 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 $1,057 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.