Madison Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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Your Madison Vacation

Our Madison vacation packages provide endless opportunities to indulge in new sights, sounds and experiences. And with all the details taken care of, you can relax and enjoy your city break to the fullest. If your trip to Madison includes some sightseeing, visit famous attractions like Yogi Bears Jellystone Park, Treasures of Madison County and North Florida Community College. A few clicks is all it takes to create your ideal Madison vacation on Expedia.

Top Madison Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hahira Inn By OYO near Valdosta

Hahira Inn By OYO near Valdosta

2.5 out of 5
Price was CA $1,656, price is now CA $1,510 per person
CA $1,510
per person
Dec 23 - Dec 29
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Valdosta (VLD)
5/10 (161 reviews)
Need tables in room to put items on or if you want to eat on in bathroom as well because did not have anywhere to place our personal items in bathroom or shower and need a handicap chair for shower as well

Reviewed on Oct 31, 2026

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Madison Hotel Deals

Days Inn by Wyndham Madison

Days Inn by Wyndham Madison

2 out of 5
6160 South State Road 53 Madison FL
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Nov 8 to Nov 9
CA $129
CA $145 total
Nov 8 - Nov 9
includes taxes & fees
7/10 Good! (650 reviews)
"Staff was wonderful, Ms Lily, Ms Julia, Ms Gloria, very nice and helpful .Parking was great 👍👍👍"

Reviewed on Nov 5, 2026

Days Inn by Wyndham Madison
Best Western Plus Madison

Best Western Plus Madison

2.5 out of 5
167 SE Bandit Street Madison FL
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Nov 15 to Nov 16
CA $158
CA $177 total
Nov 15 - Nov 16
includes taxes & fees
8.2/10 Very good! (640 reviews)
"Location and pricing"

Reviewed on Oct 28, 2026

Best Western Plus Madison
Super 8 by Wyndham Madison

Super 8 by Wyndham Madison

2 out of 5
6246 State Rd. 53 South Madison FL
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Nov 8 to Nov 9
CA $122
CA $138 total
Nov 8 - Nov 9
includes taxes & fees
Super 8 by Wyndham Madison
See all 332 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

Stay near popular Madison attractions

A bronze statue of a man in a wheelchair and a woman in a dress in a park.

Four Freedoms Monument

9.4/10 (6 reviews)
You can learn about the history of Madison with a visit to Four Freedoms Monument. You can enjoy the restaurants while in the area.
See properties

Frequently asked questions

How much does a Madison vacation package cost?
You'll find cheap prices from CA $1,510 on Expedia for your Madison getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Madison costs.
What are the cheapest months to go to Madison?
You can typically find lower prices and better availability in February, March and September. Check out our cheap Madison vacation packages and you could land some excellent off-season deals.
How many days is enough for Madison?
With a well-planned itinerary, you can easily hit the top Madison attractions in a few days. But if you want to discover hidden gems or take day trips, think about booking your Madison vacation for longer.
Is it worth booking a vacation package to Madison?
Madison is a good vacation destination with attractions like Treasures of Madison County among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Madison vacation promises a good time for everyone.
How to find the best Madison package deals?
Use Expedia's filter tool to find some tempting Madison package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Madison package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Madison vacation as a package?
You can enjoy significant savings on your next Madison break by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
How to plan a trip to Madison?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Madison.
  2. Set your budget: Factor in costs such as flights, food and transportation when calculating how much to set aside for your trip to Madison. Then, select a hotel that suits your budget, whether that's a wallet-friendly option or a more luxurious retreat.
  3. Determine how many days away: Start by compiling a list of the attractions you'd like to get to in Madison. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the right Madison vacation package for you.

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