Madison Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Tim Watkins

  • Plan, book, travel with confidence

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    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
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    Find the right fit

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

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

Find the Best Madison Vacation Packages

Madison Hotel Deals

DoubleTree by Hilton Greensboro Airport
DoubleTree by Hilton Greensboro Airport
4 out of 5
6426 Burnt Poplar Road, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is ￥15,215 per night from Jul 20 to Jul 21
￥15,215
￥17,156 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (527 reviews)
"Good stay"

Reviewed on Jul 8, 2025

DoubleTree by Hilton Greensboro Airport
Sheraton Greensboro at Four Seasons
Sheraton Greensboro at Four Seasons
3.5 out of 5
3121 West Gate City Boulevard, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is ￥16,217 per night from Aug 3 to Aug 4
￥16,217
￥18,283 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (1,036 reviews)
"I loved that the pool has an indoor and outdoor section."

Reviewed on Jul 6, 2025

Sheraton Greensboro at Four Seasons
Drury Inn & Suites Greensboro
Drury Inn & Suites Greensboro
3 out of 5
3220 W Gate City Blvd, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is ￥14,742 per night from Jul 27 to Jul 28
￥14,742
￥16,622 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Nice hotel overall."

Reviewed on Jul 6, 2025

Drury Inn & Suites Greensboro
See all 766 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.

Frequently asked questions

How much does a Madison vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Madison costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Madison?
To score cheap Madison vacation packages, plan your getaway outside of peak periods such as school holidays. You'll typically find better availability and lower prices for hotels and flights.
How many days is enough for Madison?
Generally, a handful of days is enough to tick off the major attractions during your Madison vacation. However, if you want to have time to kick back or take day trips, consider extending your trip.
How to find the best Madison package deals?
Use Expedia's filters to help you find some great Madison package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Madison package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually 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 Madison getaway by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Madison?
If you're considering an impromptu Madison trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Madison?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Madison.
  2. Set your budget: Consider costs such as food, flights and transportation when calculating how much to save for your trip to Madison. Then, pick a property that matches your budget, whether that's an affordable option or a lavish getaway.
  3. Decide how long to go away for: Now that you know more about Madison, you can figure out the perfect length of your break. Create a rough itinerary and allocate enough time for all the things you want to do.
  4. Bundle your accommodations and airfare: Once you've settled on your dates and duration, lock in the ideal 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.