Madison Vacations from $557
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The Latest Madison vacation packages
Price found within the past 48 hours. Click for updated prices.
The Shaffner Inn
$557
per person
Nov 19 - Nov 22
found 1 hour ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
9.2/10 Wonderful! (244 reviews)
Wonderful stay! Big, clean and peaceful room. Such a charming inn with beautiful living rooms and delicious breakfast. Staff is very friendly and helpful. So much better staying here than the big chain hotels.
Reviewed on Oct 4, 2026
Wyndham Garden Greensboro
$584
per person
Nov 6 - Nov 8
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
7.8/10 Good! (1,220 reviews)
The room had roaches, ac/heat unit put out a burning smell for most of the night when we switched it to heat due to the weather being cool
Reviewed on Oct 4, 2026
Madison Hotel Deals
DoubleTree by Hilton Greensboro Airport
6426 Burnt Poplar Road Greensboro NC
Fully refundableReserve now, pay when you stay
$93 nightly
$104 total
Nov 2 - Nov 3
Total with taxes and fees
Sheraton Greensboro at Four Seasons
3121 West Gate City Boulevard Greensboro NC
$127 nightly
$143 total
Nov 3 - Nov 4
Total with taxes and fees
9/10 Wonderful! (1,564 reviews)
"Only issue was they put us in a handicap room. We are not handicap and we had to ask to move."
Reviewed on Oct 4, 2026
Fairview Inn Airport
6452 Burnt Poplar Rd Greensboro NC
Fully refundableReserve now, pay when you stay
$54 nightly
$61 total
Oct 21 - Oct 22
Total with taxes and fees
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.
Find the Best Madison Vacation Packages
Madison Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Piedmont Triad Intl. Airport (GSO) |
Population | 2,200 |
Max Temp Winter | 50ºF |
Max Temp Summer | 90ºF |
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Frequently asked questions
How much does a Madison vacation package cost?
Offering excellent value package deals from $557 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?
You're likely to find lower rates and better availability in August, September and October. Browse our cheap Madison vacation packages and you could score some excellent off-season deals.
How many days is enough for Madison?
With a well-organized travel plan, you can easily visit the main Madison attractions in a handful of days. But if you'd like to explore off the beaten track or go on day tours, think about booking your Madison vacation for longer.
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.
Does Expedia offer Book Now, Pay Later Madison vacation packages?
If you're like us, you love traveling but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Madison trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.