Madison Vacations from $393

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The Latest Madison vacation packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Burlington, NC

Motel 6 Burlington, NC

2 out of 5
Price was $454, price is now $393 per person
$393
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
6.2/10 (396 reviews)
Nice and friendly and it was per friendly ac worked

Reviewed on Dec 3, 2025

The Historic Magnolia House

The Historic Magnolia House

3.5 out of 5
Price was $875, price is now $682 per person
$682
per person
Apr 16 - Apr 20
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Greensboro (GSO)
6/10 (2 reviews)
The Inn at Elon

The Inn at Elon

3.5 out of 5
Price was $800, price is now $637 per person
$637
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
9.6/10 Exceptional! (617 reviews)
Always clean and comfortable

Reviewed on Jan 17, 2026

Towneplace Suites by Marriott Kernersville

Towneplace Suites by Marriott Kernersville

2 out of 5
Price was $644, price is now $563 per person
$563
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
No reviews
O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was $781, price is now $686 per person
$686
per person
Mar 20 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
9.8/10 Exceptional! (724 reviews)
Green Valley Grill is fantastic, the hotel has charm, love it!

Reviewed on Jan 18, 2026

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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
$81 nightly
The price is $92 total per night from Feb 1 to Feb 2
$92 total
Feb 1 - Feb 2
Total with taxes and fees
8.8/10 Excellent! (951 reviews)
Room was good for the price that was paid. Some of the expensive rooms are no where near the way this location was and cookies where delicious.

Reviewed on Jan 18, 2026

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
$101 nightly
The price is $114 total per night from Feb 3 to Feb 4
$114 total
Feb 3 - Feb 4
Total with taxes and fees
8.8/10 Excellent! (1,275 reviews)
Great staff!

Reviewed on Jan 18, 2026

Sheraton Greensboro at Four Seasons
Hotel Denim

Hotel Denim

3.5 out of 5
1517 Westover Terrace Greensboro NC
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $136 total per night from Jan 21 to Jan 22
$136 total
Jan 21 - Jan 22
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
Cleanness, location, amenities, so many restaurants in the area to choose from, and great staff.

Reviewed on Jan 17, 2026

Hotel Denim
See all 851 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.

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 $393 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.