Madison Vacations from $329

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The Latest Madison vacation packages

Price found within the past 48 hours. Click for updated prices.
OYO Inn Kernersville

OYO Inn Kernersville

2.5 out of 5
Price was $413, price is now $329 per person
$329
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
7/10 Good! (369 reviews)
Room was fine for price the price they asked at hotel was too high but water was very hot and was great for shower...book online for a decent rate

Reviewed on Jan 6, 2026

The Historic Magnolia House

The Historic Magnolia House

3.5 out of 5
Save 100% on your flight
Price was $871, price is now $645 per person
$645
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
6/10 (2 reviews)
Kernersville Hot Tub Pool Arcade Gym Wifi Coffee

Kernersville Hot Tub Pool Arcade Gym Wifi Coffee

3 out of 5
Save 100% on your flight
Price was $3,771, price is now $2,803 per person
$2,803
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
6/10 (4 reviews)
O.Henry Hotel

O.Henry Hotel

4 out of 5
Save 100% on your flight
Price was $1,156, price is now $928 per person
$928
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
New York (NYC) 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

Hampton Inn Greensboro-Airport

Hampton Inn Greensboro-Airport

3 out of 5
Price was $733, price is now $600 per person
$600
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
8.8/10 Excellent! (740 reviews)
Staff was very helpful from the shuttle to the front desk and the rooms are very nice and clean

Reviewed on Jan 9, 2026

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Madison Hotel Deals

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! (1,293 reviews)
The suite was clean, the staff was welcoming and the room amenities were nice. Showers were amazing. Suites should be equipped with microwaves.

Reviewed on Jan 29, 2026

Sheraton Greensboro at Four Seasons
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 8 to Feb 9
$92 total
Feb 8 - Feb 9
Total with taxes and fees
8.8/10 Excellent! (966 reviews)
The staff was exceptional and very accommodating

Reviewed on Jan 30, 2026

DoubleTree by Hilton Greensboro Airport
Hotel Denim

Hotel Denim

3.5 out of 5
1517 Westover Terrace Greensboro NC
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $146 total per night from Feb 1 to Feb 2
$146 total
Feb 1 - Feb 2
Total with taxes and fees
9/10 Wonderful! (1,022 reviews)
Everything was great!

Reviewed on Jan 29, 2026

Hotel Denim
See all 850 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 $329 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.