Madison Vacations from $453

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The Latest Madison vacation packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Greensboro

Wyndham Garden Greensboro

3 out of 5
Price was $580, price is now $453 per person
$453
per person
Jul 8 - Jul 13
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Greensboro (GSO)
7.8/10 Good! (1,046 reviews)
Not enough towels in the room and even after we asked for some, we were not accommodated. No sanitizer in dispensers.

Reviewed on May 31, 2026

Proximity Hotel

Proximity Hotel

4 out of 5
Save 100% on your flight
Price was $1,183, price is now $850 per person
$850
per person
Jul 8 - Jul 13
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Greensboro (GSO)
9.8/10 Exceptional! (1,004 reviews)
One of the nicest hotels I’ve ever stayed at.

Reviewed on May 31, 2026

O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was $839, price is now $619 per person
$619
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
9.8/10 Exceptional! (801 reviews)
breakfast wasn’t that great

Reviewed on Jun 3, 2026

Hampton Inn Greensboro-Airport

Hampton Inn Greensboro-Airport

3 out of 5
Price was $662, price is now $514 per person
$514
per person
Jul 8 - Jul 13
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Greensboro (GSO)
8.8/10 Excellent! (793 reviews)
The management was very helpful and nice, and what I didn't like was my stay to short. I'll come back definitely.

Reviewed on May 31, 2026

The Historic Magnolia House

The Historic Magnolia House

3.5 out of 5
Price was $725, price is now $582 per person
$582
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
7.4/10 Good! (3 reviews)
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Madison Hotel Deals

Suburban Studios Winston Salem-University Parkway

Suburban Studios Winston Salem-University Parkway

2 out of 5
7910 N Point Blvd Winston-Salem NC
Fully refundableReserve now, pay when you stay
$47 nightly
The price is $53 total per night from Jul 6 to Jul 7
$53 total
Jul 6 - Jul 7
Total with taxes and fees
5.8/10 (1,007 reviews)
"Place was very basic. Not very modern and we did see some roaches. Staff was friendly and very helpful."

Reviewed on Jun 6, 2026

Suburban Studios Winston Salem-University Parkway
Fairview Inn Airport

Fairview Inn Airport

2.5 out of 5
6452 Burnt Poplar Rd Greensboro NC
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $69 total per night from Jun 7 to Jun 8
$69 total
Jun 7 - Jun 8
Total with taxes and fees
7.4/10 Good! (300 reviews)
"Smell cigarret"

Reviewed on Jun 2, 2026

Fairview Inn 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
$107 nightly
The price is $121 total per night from Jul 3 to Jul 4
$121 total
Jul 3 - Jul 4
Total with taxes and fees
9/10 Wonderful! (1,391 reviews)
"The amount I pd for my room and then I get there and they said it was upgraded. It didn’t seem like and up grade. Couldn’t see out the windows , trash cans didn’t have bag liners in them. No ice. On the floor We were on the 5th floor. It just didn’t seem right. I would have like to have been on the ..."

Reviewed on Jun 2, 2026

Sheraton Greensboro at Four Seasons
See all 842 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 $453 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.