Madison Vacations

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Your Madison Vacation

When you book a Madison vacation package, it's easy to enjoy your adventure to the fullest. Uncover the best parts of this lively city knowing that everything has been organized in advance. Your trip to Madison wouldn't be complete without exploring some well-known attractions, starting with Riverview Country Club. Browse Expedia's extensive range of travel options and start planning your dream vacation to Madison now.

Madison Hotel Deals

Hampton Inn Charleston-Southridge

Hampton Inn Charleston-Southridge

2.5 out of 5
1 Preferred Pl Charleston WV
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $134 total per night from Jan 25 to Jan 26
$134 total
Jan 25 - Jan 26
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
Room was very clean and cozy, me and my partner really enjoyed our stay!

Reviewed on Jan 16, 2026

Hampton Inn Charleston-Southridge
Holiday Inn Express Suites Charleston by IHG

Holiday Inn Express Suites Charleston by IHG

2.5 out of 5
95 Rhl Blvd Charleston WV
Fully refundable
$97 nightly
The price is $110 total per night from Jan 25 to Jan 26
$110 total
Jan 25 - Jan 26
Total with taxes and fees
7.6/10 Good! (429 reviews)
Clean room. The woman at the front desk when I was checking in was so nice and friendly.

Reviewed on Jan 13, 2026

Holiday Inn Express Suites Charleston by IHG
ADULT ONLY Naughty Pines log cabin located in South Charleston, WV

ADULT ONLY Naughty Pines log cabin located in South Charleston, WV

South Charleston WV
$451 nightly
The price is $502 total per night from Jan 22 to Jan 23
$502 total
Jan 22 - Jan 23
Total with taxes and fees
10/10 Exceptional! (17 reviews)
Proactive and communicative host. Beautiful, clean, well maintained home.

Reviewed on Jan 5, 2026

ADULT ONLY Naughty Pines log cabin located in South Charleston, WV
See all 72 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
Yeager Airport (CRW)
Population
2,900

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Frequently asked questions

How much does a Madison vacation package cost?
You'll find cheap prices on Expedia for your Madison break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Madison costs.
What are the cheapest months to go to Madison?
December, January and February are great times to search for cheap Madison vacation packages. Opting to travel in less busy periods means you can typically find lower prices on flights and hotels.
How many days is enough for Madison?
Usually, a handful of days is enough to go to the top sights during your Madison vacation. However, if you prefer to have some time to relax or take day tours, think about extending your trip.
How to find the best Madison package deals?
Use Expedia's filters to find some great Madison package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Madison package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Madison vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays separately. Better still, you can customize your Madison trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Madison?
If you've got your Madison vacation dates finalized, book as early as you can to snap up some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Madison vacation packages?
If you're anything like us, you love traveling the world 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 break down the total cost of your Madison break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.