Madison Vacations from $537

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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.

The Latest Madison vacation packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Dunbar/Charleston Area

Super 8 by Wyndham Dunbar/Charleston Area

2 out of 5
Price was $568, price is now $537 per person
$537
per person
Oct 1 - Oct 4
found 8 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Charleston (CRW)
7/10 Good! (1,004 reviews)
Clean room. Hot shower. Cold AC. Good stop for the night!

Reviewed on Aug 5, 2026

Wingate by Wyndham Hurricane WV

Wingate by Wyndham Hurricane WV

3 out of 5
Price was $705, price is now $639 per person
$639
per person
Oct 1 - Oct 4
found 8 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Charleston (CRW)
9.4/10 Exceptional! (1,009 reviews)
Everything was perfect clean, location right of the highway

Reviewed on Aug 4, 2026

Wyndham Garden Cross Lanes Charleston

Wyndham Garden Cross Lanes Charleston

2.5 out of 5
Price was $648, price is now $592 per person
$592
per person
Oct 1 - Oct 4
found 8 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Charleston (CRW)
7/10 Good! (1,006 reviews)
Single night stay at this hotel as part of a roadtrip. We arrived early at 1pm but rooms weren't available until 3pm so we popped over to the West Virginia State Capital Building in Charleston which is well worth a visit. Upon our return we were served by the wonderful Michaela on the reception desk. She was polite, very helpful and a pleasure to deal with. The room was spacious and quiet with cool aircon and comfy beds. Up early for breakfast which was varied and tasty with the best coffee of our trip so far.

Reviewed on Aug 6, 2026

Studio 6 Suites Hurricane, Wv

Studio 6 Suites Hurricane, Wv

2 out of 5
Price was $664, price is now $609 per person
$609
per person
Oct 1 - Oct 4
found 8 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Charleston (CRW)
6.4/10 (10 reviews)

La Quinta Inn & Suites by Wyndham Elkview - Charleston NE

La Quinta Inn & Suites by Wyndham Elkview - Charleston NE

3 out of 5
Price was $625, price is now $578 per person
$578
per person
Oct 1 - Oct 4
found 8 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Charleston (CRW)
8.2/10 Very Good! (1,013 reviews)
Not only did my room have mold in it my bathroom walls were little crumbling. My room was next to the utility closest and they slammed the door all every time someone went in or out. I asked for a new room and my new room did not have a working toilet. Highly disappointed and do not recommend.

Reviewed on Aug 5, 2026

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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
$117 nightly
The price is $132 total per night from Aug 30 to Aug 31
$132 total
Aug 30 - Aug 31
Total with taxes and fees
9.4/10 Exceptional! (1,010 reviews)
"Nice spot for a couple of days. Very clean and lots of places around the property to get a good meal."

Reviewed on Aug 6, 2026

Hampton Inn Charleston-Southridge
Chief Logan Lodge

Chief Logan Lodge

2.5 out of 5
1000 Conference Center Drive Logan WV
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $162 total per night from Aug 16 to Aug 17
$162 total
Aug 16 - Aug 17
Total with taxes and fees
9/10 Wonderful! (430 reviews)
"The staff was very helpful breakfast was better than what I thought it was going to be"

Reviewed on Aug 5, 2026

Chief Logan Lodge
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
$93 nightly
The price is $105 total per night from Aug 30 to Aug 31
$105 total
Aug 30 - Aug 31
Total with taxes and fees
7.8/10 Good! (460 reviews)
"It's an older hotel with a modest facelift. It was as expected based on previous reviews. Room smelled strong of air freshener and was humid (we switched rooms and it was the same), the hallway was around 80°, and the elevator was sketchy. The folks at the desk were really friendly and accommodating, ..."

Reviewed on Aug 6, 2026

Holiday Inn Express Suites Charleston by IHG
See all 85 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 from $537 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.