Madison Vacations from $402

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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 $459, price is now $402 per person
$402
per person
Nov 6 - Nov 10
found 23 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Charleston (CRW)
7/10 Good! (1,001 reviews)
Our bathtub/shower was not clean. It wasn’t awful but clearly hadn’t been cleaned. It had great water pressure and temperature and comfortable bed

Reviewed on Aug 5, 2025

Holiday Inn Express Charleston-Civic Center by IHG

Holiday Inn Express Charleston-Civic Center by IHG

2.5 out of 5
Downtown Charleston
Price was $563, price is now $453 per person
$453
per person
Nov 6 - Nov 10
found 23 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Charleston (CRW)
8.8/10 Excellent! (1,094 reviews)
Elevator not working. Delays to get to room. Room only somso clean. Hook o'on bathroom door broken off. Room 427. Outside not clean or kept up. Nearby construction empediment. Staff very nice breakfast good and lobby well maintained

Reviewed on Aug 28, 2025

Adventures on the Gorge

Adventures on the Gorge

2 out of 5
Price was $570, price is now $497 per person
$497
per person
Nov 6 - Nov 10
found 23 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Charleston (CRW)
9.6/10 Exceptional! (23 reviews)
The cabin was great. Except the bed was a little soft.

Reviewed on Aug 19, 2025

Holiday Inn Express Winfield by IHG

Holiday Inn Express Winfield by IHG

2.5 out of 5
Price was $568, price is now $497 per person
$497
per person
Nov 6 - Nov 10
found 23 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Charleston (CRW)
8.8/10 Excellent! (443 reviews)
This hotel promised a pool and hot tub. The hot tub was full of stones and plants. The pool was in terrible disrepair. The floor was filthy and had used bandaids all over the floor. Our room smelled like wet dog. Our windows were covered in spider webs. Our bathtub was dirty as well. We chose this hotel for a fun weekend with our grandchildren. You should probably go somewhere else.

Reviewed on Aug 25, 2025

Holiday Inn Hotel & Suites Charleston West by IHG

Holiday Inn Hotel & Suites Charleston West by IHG

3.5 out of 5
Price was $546, price is now $480 per person
$480
per person
Nov 6 - Nov 10
found 23 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Charleston (CRW)
8.6/10 Excellent! (1,002 reviews)
I loved the staff! They were all so kind and helpful!!

Reviewed on Aug 24, 2025

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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
$121 nightly
The price is $137 total per night from Sep 1 to Sep 2
$137 total
Sep 1 - Sep 2
Total with taxes and fees
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
$101 nightly
The price is $114 total per night from Sep 28 to Sep 29
$114 total
Sep 28 - Sep 29
Total with taxes and fees
Holiday Inn Express Suites Charleston by IHG
Chief Logan Lodge

Chief Logan Lodge

2.5 out of 5
1000 Conference Center Drive, Logan, WV
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $157 total per night from Sep 7 to Sep 8
$157 total
Sep 7 - Sep 8
Total with taxes and fees
Chief Logan Lodge
See all 67 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.

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Frequently asked questions

How much does a Madison vacation package cost?
You'll find cheap prices from $402 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.