Charleston Vacations from $252
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The Latest Charleston vacation packages
Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel
$252
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
9.2/10 Wonderful! (1,676 reviews)
Very nice and clean! LOVED the breakfast options! Warm up breakfast sandwiches, nutella, healthy oatmeal that passes the Yuka app, we were thrilled! The fair price of 150 per night for a king suite is what drew us to the property but we were happy with our stay!
Reviewed on Aug 12, 2026
Remodeled and Inviting Free EV
$551
per person
Sep 27 - Oct 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
10/10 Exceptional! (1 review)
It was nice to stay for a weekend but the neighborhood was nice I like the location where it wasn't too far from grocery stores food areas the only thing I was saying is it's nothing for the kids to do but overall I like it
Reviewed on Aug 7, 2026
Charleston Hotel Deals
Super 8 by Wyndham Charleston/Sikeston East MO
310 S Story St Charleston MO
Fully refundableReserve now, pay when you stay
$59 nightly
$65 total
Aug 16 - Aug 17
Total with taxes and fees
6.6/10 (657 reviews)
"Nice staff. Very accommodating."
Reviewed on Aug 9, 2026
The Riverstone Hotel Charleston-Sikeston
102 Drake St Charleston MO
Fully refundable
$66 nightly
$74 total
Sep 7 - Sep 8
Total with taxes and fees
6.8/10 (426 reviews)
"The ad and picture for the hotel is a little deceiving. It shows a large fountain in front of the front lobby. There was none. This is the former Quality Inn Hotel was not good at all. The hotel has been cleaned up and rebranded. The room was nice. My only concern was all the bugs that were outside ..."
Reviewed on Aug 10, 2026
Eagle Inn Charleston
2811 East Marshall Street Charleston MO
Fully refundableReserve now, pay when you stay
$69 nightly
$77 total
Aug 13 - Aug 14
Total with taxes and fees
6.6/10 (106 reviews)
"Great"
Reviewed on Apr 14, 2026
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 Charleston Vacation Packages
Charleston Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Cape Girardeau Municipal Airport (CGI) |
Population | 5,800 |
Max Temp Winter | 45ºF |
Max Temp Summer | 85ºF |
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Frequently asked questions
How much does a Charleston vacation package cost?
You can snap up a vacation package to this popular destination from $252 on Expedia. But how much your vacation to Charleston costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Charleston?
If you're hoping to snag a cheap Charleston vacation package, consider traveling in January, February and October. You'll generally find lower prices on airfares and hotels during these months — perfect for travelers wishing to save money.
How many days is enough for Charleston?
The ideal length for your Charleston vacation depends on what you'd like to see. Usually, a handful of days to a week will give you plenty of time to visit all the top sights and explore some hidden spots along the way.
How to find the best Charleston package deals?
Bagging a cheap Charleston package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most economical Charleston package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Charleston vacation as a package?
You can enjoy significant savings on your Charleston break by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Charleston?
Score incredible bargains by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Charleston escape.
Does Expedia offer Book Now, Pay Later Charleston vacation packages?
If you're anything like us, you love going away but are not a fan of the 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 overall cost of your Charleston trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you spot them.
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- Bloomfield Vacations
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- Hayti Pentecostal Holiness Church
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- Stoddard County Civil War Memorial Cemetery
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- The Heritage House
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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.