Charleston Vacations from $397

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The Latest Charleston vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield

4 out of 5
Price was $506, price is now $397 per person
$397
per person
Mar 26 - Mar 29
found 24 hours ago
Roundtrip flight included
Minneapolis (MSP) to St. Louis (STL)
8.6/10 Excellent! (1,001 reviews)
Clean rooms, comfortable beds, kind and helpful staff such as Kim, Brandon at the front desk, Michelle our house keeper were all fantastic.

Reviewed on Nov 26, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $744, price is now $452 per person
$452
per person
Mar 12 - Mar 15
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,600 reviews)
Very cute place, recently updated clean and comfortable.

Reviewed on Jan 19, 2026

Landing Apartments - Eureka

Landing Apartments - Eureka

4 out of 5
Save 100% on your flight
Price was $1,017, price is now $739 per person
$739
per person
Mar 12 - Mar 16
found 24 hours ago
Roundtrip flight included
Minneapolis (MSP) to St. Louis (STL)
No reviews
Spacious 3-Bedroom with King Bed

Spacious 3-Bedroom with King Bed

4 out of 5
Central West End
Save 100% on your flight
Price was $950, price is now $721 per person
$721
per person
Mar 12 - Mar 16
found 18 hours ago
Roundtrip flight included
Minneapolis (MSP) to St. Louis (STL)
8.6/10 Excellent! (10 reviews)
Overall, we loved the apartment. It was cute, beds were very comfortable.

Reviewed on May 8, 2025

White House at Grand Central

White House at Grand Central

4 out of 5
Grand Center
Price was $585, price is now $448 per person
$448
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to St. Louis (STL)
8.6/10 Excellent! (123 reviews)
Very clean and very friendly people

Reviewed on Nov 11, 2025

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Charleston Hotel Deals

Super 8 by Wyndham Charleston/Sikeston East MO

Super 8 by Wyndham Charleston/Sikeston East MO

2 out of 5
310 S Story St Charleston MO
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $69 total per night from Jan 21 to Jan 22
$69 total
Jan 21 - Jan 22
Total with taxes and fees
6.6/10 (619 reviews)
Thank you

Reviewed on Nov 7, 2025

Super 8 by Wyndham Charleston/Sikeston East MO
Eagle Inn Charleston

Eagle Inn Charleston

2 out of 5
2811 East Marshall Street Charleston MO
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $67 total per night from Jan 21 to Jan 22
$67 total
Jan 21 - Jan 22
Total with taxes and fees
6.6/10 (105 reviews)
Convenient

Reviewed on Nov 26, 2025

Eagle Inn Charleston
Drury Plaza Hotel Cape Girardeau Conference Center

Drury Plaza Hotel Cape Girardeau Conference Center

3 out of 5
3351 Percy Drive Cape Girardeau MO
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $102 total per night from Jan 25 to Jan 26
$102 total
Jan 25 - Jan 26
Total with taxes and fees
9.4/10 Exceptional! (1,009 reviews)
The room was clean and I enjoyed my stay. I would book there more in the future trips to come.

Reviewed on Jan 17, 2026

Drury Plaza Hotel Cape Girardeau Conference Center
See all 92 properties in Charleston
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 $397 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.