Charleston Vacations from $271

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The Latest Charleston vacation packages

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $599, price is now $271 per person
$271
per person
Sep 17 - Sep 20
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,661 reviews)
The room was very nice, clean and comfortable. Area was great and safe to walk around. Breakfast was adequate and muffins tasty. Staff was friendly and very helpful. Will stay there again if the opportunity arises.

Reviewed on Jul 15, 2026

Remodeled and Inviting Free EV

Remodeled and Inviting Free EV

2 out of 5
Price was $702, price is now $367 per person
$367
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
10/10 Exceptional! (1 review)
The property was excellent, and the home was very warm and welcoming.

Reviewed on Jun 25, 2026

The Cheshire

The Cheshire

4 out of 5
Save 100% on your flight
Price was $561, price is now $332 per person
$332
per person
Sep 17 - Sep 20
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,001 reviews)
Pretty location. Direct access to the park. Cycled everywhere. Private secure car park.

Reviewed on Jul 15, 2026

Residence Inn by Marriott St Louis Downtown

Residence Inn by Marriott St Louis Downtown

3 out of 5
Midtown
Price was $896, price is now $592 per person
$592
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
7.8/10 Good! (1,001 reviews)
First room we were assigned smelled like thick smoke. The second room’s toilet didn’t work. The staff was not helpful and very slow to respond.

Reviewed on Jul 15, 2026

The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Save 100% on your flight
Price was $442, price is now $295 per person
$295
per person
Sep 17 - Sep 20
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.4/10 Exceptional! (592 reviews)
Updated and very clean. Lovely breakfast. Nice setting and location. Quiet!

Reviewed on Jul 15, 2026

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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
$60 nightly
The price is $66 total per night from Jul 19 to Jul 20
$66 total
Jul 19 - Jul 20
Total with taxes and fees
6.6/10 (648 reviews)
"Bed bugs. Woke up itching. Stayed here 3 years ago and some things were updated, but didn’t get bug bites that stay. 1) helpful and kind staff 2) exterior is half way repainted, doors and trim in a state of patching. 3) room air was swampy, even with the ac on. 4) desk, tv stand, vanity, mirror, ..."

Reviewed on Jul 13, 2026

Super 8 by Wyndham Charleston/Sikeston East MO
The Riverstone Hotel Charleston-Sikeston

The Riverstone Hotel Charleston-Sikeston

2.5 out of 5
102 Drake St Charleston MO
Fully refundable
$70 nightly
The price is $78 total per night from Jul 24 to Jul 25
$78 total
Jul 24 - Jul 25
Total with taxes and fees
6.8/10 (420 reviews)
"Staff was excellent. It was fine for what it was — a cheap place near the highway"

Reviewed on Jul 10, 2026

The Riverstone Hotel Charleston-Sikeston
Eagle Inn Charleston

Eagle Inn Charleston

2 out of 5
2811 East Marshall Street Charleston MO
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $77 total per night from Aug 1 to Aug 2
$77 total
Aug 1 - Aug 2
Total with taxes and fees
6.6/10 (106 reviews)
"Great"

Reviewed on Apr 14, 2026

Eagle Inn Charleston
See all 104 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 $271 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.