Charleston Vacations from $275

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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 $569, price is now $275 per person
$275
per person
Dec 18 - Dec 21
found 11 hours ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
9.2/10 Wonderful! (1,677 reviews)

Remodeled and Inviting Free EV

Remodeled and Inviting Free EV

2 out of 5
Save 100% on your flight
Price was $1,399, price is now $813 per person
$813
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.4/10 Exceptional! (3 reviews)
We had a great time with my family ❤️ thank you

Reviewed on Oct 12, 2026

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Save 100% on your flight
Price was $1,207, price is now $855 per person
$855
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.6/10 Excellent! (1,080 reviews)

The Cheshire

The Cheshire

4 out of 5
Save 100% on your flight
Price was $1,116, price is now $829 per person
$829
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.8/10 Excellent! (1,010 reviews)

Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

3.5 out of 5
Price was $844, price is now $646 per person
$646
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8/10 Very Good! (1,004 reviews)

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Charleston Hotel Deals

The Riverstone Hotel Charleston-Sikeston

The Riverstone Hotel Charleston-Sikeston

2.5 out of 5
102 Drake St Charleston MO
Fully refundable
$66 nightly
The price is $74 total per night from Oct 31 to Nov 1
$74 total
Oct 31 - Nov 1
Total with taxes and fees
The Riverstone Hotel Charleston-Sikeston
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 $67 total per night from Nov 1 to Nov 2
$67 total
Nov 1 - Nov 2
Total with taxes and fees
6.8/10 (681 reviews)
"Ice machine was not working, it just out of ice. Everything else was good."

Reviewed on Oct 27, 2026

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
$66 nightly
The price is $74 total per night from Oct 30 to Oct 31
$74 total
Oct 30 - Oct 31
Total with taxes and fees
6.6/10 (107 reviews)
"Don’t go here if you’re a single woman traveling alone. I did not feel save even with my dog."

Reviewed on Aug 27, 2026

Eagle Inn Charleston
See all 108 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

What's the best vacation package for Charleston?
For families seeking the best vacation packages in Charleston, a stay at Super 8 by Wyndham Charleston/Sikeston East MO offers a practical base. Located about 1 mile from central Charleston, this hotel features family rooms and free breakfast, making mornings easier before heading out to explore. Travelers often praise the big rooms and helpful staff, which helps make for a comfortable stay for everyone.

Travelers looking for a value-focused Charleston vacation package will find Super 8 by Wyndham Charleston/Sikeston East MO to be a solid choice. It provides free breakfast and free WiFi, adding convenience and helping to keep costs down. Guests frequently highlight the good breakfast and helpful staff, contributing to a pleasant and budget-friendly experience.

Couples planning a romantic getaway to Charleston can consider a package with a stay at Super 8 by Wyndham Charleston/Sikeston East MO as a convenient starting point for exploring the area's natural beauty. Its location provides easy access to outdoor attractions like Big Oak Tree State Park, about 6 miles away, or Reelfoot Lake, about 38 miles away, both offering scenic spots for a romantic outing. The hotel's free breakfast also allows for relaxed mornings before venturing out.
How can I save money on a Charleston vacation package?
When you bundle, you can save up to 30%*. To save money on a Charleston package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Charleston?
A Charleston vacation offers a blend of outdoor adventure and local culture, making it ideal for exploring nature and historical sites:

Browse and book things to do in Charleston on Expedia.
Do you need to rent a car in Charleston, or is public transport enough?
For Charleston vacation packages with flights, a rental car is highly recommended. Charleston is an outdoor and nature destination outside a city, with attractions spread out across the area.

Jackson, TN (MKL-McKellar-Sipes Regional) is the primary airport, located about 94 miles from central Charleston, making a car essential for convenient travel from the airport and for exploring the various state parks and natural sites. A Charleston vacation package does not automatically include transportation, so planning for a rental car will offer the most flexibility.
Can I change or cancel my Charleston vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Charleston vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Charleston vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Charleston vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Charleston?
To find last-minute vacation packages to Charleston, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Charleston vacation packages?
Free cancellation on a Charleston vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Charleston vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Charleston getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Charleston vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.