Charleston Vacations from $284
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The Latest Charleston vacation packages
Price found within the past 48 hours. Click for updated prices.
Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West
Riverport
$284
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
7.8/10 Good! (1,005 reviews)
Saw two roaches in my room. There was cereal up and down the hall floor. No pillows or sheets for the pull out bed. Breakfast was picked over by 8 am.
Reviewed on Oct 11, 2026
The Knight Center at Washington University
$295
per person
Dec 18 - Dec 21
found 15 hours ago
Roundtrip flight included
Cleveland (CLE) to St. Louis (STL)
9.4/10 Exceptional! (690 reviews)
Very convenient, clean, and quiet hotel on campus. A bit annoying to have to pay a couple of bucks each time we parked in the adjacent lot, which was otherwise almost empty.
Reviewed on Oct 11, 2026
Charleston Hotel Deals
The Riverstone Hotel Charleston-Sikeston
102 Drake St Charleston MO
Fully refundable
$66 nightly
$74 total
Oct 14 - Oct 15
Total with taxes and fees
Super 8 by Wyndham Charleston/Sikeston East MO
310 S Story St Charleston MO
Fully refundableReserve now, pay when you stay
$60 nightly
$67 total
Oct 13 - Oct 14
Total with taxes and fees
Eagle Inn Charleston
2811 East Marshall Street Charleston MO
Fully refundableReserve now, pay when you stay
$66 nightly
$74 total
Oct 13 - Oct 14
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
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
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- Flights from Cape Girardeau (CGI) to Sikeston (SIK)
- Flights from Cape Girardeau Municipal
- Flights from New Orleans (MSY) to Sikeston (SIK)
- Flights to Bertrand
- Flights from Chicago (ORD) to Sikeston (SIK)
- Flights from Orlando (MCO) to Sikeston (SIK)
- Flights from Sikeston Memorial Municipal
- Flights from Bertrand
- Flights from Los Angeles (LAX) to Sikeston (SIK)
- Flights to Charleston
- Flights from Minneapolis (MSP) to Sikeston (SIK)
- Flights from Dallas (DFW) to Sikeston (SIK)
- Flights to Sikeston
- Flights from South Bend (SBN) to Sikeston (SIK)
- Flights from Philadelphia (PHL) to Sikeston (SIK)
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- Flights from East Prairie
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- Bloomfield Vacations
- Visit Sikeston
- Trail of Tears State Park
- Litz Park
- Cape Rock Park
- Central Park
- Sikeston Depot Museum
- Hunter-Dawson State Historic Site
- Black Island Conservation Area
- Southeast Missouri State University
- Century Casino Caruthersville
- Cape Girardeau Vacations
- Bernie Vacations
- New Madrid Historical Museum
- Riverfront Bridge Park
- Cape Splash Family Aquatic Center
- Visit Charleston
- Qulin Vacations
- Fort D Historic Site
- Hayti Pentecostal Holiness Church
- Dexter Vacations
- Stoddard County Civil War Memorial Cemetery
- Marble Hill Vacations
- The Heritage House
- Marston Community Center
- Sikeston Vacations
- Hayti Vacations
- Hayti Park
- Hunter Valley Winery
- Eden Spa & Salon
- Lake Wappapello
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
