Charleston Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Charleston Vacation Packages

Charleston Hotel Deals

Quality Inn Charleston - Sikeston

Quality Inn Charleston - Sikeston

2.5 out of 5
102 Drake St, I-57 Exit 10, Charleston, MO
Fully refundableReserve now, pay when you stay
The price is ₩94,083 per night from Sep 4 to Sep 5
₩94,083
₩104,408 total
Sep 4 - Sep 5
includes taxes & fees
6.8/10 (397 reviews)
"My stay went well."

Reviewed on Aug 4, 2025

Quality Inn 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
The price is ₩82,431 per night from Aug 10 to Aug 11
₩82,431
₩91,478 total
Aug 10 - Aug 11
includes taxes & fees
6.6/10 (577 reviews)
"Located very close to the expanse of corn fields, quiet, clean rooms, everything is neat, the bathroom is also very clean. Friendly receptionist."

Reviewed on Aug 1, 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
The price is ₩88,375 per night from Sep 1 to Sep 2
₩88,375
₩98,087 total
Sep 1 - Sep 2
includes taxes & fees
6.8/10 (100 reviews)
"Furniture missing knobs. No chair!!??? No coffee!!?? No breakfast. Nice location. Nice staff!!"

Reviewed on May 21, 2025

Eagle Inn Charleston
See all 88 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.

Frequently asked questions

How much does a Charleston vacation package cost?
You can snap up a vacation package to this popular destination 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?
You can generally find reduced prices and greater availability in November, December and January. Explore our cheap Charleston vacation packages and you could score some great off-season discounts.
How many days is enough for Charleston?
With a well-organized schedule, you can easily tick off the top Charleston sights in a few days. But if you want to venture off the beaten track or go on day trips, consider booking your Charleston vacation for longer.
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.
How to plan a trip to Charleston?

  1. Pick your travel dates: The things you want to do in Charleston and your preferred season can help you decide when to go.
  2. Plan your budget wisely: In addition to the price of your accommodations, you'll need to factor in other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to Charleston.
  3. Decide how long to go for: Now that you know more about Charleston, you can figure out the right length of your break. Pull together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customized Charleston vacation package.

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