Charleston Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Top Charleston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn St. Louis Arpt West-Earth City by IHG

Holiday Inn St. Louis Arpt West-Earth City by IHG

3.5 out of 5
Price was CA $970, price is now CA $910 per person
CA $910
per person
Dec 18 - Dec 20
found 17 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to St. Louis (STL)
7.6/10 Good! (1,001 reviews)
It was clean and have no complaints.

Reviewed on Nov 3, 2026

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was CA $1,284, price is now CA $1,000 per person
CA $1,000
per person
Dec 18 - Dec 20
found 17 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to St. Louis (STL)
9.2/10 Wonderful! (1,677 reviews)
Everything was good. Seemed that the property was not full but we were forced into a suite.

Reviewed on Nov 7, 2026

Hampton Inn St. Charles St. Peters

Hampton Inn St. Charles St. Peters

2.5 out of 5
Price was CA $992, price is now CA $954 per person
CA $954
per person
Dec 18 - Dec 20
found 17 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to St. Louis (STL)
8.2/10 Very good! (1,005 reviews)

Hyatt Place St. Louis/Chesterfield

Hyatt Place St. Louis/Chesterfield

3 out of 5
Price was CA $1,033, price is now CA $997 per person
CA $997
per person
Dec 18 - Dec 20
found 17 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to St. Louis (STL)
9.6/10 Exceptional! (1,008 reviews)

Courtyard St. Louis Airport/Earth City

Courtyard St. Louis Airport/Earth City

3 out of 5
Price was CA $1,032, price is now CA $998 per person
CA $998
per person
Dec 18 - Dec 20
found 17 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to St. Louis (STL)
8.4/10 Very good! (1,002 reviews)

Ready to book your vacation to Charleston?

 

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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
The price is CA $94 per night from Nov 10 to Nov 11
CA $94
CA $105 total
Nov 10 - Nov 11
includes taxes & 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
The price is CA $83 per night from Dec 1 to Dec 2
CA $83
CA $93 total
Dec 1 - Dec 2
includes taxes & fees
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 CA $93 per night from Nov 9 to Nov 10
CA $93
CA $104 total
Nov 9 - Nov 10
includes taxes & 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Charleston vacation package cost?
You'll find cheap prices from CA $910 on Expedia for your Charleston getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Charleston costs.
What are the cheapest months to go to Charleston?
You're likely to find reduced prices and better availability in November, December and January. Browse our cheap Charleston vacation packages and you could get some great off-season deals.
How many days is enough for Charleston?
With a well-organized schedule, you can easily visit the top Charleston sights in a handful of days. But if you want to explore off the beaten track or go on day tours, think about booking your Charleston vacation for longer.
How to find the best Charleston package deals?
Start your search for a Charleston package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Charleston package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Charleston escape underway.
Is it cheaper to book a Charleston vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Charleston vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Charleston?
Enjoy incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Charleston break.
How to plan a trip to Charleston?

  1. Choose your travel dates: The things you want to do in Charleston and your favourite season will help you decide when to travel.
  2. Set a budget: Consider costs such as flights, meals and transportation when working out how much to save for your trip to Charleston. Then, choose a hotel that matches your budget, whether that's an affordable stay or a lavish retreat.
  3. Decide how long to go for: Now that you know more about Charleston, you can work out the right length of your vacation. Pull together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a Charleston vacation package that brings all your bookings together.

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