Charleston Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Charleston vacation deals
- Motel 6 Rolla, MO
Sept 13 - Sept 19Motel 6 Rolla, MO + Flight
Rolla6 nights2.0 star property6.6/10 - (281 reviews)"There was bed bugs that were eating me up all nite, I found 3 that I smashed and they were big too..."Reviewed July 21, 2026Roundtrip • Toronto (YYZ) - St. Louis (STL)YYZ - STL • 1 stop STL - YYZ • 1 stopCA $1,033CA $914found 7 hours agoper traveller - The Wildwood Hotel
Oct 2 - Oct 4The Wildwood Hotel + Flight
Wildwood2 nights3.5 star property9.2/10 - Wonderful (1,672 reviews)"The hotel was really clean! Beds were cozy and the hotel breakfast was good!"Reviewed July 27, 2026Roundtrip • Toronto (YTO) - St. Louis (STL)YYZ - STL • Nonstop STL - YYZ • 1 stopCA $1,330CA $1,029found 1 day agoper traveller - The Cheshire
Sept 4 - Sept 7The Cheshire + Flight
Richmond Heights3 nights4.0 star property8.8/10 - Excellent (1,004 reviews)"The boutique hotel was a very neat experience. The staff was very helpful. It was a central location for the things we wanted to do while in St. Louis."Reviewed July 26, 2026Roundtrip • Toronto (YYZ) - St. Louis (STL)YYZ - STL • Nonstop STL - YYZ • 1 stopCA $1,239CA $1,086found 1 day agoper traveller - Super 8 by Wyndham Cuba
Sept 13 - Sept 19Super 8 by Wyndham Cuba + Flight
Cuba6 nights2.0 star property8.8/10 - Excellent (1,008 reviews)"Beds were comfortable, breakfast menu limited, as no meat like sausage or bacon available. Gravy for biscuits did not taste good. "Reviewed July 28, 2026Roundtrip • Toronto (YYZ) - St. Louis (STL)YYZ - STL • 1 stop STL - YYZ • 1 stopCA $1,086CA $960found 7 hours agoper traveller - Moonrise Hotel
Sept 4 - Sept 7Moonrise Hotel + Flight
Delmar Loop3 nights4.0 star property9.0/10 - Wonderful (2,008 reviews)"Check-in was smooth and the room was nice. The only problem was that there was confusion with my booking (through a third party) and I ended up literally paying for my room twice. They said the hotel booking manager never called them back so they could not refund anything."Reviewed July 28, 2026Roundtrip • Toronto (YYZ) - St. Louis (STL)YYZ - STL • Nonstop STL - YYZ • 1 stopCA $1,205CA $1,066found 1 day agoper traveller
Discover the most popular places to visit in Charleston
Charleston Hotel Deals
Charleston House Bed & Breakfast Inn
Charleston House Bed & Breakfast Inn
Holiday Inn Express & Suites Mattoon by IHG
Holiday Inn Express & Suites Mattoon by IHG
Frequently Asked Questions
How much does a Charleston vacation package cost?
You'll find cheap prices from CA $914 on Expedia for your Charleston getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Charleston costs.
What are the cheapest months to go to Charleston?
December, January and February are the best times to search for cheap Charleston vacation packages. Opting to travel in quieter periods means you'll typically find better prices on flights and hotels.
How many days is enough for Charleston?
The ideal duration of your Charleston vacation depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to check out all the main attractions and discover some hidden treasures along the way.
How to find the best Charleston package deals?
Bagging a cheap Charleston package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Charleston package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Charleston vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Charleston vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Charleston?
If you're planning an impromptu Charleston getaway, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Charleston?
- Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Charleston.
- Budget wisely: On top of the price of your accommodations, you'll need to consider other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Charleston.
- Decide your trip length: Think about how much time you'd like to spend exploring Charleston. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Charleston vacation package that brings all your bookings together.