Charleston Vacations from $553

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Your Charleston Vacation

Reserve a Charleston vacation package and you can focus on what matters — enjoying yourself. This means no more planning stresses, just more free time to experience the best parts of this fascinating city, such as its rich history and cultural experiences. If sightseeing is on your list of things to do during your trip to Charleston, find your way to major attractions like Eastern Illinois University. Expedia is here to help you escape your routine. Tailor your vacation to Charleston to suit your travel style, whatever that may be.

The Latest Charleston vacation packages

Price found within the past 48 hours. Click for updated prices.
Sonesta ES Suites St. Louis - Chesterfield

Sonesta ES Suites St. Louis - Chesterfield

3 out of 5
Price was $701, price is now $553 per person
$553
per person
May 21 - May 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
8/10 Very Good! (1,029 reviews)
Room smelled heavily of smoke and the door was difficult to open and close. So difficult that I required the help of another person to get out of my room in the morning. The hot dogs for breakfast was an interesting touch.

Reviewed on Mar 19, 2026

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,112, price is now $695 per person
$695
per person
May 21 - May 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
9.2/10 Wonderful! (1,620 reviews)
Very nice, clean and there is a pool, a small gym and access to good things in the area

Reviewed on Mar 18, 2026

The Cheshire

The Cheshire

4 out of 5
Price was $995, price is now $745 per person
$745
per person
May 21 - May 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
8.6/10 Excellent! (1,009 reviews)
Bar and restaurant were both great!

Reviewed on Mar 9, 2026

Hilton Pennywell St. Louis at the Arch

Hilton Pennywell St. Louis at the Arch

4 out of 5
Downtown St. Louis
Price was $796, price is now $640 per person
$640
per person
May 21 - May 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
8.8/10 Excellent! (1,029 reviews)
Yea but truly my wife was the star of theshow

Reviewed on Feb 23, 2026

Landing Furnished Apartments - Central West End

Landing Furnished Apartments - Central West End

3 out of 5
Central West End
Price was $885, price is now $716 per person
$716
per person
May 21 - May 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
No reviews
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Charleston Hotel Deals

Unique Suites Hotel

Unique Suites Hotel

2.5 out of 5
920 W Lincoln Ave Charleston IL
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $83 total per night from Mar 28 to Mar 29
$83 total
Mar 28 - Mar 29
Total with taxes and fees
8.4/10 Very Good! (734 reviews)
There was not much variety at breakfast, hardly saw anyone else eating. Sweeper had not been run in our room cheese on floor, no toilet paper in room had to run someone down to get it. We had a storm first night and rain blew in and carpet got wet on edges.

Reviewed on Mar 13, 2026

Unique Suites Hotel
Days Inn by Wyndham Charleston

Days Inn by Wyndham Charleston

2 out of 5
810 West Lincoln Avenue Charleston IL
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $82 total per night from Mar 22 to Mar 23
$82 total
Mar 22 - Mar 23
Total with taxes and fees
Days Inn by Wyndham Charleston
Charleston House Bed & Breakfast Inn

Charleston House Bed & Breakfast Inn

4 out of 5
956 6th St Charleston IL
$85 nightly
The price is $95 total per night from Mar 29 to Mar 30
$95 total
Mar 29 - Mar 30
Total with taxes and fees
10/10 Exceptional! (2 reviews)
Beautifully restored property. Clean and comfortable room, bed, and linens. Wonderful, delicious breakfast prepared and served by the friendly proprietor.

Reviewed on Mar 1, 2026

Charleston House Bed & Breakfast Inn
See all 129 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
Population
21,200
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Fox Ridge State Park, Lincoln Log Cabin and Mattoon Peterson Park

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Frequently asked questions

How much does a Charleston vacation package cost?
You can grab a vacation package to this top destination from $553 on Expedia. However, how much your vacation to Charleston costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Charleston?
If you're looking to book a cheap Charleston vacation package, consider visiting in January, February and September. You'll generally find better prices on airfares and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Charleston?
Usually, a handful of days is enough to go to the main sights during your Charleston vacation. But if you prefer to have some time to rest or take day trips, think about extending your itinerary.
How to find the best Charleston package deals?
Start your search for a Charleston package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Charleston package deal right away, simply tweak 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 help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Charleston vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Charleston?
If you're considering a spur-of-the-moment Charleston adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Charleston vacation packages?
Secure your dream escape to Charleston with help from our Book Now, Pay Later vacations. No need to save like crazy or wait until your next payday — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snag great deals before they disappear.

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