Charleston Vacations from $677

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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.
The Cheshire

The Cheshire

4 out of 5
Price was $874, price is now $677 per person
$677
per person
May 8 - May 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
8.6/10 Excellent! (1,009 reviews)
The room was comfortable and we had the amenities we needed. It offered a generous breakfast every morning. Coffee and water were available at all times. The gym was clean and easily accessible. The pool was closed during our stay due to the season we traveled in. There was ample parking downstairs. The bar on site was really cute and the drinks were great. We were driving distance to a lot of things and it made it a great homebase. We would definitely stay here again.

Reviewed on Mar 29, 2026

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,255, price is now $777 per person
$777
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
9.2/10 Wonderful! (1,620 reviews)
The breakfaat was average, thou fresh. There was enough street parking nearby, safe.

Reviewed on Mar 30, 2026

Spacious 3-Bedroom with King Bed

Spacious 3-Bedroom with King Bed

4 out of 5
Central West End
Save 100% on your flight
Price was $1,184, price is now $909 per person
$909
per person
Jun 11 - Jun 14
found 11 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to St. Louis (STL)
8.8/10 Excellent! (11 reviews)
Clean room nice area

Reviewed on Feb 1, 2026

Hampton Inn & Suites Clayton/St. Louis-Galleria Area

Hampton Inn & Suites Clayton/St. Louis-Galleria Area

3 out of 5
Clayton
Price was $1,392, price is now $1,079 per person
$1,079
per person
May 8 - May 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
9/10 Wonderful! (944 reviews)
Clean, convenient, good breakfast. Nice workout room. Wish there was a pool outside, like a hot tub. Should have explained that you have to pay to park on-site. We did park less than a block away on the street for free.

Reviewed on Mar 27, 2026

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was $1,007, price is now $789 per person
$789
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
8.4/10 Very Good! (1,000 reviews)
Overall it was a positive experience but we were VERY disappointed when we found out our daughter couldn’t swim all weekend. We would not have booked it if we had known that.

Reviewed on Mar 22, 2026

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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
$105 nightly
The price is $116 total per night from Apr 4 to Apr 5
$116 total
Apr 4 - Apr 5
Total with taxes and fees
8.4/10 Very Good! (737 reviews)
The room was not very clean. I questioned whether it had fresh sheets on it or not. There was hair and stuff in the bottom of the tub, and generally, the room was not very clean.Windows had been smudged, the light fixtures were broken.The beds were lumpy other than that.The room was the room period ...

Reviewed on Mar 30, 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 Apr 1 to Apr 2
$82 total
Apr 1 - Apr 2
Total with taxes and fees
7.8/10 Good! (777 reviews)
Staff rude c as c z b n⁶v

Reviewed on Mar 21, 2026

Days Inn by Wyndham Charleston
Charleston House Bed & Breakfast Inn

Charleston House Bed & Breakfast Inn

4 out of 5
956 6th St Charleston IL
$105 nightly
The price is $117 total per night from Apr 9 to Apr 10
$117 total
Apr 9 - Apr 10
Total with taxes and fees
10/10 Exceptional! (3 reviews)
The room was spotless with a comfortable bed and nice shower. The owner was quite personable and knowledgeable on the history of the residence. Breakfast was delicious!

Reviewed on Mar 21, 2026

Charleston House Bed & Breakfast Inn
See all 132 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 $677 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.

Explore a world of travel with Expedia

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