Charleston Vacations from $384
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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.
Remodeled and Inviting Free EV
$535
per person
Sep 27 - Oct 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
10/10 Exceptional! (1 review)
It was nice to stay for a weekend but the neighborhood was nice I like the location where it wasn't too far from grocery stores food areas the only thing I was saying is it's nothing for the kids to do but overall I like it
Reviewed on Aug 7, 2026
The Cheshire
$504
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,006 reviews)
Lovely place to stay. The location was great and allowed us to walk in Forrest Park every morning of our stay. Beds were comfortable and the breakfast was good.
One criticism- I wish they would update the lightbulbs in the hallways to warm white LED. The sickly color the fluorescent bulbs give off make everything an ill/greenish tint to it, giving more of a horror movie vibe. It could be so much more theme appropriate warm glow and make the hallway inviting.
Reviewed on Aug 21, 2026
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View all tripsStay near popular Charleston attractions
Fox Ridge State Park
Fox Ridge State Park's steep ridges and deep valleys contrast dramatically with Illinois's surrounding prairies. Explore rugged trails, including the Eagle's Nest staircase with its breathtaking river overlook.
Groniger Arena
8.0/10 (6 reviews)
Lantz Arena is the heart of Eastern Illinois University athletics, hosting basketball and volleyball games. Catch the Panthers in action during evening games from November through March for the most electric atmosphere.
Doudna Fine Arts Center
Enjoy an outing to Doudna Fine Arts Center during your stay in Charleston. Experience the live music and entertainment venues in this family-friendly area.
Tarble Arts Center
Enjoy an outing to Tarble Arts Center during your stay in Charleston. Experience the live music and entertainment venues in this family-friendly area.
Charleston Hotel Deals
Unique Suites Hotel
920 W Lincoln Ave Charleston IL
Fully refundableReserve now, pay when you stay
$116 nightly
$129 total
Aug 23 - Aug 24
Total with taxes and fees
Days Inn by Wyndham Charleston
810 West Lincoln Avenue Charleston IL
Fully refundableReserve now, pay when you stay
$82 nightly
$91 total
Sep 6 - Sep 7
Total with taxes and fees
7.8/10 Good! (810 reviews)
"The bed we had was broke and if you moved you could hear the boards in the springs banging together"
Reviewed on Aug 17, 2026
Charleston House Bed & Breakfast Inn
956 6th St Charleston IL
$106 nightly
$117 total
Sep 1 - Sep 2
Total with taxes and fees
10/10 Exceptional! (15 reviews)
"Wonderful experience! The house has so much history and our host Joshua was the best! Very cordial, knows a lot about the history of the house and is a wonderful chef!"
Reviewed on Aug 15, 2026
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 $384 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
- Coles County Hotels
- Hotels near Eastern Illinois University
- Hotels near Sarah Bush Lincoln Hospital
- Hotels near Coles County Memorial
- Lerna Hotels
- Hotels near Lincoln Log Cabin
- Ashmore Hotels
- Apartments in Ashmore
- 3 Star Hotels in Ashmore
- Hotels near Mattoon Peterson Park
- Westfield Hotels
- Mattoon Hotels
- Hotels near Meadowview Golf Course
- Hotels with an Indoor Pool in Mattoon
- Cheap Hotels in Mattoon
- Hotels with Hot Tubs in Mattoon
- Cabin Rentals in Mattoon
- Hotels with a Pool in Mattoon
- Pet-Friendly Hotels in Mattoon
- Hotels with Restaurants in Mattoon
- B&B in Mattoon
- Hotels with Bars in Mattoon
- Hotels on the Lake in Mattoon
- Hotels with Kitchenettes in Mattoon
- Hotels with smoking rooms in Mattoon
- Luxury Hotels in Mattoon
- Hotel Wedding Venues Hotels in Mattoon
- Resorts & Hotels with Spas in Mattoon
- Hotels with Connecting Rooms in Mattoon
- Extended Stay Hotels in Mattoon
- Hotels with Suites in Mattoon
- Gay friendly Hotels in Mattoon
- Romantic Hotels in Mattoon
- 3 Star Hotels in Mattoon
- Apartments in Mattoon
- Motels in Mattoon
- Farmstay in Mattoon
- Wyndham Hotels in Mattoon
- Flights from Coles County Memorial
- Flights from Chicago (ORD) to Mattoon (MTO)
- Flights from St. Louis (CPS) to Mattoon (MTO)
- Flights from Bloomington (BMI) to Mattoon (MTO)
- Flights from Los Angeles (LAX) to Mattoon (MTO)
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- Flights to Lerna
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- Car rental Mattoon Airport (MTO)
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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.
