Charleston Vacations

Book a Hotel + Flight or Car together to unlock savings

Your Charleston Vacation

Our Charleston vacation packages give you countless opportunities to delve into new sights, sounds and activities. And with all the finer details taken care of, you can breathe easy and enjoy your city adventure without a worry in the world. Ready to explore your surroundings? Lake Willoughby, Seymour Lake and Seymour Lake are some of the best places to visit during a trip to Charleston. No matter your travel plans or budget, putting together the ultimate tailored Charleston vacation is a piece of cake with Expedia.

Charleston Hotel Deals

Pine Crest Motel And Cabins

Pine Crest Motel And Cabins

2.5 out of 5
1288 Barton Orleans Rd, Barton, VT
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $114 total per night from Sep 1 to Sep 2
$114 total
Sep 1 - Sep 2
Total with taxes and fees
9/10 Wonderful! (330 reviews)
Clean and comfy cabin next to river
"Very clean, updated cabin next to a river, which was shallow enough to take a dip. Inground pool and firepit were enjoyed by others while there…"

Reviewed on Aug 26, 2025

Pine Crest Motel And Cabins
The Jay Village Inn

The Jay Village Inn

3 out of 5
1078 Vermont Route 242, North Troy, VT
$105 nightly
The price is $115 total per night from Sep 1 to Sep 2
$115 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (367 reviews)
"It is very well property and more better the photos on line."

Reviewed on Aug 23, 2025

The Jay Village Inn
Burke Mountain Hotel & Conference Center

Burke Mountain Hotel & Conference Center

3 out of 5
2259 Mountain Rd, East Burke, VT
$223 nightly
The price is $243 total per night from Sep 1 to Sep 2
$243 total
Sep 1 - Sep 2
Total with taxes and fees
Burke Mountain Hotel & Conference Center
See all 388 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.

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Frequently asked questions

How much does a Charleston vacation package cost?
You'll find cheap prices on Expedia for your Charleston escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Charleston costs.
What are the cheapest months to go to Charleston?
You're likely to find lower rates and better availability in February, March and May. Take a look at our cheap Charleston vacation packages and you could score some great off-season discounts.
How many days is enough for Charleston?
Generally, a handful of days is enough to explore the main attractions during your Charleston vacation. However, if you prefer to have some time to relax or go on day tours, consider 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 trip dates under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover 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. Bear in mind that deals are only available for a limited time, so book early and get your Charleston adventure underway.
Is it cheaper to book a Charleston vacation as a package?
You can enjoy significant savings on your Charleston getaway by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Charleston?
If you've got your Charleston vacation dates finalized, book as soon as you can to snap up some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Charleston vacation packages?
Set off on your dream escape to Charleston with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or wait for payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.