Charleston Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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
$115 nightly
The price is $125 total per night from May 10 to May 11
$125 total
May 10 - May 11
Total with taxes and fees
9/10 Wonderful! (456 reviews)
Nice little cabins located by a river. Clean room and well maintained property.

Reviewed on May 5, 2026

Pine Crest Motel And Cabins
The Jay Village Inn

The Jay Village Inn

3 out of 5
1078 Vermont Route 242 North Troy VT
$121 nightly
The price is $132 total per night from May 10 to May 11
$132 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (449 reviews)
The rooms were ideal for what we needed, we had our kids in an adjoining suite. The hot tub was hot, and the restaurant downstairs was fun for a family dinner. Nice to be able to cross the street and get supplies at the store or eat a hot breakfast there. We made use of the trail network around the ...

Reviewed on Apr 26, 2026

The Jay Village Inn
Island Pond Country Inn (Formerly the Lakefront Inn & Motel)

Island Pond Country Inn (Formerly the Lakefront Inn & Motel)

2 out of 5
127 Cross St Brighton VT
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $143 total per night from May 9 to May 10
$143 total
May 9 - May 10
Total with taxes and fees
8.2/10 Very Good! (171 reviews)
I was traveling with family and our two parrots. Reserved a room on the first floor which made it easy to bring the birds in while in their travel cages. Staff and stay was great!

Reviewed on Apr 6, 2026

Island Pond Country Inn (Formerly the Lakefront Inn & Motel)
See all 384 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
Top Sights
Crystal Lake State Park, North Beach and Old Stone House Museum

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

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.