Charleston Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Charleston

Days Inn by Wyndham Madisonville

Days Inn by Wyndham Madisonville

2 out of 5
1900 Lantaff Blvd Madisonville KY
Fully refundableReserve now, pay when you stay
The price is 2.342.795 ₫ per night from 1 Aug to 2 Aug
2.342.795 ₫
2.601.908 ₫ total
1 Aug - 2 Aug
includes taxes & fees
7/10 Good! (940 reviews)
"Propiedad oscura , húmeda y todo antiguo por el precio que tiene no lo recomiendo nunca"

Reviewed on 5 Jul 2026

Days Inn by Wyndham Madisonville
Pennyrile Forest State Resort Park

Pennyrile Forest State Resort Park

3.5 out of 5
20781 Pennyrile Lodge Road Dawson Springs KY
Fully refundableReserve now, pay when you stay
The price is 3.193.406 ₫ per night from 12 Jul to 13 Jul
3.193.406 ₫
3.486.584 ₫ total
12 Jul - 13 Jul
includes taxes & fees
9/10 Wonderful! (274 reviews)
"The room was very clean, staff was friendly and very helpful and accommodating."

Reviewed on 9 Jul 2026

Pennyrile Forest State Resort Park
Baymont by Wyndham Madisonville

Baymont by Wyndham Madisonville

2.5 out of 5
1891 Lantaff Blvd Madisonville KY
The price is 2.570.238 ₫ per night from 26 Jul to 27 Jul
2.570.238 ₫
2.854.506 ₫ total
26 Jul - 27 Jul
includes taxes & fees
8/10 Very good! (360 reviews)
"I had some of the best sleep here. The breakfast is amazing! I guess I bragged too much about the hotel because it was completely booked when I was trying to book it again."

Reviewed on 8 Jul 2026

Baymont by Wyndham Madisonville
See all 64 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.

Frequently asked questions

How much does a Charleston holiday package cost?
Get ready to book, because a trip to Charleston starts from only . When you bundle your flights, hotels and more into a holiday package, you'll score the biggest deals.
How do I get a cheap travel package to Charleston?
Our Charleston holiday packages mean plenty of savings for the savvy globetrotter. For the best deal, simply bundle your flights, hotels and extras (such as activities) into a budget-friendly package. But bargain prices are only the start of your next amazing adventure. Book with Expedia and you'll have more than 550 air carriers and 1null000null000 hotel options around the globe to pick from. No matter your style, there's a holiday package here just for you.
How far in advance should I book my Charleston holiday?
While prices fluctuate, we generally suggest booking your spot as early as possible. Most international airfares can be compared on Expedia up to a year in advance. If you're booking last minute, you might still be in luck. Discount prices to Charleston occasionally appear only weeks before departure.
What does an Expedia Charleston travel package include?
Expedia has everything you need to plan your Charleston getaway, but how your package is structured is your choice. Choose from a combination of flights, hotels and rental cars. Chasing some activities to fill in your time? Once you've made your booking, you can add them on too. No matter your budget, there's a package to suit your needs.
What should I know before booking a Charleston travel package?
Locking in all the parts of your getaway together is a great way to save. Bundle your flights, car rentals and hotels into a neat little package. But it's not just hotels. Expedia has all types of properties, including holiday rentals such as beachside villas and city apartments. You've got choices galore!
Can I choose my airline with a Charleston Expedia holiday package?
The choice is all yours! We offer more than 550 airlines worldwide, so you can tailor your Charleston trip according to your style and budget.
If I'm not able to travel, can I cancel my Charleston holiday package?
If your travel plans in Charleston have changed, it's good to know that you can cancel or amend your booking. If you made your booking in the last 24 hours, you may be able to get a refund. If your booking is older than that, your hotel, airline or car rental company may charge a cancellation fee. For more information, check our Customer Service Portal.

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