Charleston Holidays

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Charleston Holiday

Our pick of the best Charleston Hotel Deals

Pennyrile Forest State Resort Park
Pennyrile Forest State Resort Park
3.5 out of 5
20781 Pennyrile Lodge Road, Dawson Springs, KY
9/10 Wonderful! (205 reviews)
"beautiful and perfect for relaxing, a place to have a good time with the family"

Reviewed on 26 Jun. 2025

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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 NZ$157 per night from 13 July to 14 July
NZ$157
13 July - 14 July
includes taxes & fees
8/10 Very Good! (283 reviews)
"Friendly staff, clean and comfortable beds. Pool l Iooked nice. Great location to highway and restaurants. I would recommend this hotel."

Reviewed on 22 Jun. 2025

Baymont by Wyndham Madisonville
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 NZ$148 per night from 13 July to 14 July
NZ$148
13 July - 14 July
includes taxes & fees
6.8/10 (819 reviews)
"Pool is great"

Reviewed on 1 Jul. 2025

Days Inn by Wyndham Madisonville
See all 47 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 1 000 000 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 homes 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.