Charles Town Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Charles Town

The Inn at Charles Town
The Inn at Charles Town
3 out of 5
100 Hollywood Dr, Charles Town, WV
Fully refundableReserve now, pay when you stay
The price is S$158 per night from 25 Nov to 26 Nov
S$158
includes taxes & fees
25 Nov - 26 Nov
8.4/10 Very Good! (420 reviews)
"Great hotel!!!"

Reviewed on 20 Nov,2024

The Inn at Charles Town
Rodeway Inn & Suites - Charles Town, WV
Rodeway Inn & Suites - Charles Town, WV
2 out of 5
741 E Washington St, Charles Town, WV
Fully refundableReserve now, pay when you stay
The price is S$103 per night from 8 Dec to 9 Dec
S$103
includes taxes & fees
8 Dec - 9 Dec
8.6/10 Excellent! (883 reviews)
"Our go to hotel when in Charles Town. Have stayed in other area hotels and we just really like this place. Staff is very friendly and make you feel at home. Clean, jetted tubs, and shuttle to Casino makes this place perfect."

Reviewed on 10 Nov,2024

Rodeway Inn & Suites - Charles Town, WV
Days Inn by Wyndham Charles Town/Harpers Ferry
Days Inn by Wyndham Charles Town/Harpers Ferry
2 out of 5
642 E Washington Street, Charles Town, WV
Fully refundableReserve now, pay when you stay
The price is S$97 per night from 28 Nov to 29 Nov
S$97
includes taxes & fees
28 Nov - 29 Nov
8/10 Very Good! (996 reviews)
"Just right"

Reviewed on 17 Nov,2024

Days Inn by Wyndham Charles Town/Harpers Ferry
See all 779 properties in Charles Town
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 Charles Town holiday package cost?
Tailor make your Charles Town package from as low as . Pick from any combination of hotels, flights and rental cars to build the escape you’ve long been dreaming about. Remember to add on some tours and experiences!
How do I get a cheap travel package to Charles Town?
Bundle your bookings with Expedia to save big on your next big adventure. With more than 550 air carriers and 1,000,000 hotel options globally, your Charles Town holiday package can be customized exactly to suit your budget. With all that extra cash, why not add a few awesome tours and activities? It’s an easy way to unlock even more discounts. That dream holiday to Charles Town is much closer than you thought!
Where should I stay in Charles Town?
With interesting attractions like Hollywood Casino at Charles Town Races and Sleepy Hollow Country Club in this area, try to find a hotel situated near either one. Charles Town Library is another Charles Town sight that visitors flock to.
What are the top hotels in Charles Town?
If this will be your first time in Charles Town, book a room at The Pick Me Upper In Dt Charles Town Near Harpers Ferry or Cosy Cute Cottage With Amazing Farm Views Near Harpers Ferry. Both offer comfy beds and are top options with many travellers.
How far in advance should I book my Charles Town holiday?
It can be difficult to know exactly when is the perfect time to book your Charles Town holiday. But typically the earlier you book, the more affordable the prices. In some cases, you can book your flights and hotels up to 12 months prior to your departure date. If you’re eager to escape on a last-minute getaway, no need to stress! There are fabulous bargains featured on Expedia every day.
What does an Expedia Charles Town travel package include?
Flights, car rentals and hotels — we bring you the very best deals. All you’ll have to do is decide on your favourite combination. Once you’ve made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it simple to put together an amazing Charles Town holiday.
What should I know before booking a Charles Town travel package?
Whether it’s relaxation or adventure you’re chasing, a Charles Town holiday package lets you organise your escape your way. Plus, you’ll score great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you’ll save!
Can I choose my airline with a Charles Town Expedia holiday package?
With a holiday package, you’re in charge. Whether you’re eager to fly to Charles Town in economy or first class, simply select from the available airline options. Expedia has access to over 550 partner airlines across the world.
If I'm not able to travel, can I cancel my Charles Town holiday package?
Don’t stress if you’re rethinking your Charles Town holiday package — it’s possible to cancel or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We totally get that life can sometimes throw a spanner in the works, so head to our Customer Service Portal if that happens. When you’re ready to make changes, we’ll be here to help.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.