Charles Town Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 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 Charles Town Holiday

When you choose a Charles Town holiday package, you can really enjoy your escape to the fullest. Delve into the best things about this fascinating city knowing that everything has been looked after before you go. Fill your days with visits to Hollywood Casino at Charles Town Races, Sleepy Hollow Country Club and Bolivar Heights Scenic Overlook, some of the things you shouldn't miss during your trip to Charles Town. A few quick clicks is all it takes to create your dream Charles Town holiday on Expedia.

Black Friday Sale

Save up to 40% on select hotels

Charles Town Holiday

Charles Town Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Hagerstown Regional Airport (HGR)
Population
5,900
Max Temp Winter
4ºC
Max Temp Summer
29ºC
Top Sights
Bolivar Heights Scenic Overlook, Old Opera House and Twin Oaks Tavern Winery

Our pick of the best Charles Town Hotel Deals

Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town

2.5 out of 5
157 Pimlico Dr Charles Town WV
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 29 Dec to 30 Dec
AU$200
29 Dec - 30 Dec
includes taxes & fees
9.4/10 Exceptional! (1,013 reviews)
The front desk staff was very friendly

Reviewed on 24 Nov 2025

Hampton Inn & Suites Charles Town
Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

2.5 out of 5
681 Flowing Springs Rd Charles Town WV
Fully refundable
The price is AU$171 per night from 7 Dec to 8 Dec
AU$171
7 Dec - 8 Dec
includes taxes & fees
9.2/10 Wonderful! (1,012 reviews)
Stay was good. Hotel was clean and staff were very nice. I would stay there again.

Reviewed on 29 Nov 2025

Holiday Inn Express Charles Town by IHG
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 AU$116 per night from 1 Dec to 2 Dec
AU$116
1 Dec - 2 Dec
includes taxes & fees
7.8/10 Good! (1,001 reviews)
Friendly staff. Excellent breakfast.

Reviewed on 20 Nov 2025

Days Inn by Wyndham Charles Town/Harpers Ferry
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.

Discover the most popular places to visit in Charles Town

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.