Charles Town Holidays

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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.

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

The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

3 out of 5
100 Hollywood Dr Charles Town WV
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 18 May to 19 May
AU$164
18 May - 19 May
includes taxes & fees
8.6/10 Excellent! (576 reviews)
The room was very nice. We got a smoking room and to our surprise the smell of smoke was not bad at all compared to other places we’ve stayed with smoking rooms. The hotel looked really nice and clean. The staff was super nice and friendly. I definitely recommend it. Will be back again!

Reviewed on 15 May 2026

The Inn at Charles Town - Hollywood Casino
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$191 per night from 24 May to 25 May
AU$191
24 May - 25 May
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Very clean and well maintained hotel, will definitely be back.

Reviewed on 14 May 2026

Hampton Inn & Suites Charles Town
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$110 per night from 9 June to 10 June
AU$110
9 June - 10 June
includes taxes & fees
8/10 Very Good! (1,004 reviews)
Best breakfast week had all week at a hotel. Friendly staff & clean rooms.

Reviewed on 16 May 2026

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.

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