Charles Town Holidays from AU$2,627

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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.

The Latest Charles Town Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
Price was AU$2,727, price is now AU$2,627 per person
AU$2,627
per person
21 Nov - 27 Nov
found 7 hours ago
Return flight included
Melbourne (MEL) to Baltimore (BWI)
8.2/10 Very Good! (1,111 reviews)
Lots to do around the hotel.

Reviewed on 9 Oct 2025

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

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$190 per night from 3 Nov to 4 Nov
AU$190
3 Nov - 4 Nov
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"One of the best facilities we've ever used."

Reviewed on 5 Oct 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$111 per night from 19 Oct to 20 Oct
AU$111
19 Oct - 20 Oct
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"Nice place to stay"

Reviewed on 7 Oct 2025

Days Inn by Wyndham Charles Town/Harpers Ferry
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 AU$122 per night from 2 Nov to 3 Nov
AU$122
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"We had to change rooms because bathroom and tv issues"

Reviewed on 6 Oct 2025

Rodeway Inn & Suites - Charles Town, WV
See all 870 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.
All Inclusive Holidays
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All Inclusive Holidays
Cheap Holidays
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Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Charles Town

Gibson-Todd House

You can find out about the history of Charles Town with a trip to Gibson-Todd House. While in this family-friendly area, find time to visit its casinos.

Gibson-Todd House

Beall Air

You can find out about the history of Charles Town with a stop at Beall Air. While you're in the area, find time to visit its casinos.

Beall Air

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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.