Charles Town Holidays from £1,234
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Your Charles Town Holiday
The adventure-packed city of Charles Town is calling. Discover all its secrets with a Charles Town holiday package that's custom made for you. You'll want to sightsee during your trip to Charles Town. Make time for popular attractions like Hollywood Casino at Charles Town Races, Sleepy Hollow Country Club and Bolivar Heights Scenic Overlook. Whoever you're heading away with and whatever your budget, your ultimate Charles Town holiday is just a few clicks away with Expedia.
Top Charles Town Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The William Fell Baltimore, Tapestry Collection by Hilton
Fells Point
Price was £1,656, price is now £1,234 per person
£1,234
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
London (LHR) to Baltimore (BWI)
9.2/10 Wonderful! (196 reviews)
The valet team were all very helpful and polite. We had a great stay overall. Location in Fells Point is such a quaint part of town. Would definitely book again.
Reviewed on 18 May 2026
Studio 6 Extended Stay Washington, D.C. Gaithersburg South MD
Price was £2,619, price is now £1,319 per person
£1,319
per person
10 Aug - 14 Aug
found 23 hours ago
Return flight included
London (LON) to Baltimore (BWI)
6.6/10 (712 reviews)
Good food options nearby. Clean room and plenty of parking.
Reviewed on 29 Apr 2026
Fairfield Inn by Marriott Washington D.C.
Northeast
Price was £2,664, price is now £1,376 per person
£1,376
per person
10 Aug - 14 Aug
found 23 hours ago
Return flight included
London (LON) to Baltimore (BWI)
8.6/10 Excellent! (1,444 reviews)
I enjoyed the breakfast daily, the rooms were kept clean!
Reviewed on 18 May 2026
Hyatt House Washington DC / Downtown / Convention Center
Downtown Washington D.C.
Price was £2,767, price is now £1,434 per person
£1,434
per person
10 Aug - 14 Aug
found 23 hours ago
Return flight included
London (LON) to Baltimore (BWI)
8.6/10 Excellent! (337 reviews)
Good Location , convenient parking. Plenty of activities in walking distance.
Reviewed on 18 May 2026
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, Twin Oaks Tavern Winery and Shepherdstown Museum |
Top hotels in Charles Town
The Inn at Charles Town - Hollywood Casino
100 Hollywood Dr Charles Town WV
Fully refundableReserve now, pay when you stay
The price is £87 per night from 20 May to 21 May
£87
20 May - 21 May
includes taxes & fees
8.6/10 Excellent! (578 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
Hampton Inn & Suites Charles Town
157 Pimlico Dr Charles Town WV
Fully refundableReserve now, pay when you stay
The price is £102 per night from 27 May to 28 May
£102
27 May - 28 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
Days Inn by Wyndham Charles Town/Harpers Ferry
642 E Washington Street Charles Town WV
Fully refundableReserve now, pay when you stay
The price is £60 per night from 14 Jun to 15 Jun
£60
14 Jun - 15 Jun
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
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.
What to do in Charles Town
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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. Flight-inclusive packages are ATOL protected.
