Charles Town Holidays from £621

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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.

The Latest Charles Town Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
per person
27 Aug - 31 Aug
found 10 hours ago
Return direct flight included
London (LON) to Washington (DCA)
9/10 Wonderful! (1,006 reviews)
Pet friendly Friendly staff

Reviewed on 30 Jun 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
per person
22 Sept - 26 Sept
found 1 day ago
Return direct flight included
London (LON) to Washington (DCA)
10/10 Exceptional! (3 reviews)
Very difficult to pull up and take advantage of valet parking. Otherwise, everything was AMAZING!

Reviewed on 29 Jun 2025

Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
per person
4 Sept - 9 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Washington (DCA)
9.4/10 Exceptional! (1,477 reviews)
Clean and convenient

Reviewed on 24 Jun 2025

Willard InterContinental Washington by IHG

Willard InterContinental Washington by IHG

5 out of 5
Downtown Washington D.C.
per person
7 Aug - 14 Aug
found 9 hours ago
Return direct flight included
London (LON) to Washington (DCA)
9.4/10 Exceptional! (1,006 reviews)
Excellent and exceptional. We actually extended our stay. It was fabulous.

Reviewed on 26 Jun 2025

Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
per person
6 Aug - 13 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Washington (DCA)
9.2/10 Wonderful! (621 reviews)
The hotel itself was nice. Room was comfortable and it had a small but nice pool on rooftop. The rooftop bar appears to be local party central which causes a lot of elevator congestion for guests that are staying overnight. It didn’t blend well. The coupons for $15 off food or beverage at rooftop bar or restaurant were not used as restaurant was pretty high- end and not kid friendly and rooftop bar was packed. I didn’t even want to fight my way thru to get something.

Reviewed on 30 Jun 2025

Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
per person
4 Sept - 9 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Washington (DCA)
9.4/10 Exceptional! (1,446 reviews)
Great location and nice restaurant for breakfast

Reviewed on 30 Jun 2025

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

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
Stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,004 reviews)
"great location"

Reviewed on 23 Jun 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
Stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,003 reviews)
"Seemed short of staff. No toilet paper in our room, we were told new housekeeping. It was ok but not near as nice as the pictures showed."

Reviewed on 26 Jun 2025

Days Inn by Wyndham Charles Town/Harpers Ferry
Home2 Suites by Hilton Charles Town
Home2 Suites by Hilton Charles Town
3 out of 5
70 Jefferson Crossing Way, Charles Town, WV
Stay at this 3-star business-friendly hotel in Charles Town. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (741 reviews)
"The location is great. Right next to fast casual restaurants and the casino. The breakfast spread is filling. They have free water bottles."

Reviewed on 26 Jun 2025

Home2 Suites by Hilton Charles Town
See all 882 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

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Charles Town holiday with Expedia?
With exceptional-value airfares, hotel and car hire options all in one place, Expedia makes planning your Charles Town getaway a piece of cake. Moreover, we can help you bundle your bookings into a package holiday so you can save even more. Pick from wonderful stays, add your flights and/or a hire car (and maybe also some exciting activities!) and get incredible prices. Need to change plans? Expedia has a flexible cancellation policy for many bookings. To find out more, check out our Customer Service Portal link.
When is the best time of year to holiday in Charles Town?
If you love the buzz of peak season, visit Charles Town in April, August and October. Travelling during the quieter months of November, December and January will help you skip the crowds. To get an idea of what type of weather to expect, the average daytime temperature in January, the coolest time of year in Charles Town, is 0ºC. The warmest month here is July, when temperatures reach an average of 24ºC.
What is the top hotel for my holiday in Charles Town?
Put your feet up and relax in comfort in Charles Town by choosing Euro Suites Hotel as your home-away-from-home and gateway to exploration and adventure.
How do I get a cheap holiday to Charles Town?
Find flights that fit your schedule, add a hotel to your booking and see how much you save with a Charles Town holiday. It's that simple! From hotels and flights to hire cars and tours, Expedia makes travelling cheap and easy. And with more than 400 airlines and 321,000 properties across the globe to select from, you won't be short of choice. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Charles Town holiday?
With must-visit attractions such as Hollywood Casino at Charles Town Races and Harpers Ferry National Historical Park, a holiday in Charles Town is full of exciting things to do and see. Summit Point Motorsports Park and Appalachian Trail Conservancy Headquarters are a couple of other sights worth discovering.
What is the best area to stay in when on holiday in Charles Town?
If you'll be visiting Hollywood Casino at Charles Town Races, maximise your time sightseeing and book a stay nearby. It's one of the best attractions in Charles Town.
Do I need a visa for my Charles Town holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and purpose for visiting, whether it be for tourism or business, will determine if you'll need a visa for Charles Town. Also be sure that your passport is up to date and has at least six months validity remaining after the date of your return. Do all your travel planning ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Charles Town holiday?
Though everyone's personal style is different, it can be useful to have some guidelines for what type of clothes to wear on your holiday in Charles Town. We recommend searching style blogs before leaving for inspiration on local dress codes or fashion trends. Pack with confidence by looking up the local weather conditions in Charles Town. July brings the warmest temperatures, with daytime averages of 24ºC, while January days average 0ºC, making it the coolest month.
What does an Expedia Charles Town holiday include?
Hotels, flights and a reliable car for all your road trip adventures. Simply choose your favourite bundle and get access to incredible deals. Once you've made your booking, add on some tours and activities and watch your savings stack up. When it comes to planning your Charles Town break, you're the one in control! Private holiday homes and apartments are a couple of the most popular property types in Charles Town. No matter your preference or size of your group, you can rely on Expedia for the freedom to personalise your next dream escape.
Does Expedia offer Book Now, Pay Later Charles Town holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has devised a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a fantastic getaway without using up all your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's convenient instalment plans. If paying across multiple instalments sounds right for you, pick this option at checkout.
  • No-deposit holidays: Clicking the "book now" button is easier with this option. With no deposit required for your holiday, you can Book Now, Pay Later and start working on your travel plans.

Can I choose my airline with a Charles Town Expedia holiday?
Yes, you sure can. Expedia has access to more than 400 airline partners globally, so go with the carrier that best fits your budget needs.

Discover the most popular places to visit in Charles Town

Sleepy Hollow Country Club

Enjoy a round of golf in Charles Town at Sleepy Hollow Country Club. While in this family-friendly area, find time to visit its casinos.

Sleepy Hollow Country Club

* 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.