Charles Town Holidays from £1,364

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Your Charles Town Holiday

Our holiday packages to Charles Town provide countless opportunities to delve into new sights, sounds and experiences. And with all your travel plans taken care of, you can chill out and enjoy your city escape just like you deserve. Hollywood Casino at Charles Town Races, Bolivar Heights Scenic Overlook and Sleepy Hollow Country Club are just some of the sights worth checking out during your trip to Charles Town. A couple of clicks is all it takes to create your perfect Charles Town holiday on Expedia.

The Latest Charles Town Holiday Deals

Prices and availability subject to change. Additional terms may apply.
Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
per person
12 Jun - 15 Jun
Return flight included
London (LON) to Washington (DCA)
9.4/10 Exceptional! (1,226 reviews)
Great location. Comfortable. Pricy.

Reviewed on 23 Apr 2024

YOTEL Washington DC

YOTEL Washington DC

4 out of 5
Northwest
per person
12 Jun - 15 Jun
Return flight included
London (LON) to Washington (DCA)
8.4/10 Very Good! (1,414 reviews)
My room, 1055, was cleaned daily. Staff was professional, courteous and helpful.

Reviewed on 20 Apr 2024

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
per person
12 Jun - 15 Jun
Return flight included
London (LON) to Washington (DCA)
8/10 Very Good! (1,000 reviews)
The shuttle to/from Union station was very convenient. Overall a great place to stay - highly recommend!

Reviewed on 17 Apr 2024

The Ven at Embassy Row, Washington, D.C., a Tribute Portfolio Hotel

The Ven at Embassy Row, Washington, D.C., a Tribute Portfolio Hotel

4 out of 5
Northwest
per person
15 Jul - 18 Jul
Return flight included
London (LON) to Washington (DCA)
8.8/10 Excellent! (298 reviews)
I would have given this hotel 5 stars if the a/c / heating system did not sound like a jetliner engine. Seriously, it was the LOUDEST noise I had ever heard in any hotel I have stayed at. We had to turn off the a/c and open the windows. Thank goodness the guest in the unit above us did the same because we couldn't go to sleep hearing the "jet roar" of their a/c unit. Until the systems are updated, BRING SILICON EARPLUGS for book elsewhere.

Reviewed on 20 Apr 2024

Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
per person
15 Jul - 18 Jul
Return flight included
London (LON) to Washington (DCA)
9.4/10 Exceptional! (1,259 reviews)
Staff was outstanding, very helpful and accommodating.

Reviewed on 23 Apr 2024

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
per person
12 Jun - 15 Jun
Return flight included
London (LON) to Washington (DCA)
9/10 Wonderful! (1,003 reviews)
Very nice hotel in a very convenient location. However, the room attendant and restaurant/bar staff were not attentive, long waits and food quality suspect.

Reviewed on 22 Apr 2024

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

Rodeway Inn & Suites - Charles Town, WV
Rodeway Inn & Suites - Charles Town, WV
2 out of 5
741 E Washington St, Charles Town, WV
Stay at this business-friendly motel in Charles Town. Enjoy free breakfast, free WiFi and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (779 reviews)
"Great staff"

Reviewed on 17 Apr 2024

Rodeway Inn & Suites - Charles Town, WV
The Inn at Charles Town
The Inn at Charles Town
3 out of 5
100 Hollywood Dr, Charles Town, WV
Stay at this 3-star hotel in Charles Town. Enjoy free breakfast, free WiFi and free parking. Our guests praise the helpful staff and the clean rooms in their ...
8.4/10 Very Good! (318 reviews)
"great area"

Reviewed on 13 Apr 2024

The Inn at Charles Town
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 WiFi and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (612 reviews)
"The staff were all super-friendly. Our room was fantastic. the whole stay was exactly what we needed. we will be back!!!!"

Reviewed on 22 Apr 2024

Home2 Suites by Hilton Charles Town
See all 779 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

Image for Hollywood Casino at Charles Town Races

Hollywood Casino at Charles Town Races

Why not roll the dice with a visit to Hollywood Casino at Charles Town Races during your time in Charles Town? While in this family-friendly area, find time to visit its casinos.

Hollywood Casino at Charles Town Races
Image for Charles Town Library

Charles Town Library

After visiting Charles Town Library, make a plan to see the other sights and activities in Charles Town. While in this family-friendly area, find time to visit its casinos.

Charles Town Library
Image for Sleepy Hollow Country Club

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

Unmissable things to do in Charles Town

Image for Sharpsburg: Antietam Battlefield Self-Guided Driving Tour

Sharpsburg: Antietam Battlefield Self-Guided Driving Tour

£12
Per adult
Sharpsburg: Antietam Battlefield Self-Guided Driving Tour
See all activities in Charles Town

* 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.