Charles Town Vacations

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Find the Best Charles Town Vacation Packages

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 AED 378 per night from Feb 22 to Feb 23
AED 378
AED 428 total
22 Feb - 23 Feb
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Staff were very friendly and helpful. The room was clean, but the bathroom in 1054 needs

Reviewed on 4 February 2026

Holiday Inn Express Charles Town by IHG
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 AED 434 per night from Feb 17 to Feb 18
AED 434
AED 486 total
17 Feb - 18 Feb
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
Overall good

Reviewed on 5 February 2026

Hampton Inn & Suites Charles Town
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 AED 381 per night from Feb 16 to Feb 17
AED 381
AED 463 total
16 Feb - 17 Feb
includes taxes & fees
8.4/10 Very Good! (536 reviews)
Had an issue with key cards but staff was very helpful in getting us into a room

Reviewed on 30 January 2026

The Inn at Charles Town - Hollywood Casino
See all 877 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.

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

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

Beall Air

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

Beall Air

Frequently asked questions

How do I find cheap flights to Charles Town that have flexible change policies?
It's as easy as can be with Expedia. First, enter your preferred travel dates and press "Search." Next step? Check the "No change fee" box below the "Flexible change policies" heading to the left of your screen. Step 3. Book your flexible and cheap airfare to Charles Town.
Which airlines fly to Charles Town?
Book your seat with any of these popular airlines and get ready for new adventures in Charles Town:

  • American Airlines - 7,098 flights to or near Charles Town each month, including 6,885 flights to Ronald Reagan Washington National Airport (DCA) and 212 to Washington Dulles Intl. Airport (IAD) per month.
  • United Airlines - 6,077 flights to or near Charles Town each month, including 5,270 flights to Washington Dulles Intl. Airport (IAD) and 806 to Ronald Reagan Washington National Airport (DCA) per month.
  • Delta Air Lines - 1,659 flights to or near Charles Town each month, including 1,304 flights to Ronald Reagan Washington National Airport (DCA) and 355 to Washington Dulles Intl. Airport (IAD) per month.

How can I find cheap tickets to Charles Town?
To get your hands on a great deal to Charles Town, book well ahead of time. Also use Expedia's handy "flexible dates" feature above your search results. This will display prices for the days around your travel dates. In the last seven days, was the best price for a flight to Charles Town.
How much is a flight to Charles Town?
If you were journeying one way from (), you could've picked up a low-cost fare for just in the last seven days. Round-trip flights to Charles Town ranged from to during this same period.
What are the most popular airports to fly into in Charles Town?
Get ready to pack your bags and land at one of these top Charles Town airports:

  • Ronald Reagan Washington National Airport (DCA) - 11,147 flights per month.
  • Washington Dulles Intl. Airport (IAD) - 6,388 flights per month.

When is the cheapest time to fly to Charles Town?
If you'd rather spend your vacation savings getting to know Charles Town rather than on flying there, leave early in the week. The most cost-effective day to travel is usually Tuesday, followed by Monday. With many folks traveling on weekends, Saturday typically has the highest ticket prices.
How much is a plane ticket to Charles Town?
In the last seven days, plane tickets to Charles Town cost between and . Prices rise as your travel date nears, so grab a terrific deal today.
What months are the cheapest to book a flight to Charles Town?
A cheap month to book a great deal to Charles Town is February, while prices are at their highest in December. Keep clear of this month if you'd like to save money.
How long is a flight to Charles Town?
Whether or not you'll have time to read one chapter of your book or a few depends on where you're coming from. To give you some idea of what to expect, here are the average flight times for some top domestic routes to Charles Town:

  • Boston, MA (BOS-Logan Intl.) to Ronald Reagan Washington National Airport (DCA) - 1 hour and 44 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Ronald Reagan Washington National Airport (DCA) - 1 hour and 46 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Ronald Reagan Washington National Airport (DCA) - 1 hour and 51 minutes