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 NT$2,970 per night from Sep 1 to Sep 2
NT$2,970
NT$3,356 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Clean, great breakfast. It’s right off the highway so convenient to get to places and they offer a free shuttle to any place within 2 Miles."

Reviewed on 2025/8/10

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 NT$1,922 per night from Aug 31 to Sep 1
NT$1,922
NT$2,172 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Comfy bed"

Reviewed on 2025/8/15

Days Inn by Wyndham Charles Town/Harpers Ferry
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 NT$3,799 per night from Aug 24 to Aug 25
NT$3,799
NT$4,255 total
Aug 24 - Aug 25
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Coffee"

Reviewed on 2025/8/13

Hampton Inn & Suites Charles Town
See all 866 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

Hollywood Casino at Charles Town Races

4/5(232 reviews)

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

Hollywood Casino at Charles Town Races

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

Locust Hill Golf Course

Enjoy a round of golf in Charles Town at Locust Hill Golf Course. While you're in the area, find time to visit its casinos.

Locust Hill Golf Course

Frequently asked questions

How much does a Charles Town vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Charles Town costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Charles Town?
You can generally find lower rates and better availability in December, January and February. Explore our cheap Charles Town vacation packages and you could land some great off-season discounts.
How many days is enough for Charles Town?
The ideal length for your Charles Town vacation depends on what you'd like to see. Usually, a few days to a week will give you time to visit all the top attractions and explore some hidden spots along the way.
Is it worth booking a vacation package to Charles Town?
Charles Town is a good vacation destination with attractions like Hollywood Casino at Charles Town Races among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Charles Town vacation promises fun for everyone.
How to find the best Charles Town package deals?
Use Expedia's filter tool to find some tempting Charles Town package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Charles Town package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Charles Town vacation as a package?
You can enjoy significant savings on your next Charles Town break by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Charles Town?
If you're planning an impromptu Charles Town trip, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Charles Town?

  1. Pick your dates: What you plan to do in Charles Town and your preferred season will help you decide when to get away.
  2. Budget wisely: In addition to the price of your accommodations, you'll need to factor in other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected costs that could crop up during your trip to Charles Town.
  3. Decide how long to go for: Now that you know more about Charles Town, you can figure out the ideal length of your break. Put together a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Charles Town vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.