Charles Town Vacations

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Find the Best Charles Town Vacation Packages

Charles Town Hotel Deals

Holiday Inn Express Charles Town, an IHG Hotel
Holiday Inn Express Charles Town, an IHG Hotel
2.5 out of 5
681 Flowing Springs Rd, Charles Town, WV
Fully refundable
The price is AED 367 per night from Mar 16 to Mar 17
AED 367
AED 415 total
includes taxes & fees
16 Mar - 17 Mar
9.2/10 Wonderful! (1,006 reviews)
"I got a double queen bed accessible room and it was perfect for my mother and I. My mother is 88 and in a wheelchair. We only stayed a day and a night we were there to see Dean Z. It was perfect and the breakfast the next morning was awesome"

Reviewed on 2 March 2025

Holiday Inn Express Charles Town, an IHG Hotel
The Inn at Charles Town
The Inn at Charles Town
3 out of 5
100 Hollywood Dr, Charles Town, WV
Fully refundableReserve now, pay when you stay
The price is AED 397 per night from Mar 5 to Mar 6
AED 397
AED 481 total
includes taxes & fees
5 Mar - 6 Mar
8.4/10 Very Good! (440 reviews)
"it was great loved it"

Reviewed on 19 February 2025

The Inn at Charles Town
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 AED 242 per night from Mar 9 to Mar 10
AED 242
AED 273 total
includes taxes & fees
9 Mar - 10 Mar
8/10 Very Good! (1,001 reviews)
"The front desk people was very kind.and welcoming."

Reviewed on 14 February 2025

Days Inn by Wyndham Charles Town/Harpers Ferry
See all 801 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.

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 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.

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

Jefferson County Courthouse

4/5(1 review)

After visiting Jefferson County Courthouse, 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.

Jefferson County Courthouse

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