Charles Town Vacation Packages
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Your Charles Town Vacation
The adventure-packed city of Charles Town is calling. Discover all its secrets with a Charles Town vacation 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 vacation is just a few clicks away with Expedia.
Top Charles Town Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Kellogg Conference Hotel at Gallaudet University
Northeast
CA $603
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.4/10 Very good! (1,006 reviews)
Our stay was good. Didn't expect the hold fee. The highlight was the infused water!!!! Soooo refreshing coming in from DC heat.
Reviewed on Aug 12, 2026
Ready to book your vacation to Charles Town?
Charles Town Hotel Deals
Holiday Inn Express Charles Town by IHG
681 Flowing Springs Rd Charles Town WV
Fully refundable
CA $183
CA $206 total
Aug 24 - Aug 25
includes taxes & fees
The Inn at Charles Town - Hollywood Casino
100 Hollywood Dr Charles Town WV
Fully refundableReserve now, pay when you stay
CA $138
CA $169 total
Sep 8 - Sep 9
includes taxes & fees
8.6/10 Excellent! (606 reviews)
"No non smoking area in the casino 😔😔"
Reviewed on Aug 13, 2026
Rodeway Inn & Suites Charles Town
741 E Washington St Charles Town WV
Fully refundable
CA $101
CA $114 total
Sep 3 - Sep 4
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"Room was clean, staff friendly. Breakfast awful. Ice machine and fridge not working."
Reviewed on Aug 12, 2026
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.
Stay near popular Charles Town attractions
Jefferson County Courthouse
8.2/10 (30 reviews)
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.
Charles Town Library
7.8/10 (36 reviews)
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.
Old Opera House
8.2/10 (27 reviews)
Get tickets for a show at Old Opera House, a theater with a story to tell in Charles Town. While in this family-friendly area, find time to visit its casinos.
Locust Hill Golf Course
8.0/10 (21 reviews)
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.
Zion Episcopal Church Cemetery
8.8/10 (25 reviews)
Step back in time and learn more about local history with a stop at Zion Episcopal Church Cemetery in Charles Town. While you're in the area, find time to visit its casinos.
Gibson-Todd House
8.2/10 (16 reviews)
You can find out about the history of Charles Town with a visit to Gibson-Todd House. While in this family-friendly area, find time to visit its casinos.
Beall Air
7.6/10 (14 reviews)
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.
What to do in Charles Town
Frequently asked questions
How much does a Charles Town vacation package cost?
Offering excellent value package deals from CA $603 on Expedia, you'll be surprised at how little a vacation to Charles Town costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Charles Town?
December, January and February are great times to search for cheap Charles Town vacation packages. Travelling in less busy periods means you'll typically find lower prices on flights and accommodations.
How many days is enough for Charles Town?
Typically, a handful of days is enough to see the main sights during your Charles Town vacation. However, if you'd like to have some time to unwind or take day trips, consider extending your itinerary.
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 busy. Whether you're travelling 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?
Bagging a cheap Charles Town package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Charles Town package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
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 tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Charles Town?
If you have your Charles Town travel dates locked in, book as soon as you can to score some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Charles Town?
- Choose when to get away: Check your calendar and pack your bags. Your favourite time of year and the type of activities available will also help you decide when to visit Charles Town.
- Figure out your budget: Make sure you have enough money to pay for everything from transportation and food to experiences and flights. Your hotel will probably be the largest expense during your trip to Charles Town.
- Decide how long to go for: Now that you're more familiar with Charles Town, you can work out the right length of your vacation. Create a rough plan and give yourself enough time for all the things you want to do.
- Bundle your airfare and accommodations: After you've nailed down your travel dates and duration, lock in the ideal Charles Town vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
