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.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8/10 Very Good! (848 reviews)
I was there overnight, so It was a quick stay. I loved the cleanliness, the breakfast, the staff, and the beauty of the suite.

Reviewed on Jul. 25, 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
10/10 Exceptional! (12 reviews)
Staff extremely friendly and welcoming Rooms very clean

Reviewed on Jul. 16, 2025

The St. Gregory Hotel

The St. Gregory Hotel

4 out of 5
Downtown Washington D.C.
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8.6/10 Excellent! (1,007 reviews)
Nice staff, good location, large well-appointed room. Power outage immediately before our stay meant that the hotel was warm from lack of AC when we checked in. But they had mimosa's and pastries in the lobby to make up for it! There was also a shortage of clean towels and linens due to power outage. Overall, I'd stay there again.

Reviewed on Jul. 23, 2025

Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
per person
Oct 16 - Oct 20
found 15 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Washington (WAS)
8.4/10 Very Good! (451 reviews)
Great walkable location! In the heart of the harbor and very close to MGM. Friendly and accommodating staff

Reviewed on Jul. 4, 2025

The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8.8/10 Excellent! (1,800 reviews)
Expedia did not mention an extra $30/day “historic hotel fee”. The property is nice, even if a little bit “tired”. Staff was excellent - from front desk to housekeeping. We really enjoyed our stay!!

Reviewed on Jul. 21, 2025

Ready to book your vacation to Charles Town?

 

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Charles Town Hotel Deals

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 CA $92 per night from Jul 27 to Jul 28
CA $92
CA $104 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (1,006 reviews)
"Nice, quiet, clean place to stay without blowing up your budget."

Reviewed on Jul. 16, 2025

Days Inn by Wyndham Charles Town/Harpers Ferry
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 CA $157 per night from Jul 29 to Jul 30
CA $157
CA $177 total
Jul 29 - Jul 30
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Very nice room great pool good shuttle service"

Reviewed on Jul. 14, 2025

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 CA $173 per night from Aug 10 to Aug 11
CA $173
CA $194 total
Aug 10 - Aug 11
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
"The room is good, staff is very nice, the location is good."

Reviewed on Jul. 20, 2025

Hampton Inn & Suites Charles Town
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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What to do in Charles Town

Harpers Ferry Tour

Harpers Ferry Tour

CA $176
per traveller
Harpers Ferry Tour
See all activities in Charles Town

Frequently asked questions

How much does a Charles Town vacation package cost?
Offering excellent value package deals from CA $486 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.