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
Price was CA $664, price is now CA $467 per person
CA $467
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (WAS)
8/10 Very Good! (1,007 reviews)
You have to pay for the parking even though the parking lot empty and there are not many cars

Reviewed on Aug. 26, 2025

Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Northwest
Price was CA $2,522, price is now CA $1,625 per person
CA $1,625
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Washington (WAS)
9.2/10 Wonderful! (187 reviews)
Enjoyed my stay here. Our room was spacious. The staff were friendly. A lovely staff member named Abrehet was most especially helpful, and accommodating! Will be back.

Reviewed on Jul. 8, 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Price was CA $1,194, price is now CA $771 per person
CA $771
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (WAS)
9.8/10 Exceptional! (39 reviews)
The staff is extremely friend, adn the foods in the restaurant are wonderful

Reviewed on Aug. 26, 2025

The St. Gregory Hotel

The St. Gregory Hotel

4 out of 5
Downtown Washington D.C.
Price was CA $1,044, price is now CA $682 per person
CA $682
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (WAS)
8.6/10 Excellent! (1,006 reviews)
Good location, friendly staff, great breakfast, clean and quiet rooms, best sleep in a week

Reviewed on Aug. 12, 2025

Hampton Inn & Suites Baltimore Inner Harbor

Hampton Inn & Suites Baltimore Inner Harbor

2.5 out of 5
Downtown Baltimore
Price was CA $1,093, price is now CA $767 per person
CA $767
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Baltimore (BWI)
8.6/10 Excellent! (1,003 reviews)
The room was spacious, staff was friendly, nice breakfast selection and service.

Reviewed on Aug. 26, 2025

Ready to book your vacation to Charles Town?

 

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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 CA $147 per night from Sep 2 to Sep 3
CA $147
CA $167 total
Sep 2 - Sep 3
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Need to update some especially shower ro highto step out"

Reviewed on Aug. 24, 2025

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 CA $88 per night from Sep 2 to Sep 3
CA $88
CA $100 total
Sep 2 - Sep 3
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"all our visits here have been good"

Reviewed on Aug. 23, 2025

Days Inn by Wyndham Charles Town/Harpers Ferry
Rodeway Inn & Suites - Charles Town, WV

Rodeway Inn & Suites - Charles Town, WV

2 out of 5
741 E Washington St, Charles Town, WV
Fully refundableReserve now, pay when you stay
The price is CA $102 per night from Sep 28 to Sep 29
CA $102
CA $115 total
Sep 28 - Sep 29
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"The room was very clean. It felt a little dark even with the lights on but outside of that we had no complaints"

Reviewed on Aug. 21, 2025

Rodeway Inn & Suites - Charles Town, WV
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.
All Inclusive Vacations
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What to do in Charles Town

Harpers Ferry Tour

Harpers Ferry Tour

CA $178
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 $467 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.