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.
Omni Shoreham Hotel
Northwest
Price was CA $923, price is now CA $729 per person
CA $729
per person
May 8 - May 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
8.8/10 Excellent! (2,220 reviews)
Unfortunately, my bathroom was dirty. There was no hand soap, and there was hair everywhere--behind the door, in front of the toilet, in front of the tub, etc. I had already unpacked for a 2 week stay in town, or I'd have moved. The hotel did call and offer to clean for me and to move me. I declined again, I had too much to repack.
Reviewed on Mar 18, 2026
Eurostars Saint Gregory Dupont Circle Georgetown
Downtown Washington D.C.
Price was CA $1,329, price is now CA $874 per person
CA $874
per person
May 30 - Jun 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
8.6/10 Excellent! (1,008 reviews)
Cleaning staff amazing
Reviewed on Mar 20, 2026
Placemakr Buzzard Point
Southwest
Price was CA $1,497, price is now CA $1,129 per person
CA $1,129
per person
May 8 - May 11
found 7 hours ago
Roundtrip flight included
Montreal (YUL) to Washington (DCA)
9.2/10 Wonderful! (157 reviews)
I loved my stay there. The staff was so nice and helpful. I would definitely stay again.
Reviewed on Mar 5, 2026
The Jefferson, Washington, DC
Downtown Washington D.C.
Price was CA $2,324, price is now CA $1,770 per person
CA $1,770
per person
May 30 - Jun 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
9.8/10 Exceptional! (1,000 reviews)
Very friendly and professional staff
Reviewed on Mar 18, 2026
Charles Town Hotel Deals
Holiday Inn Express Charles Town by IHG
681 Flowing Springs Rd Charles Town WV
Fully refundable
The price is CA $141 per night from Mar 26 to Mar 27
CA $141
CA $160 total
Mar 26 - Mar 27
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
Clean room
Reviewed on Mar 22, 2026
The Inn at Charles Town - Hollywood Casino
100 Hollywood Dr Charles Town WV
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Mar 25 to Mar 26
CA $165
CA $198 total
Mar 25 - Mar 26
includes taxes & fees
8.6/10 Excellent! (549 reviews)
Clean, little out dated but a great place to stay. Staff were so friendly. Perfect for if you are spending any time at the casino especially with the shuttle that runs.
Reviewed on Mar 16, 2026
Home2 Suites by Hilton Charles Town
70 Jefferson Crossing Way Charles Town WV
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Mar 30 to Mar 31
CA $179
CA $200 total
Mar 30 - Mar 31
includes taxes & fees
9.6/10 Exceptional! (833 reviews)
Jaden was welcoming and professional
Reviewed on Mar 17, 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.
What to do in Charles Town
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
