Charles Town Vacations from $342

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Your Charles Town Vacation

Our vacation packages to Charles Town give you the power to customize your own adventure. Tailor your getaway to your interests and needs and make every moment count in this fabulous city. If a sightseeing tour is part of the program during your trip to Charles Town, stop by leading attractions like Hollywood Casino at Charles Town Races, Charles Town Library and Bolivar Heights Scenic Overlook. Whoever you're traveling with and whether your budget is big or small, your ultimate Charles Town vacation is only clicks away with Expedia.

The Latest Charles Town Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Graham Georgetown

The Graham Georgetown

4 out of 5
Georgetown
Save 100% on your flight
per person
Jun 10 - Jun 13
Roundtrip flight included
Boston (BOS) to Washington (DCA)
8.8/10 Excellent! (1,300 reviews)
Just perfect for dc

Reviewed on Apr 23, 2024

YOTEL Washington DC

YOTEL Washington DC

4 out of 5
Northwest
Save 100% on your flight
per person
Jul 5 - Jul 8
Roundtrip flight included
Boston (BOS) to Washington (DCA)
8.4/10 Very Good! (1,414 reviews)
Very clean. Staff are very thoughtful and helpful.

Reviewed on May 1, 2024

Hamilton Hotel Washington DC

Hamilton Hotel Washington DC

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Jun 10 - Jun 13
Roundtrip flight included
Boston (BOS) to Washington (DCA)
8.6/10 Excellent! (1,449 reviews)
Great location, nice hotel

Reviewed on May 1, 2024

Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
Save 100% on your flight
per person
Jul 5 - Jul 8
Roundtrip flight included
Boston (BOS) to Washington (DCA)
9.2/10 Wonderful! (1,019 reviews)
This property was amazing - the hotel itself, the view, and the proximity to everything was absolutely perfect. We’ll definitely be back to see the difference with the new renovations!

Reviewed on Apr 30, 2024

Glover Park - Georgetown

Glover Park - Georgetown

4 out of 5
Northwest
Save 100% on your flight
per person
Jul 5 - Jul 10
Roundtrip flight included
Dallas (DFW) to Washington (DCA)
8.8/10 Excellent! (1,952 reviews)
I stayed for 3 days, never had housekeeping come. I asked for towel, the man had an attitude with me. Otherwise the place was great. I always tip housekeeping, not this time

Reviewed on Apr 24, 2024

Charles Town Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Hagerstown Regional Airport (HGR)
Population
5,900
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Bolivar Heights Scenic Overlook, Shepherdstown Museum and Old Opera House

Charles Town Hotel Deals

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 $110 per night from May 6 to May 7
$110
$134 total
includes taxes & fees
May 6 - May 7
8.4/10 Very Good! (320 reviews)
"Check in was fast, breakfast had plenty of choices. I found the bed to be too soft and I was put off by an unknown amenities fee at checkout"

Reviewed on Apr 24, 2024

The Inn at Charles Town
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 $68 per night from May 6 to May 7
$68
$76 total
includes taxes & fees
May 6 - May 7
8.6/10 Excellent! (785 reviews)
"We stayed 4 nights. Enough parking. Bed comfy. Breakfast ok but same everyday. Room was non smoking but still had little smoke smell. Room was straightened after first night but after second night they never made bed so we put do not disturb for third and finished stay on fourth. Overall location ..."

Reviewed on May 1, 2024

Rodeway Inn & Suites - Charles Town, WV
Home2 Suites by Hilton Charles Town
Home2 Suites by Hilton Charles Town
3 out of 5
70 Jefferson Crossing Way, Charles Town, WV
Fully refundableReserve now, pay when you stay
The price is $152 per night from May 19 to May 20
$152
$170 total
includes taxes & fees
May 19 - May 20
9.6/10 Exceptional! (612 reviews)
"The staff were all super-friendly. Our room was fantastic. the whole stay was exactly what we needed. we will be back!!!!"

Reviewed on Apr 22, 2024

Home2 Suites by Hilton Charles Town
See all 775 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.

Explore other types of vacation packages

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Frequently asked questions

How much does a Charles Town vacation package cost?
Tailor make your Charles Town package from as low as $342. Pick from any combination of hotels, flights and rental cars to build the escape you’ve long been dreaming about. Remember to add on some tours and experiences!
How do I get a cheap travel package to Charles Town?
Bundle your bookings with Expedia to save big on your next big adventure. With more than 550 air carriers and 1,000,000 hotel options globally, your Charles Town vacation package can be customized exactly to suit your budget. With all that extra cash, why not add a few awesome tours and activities? It’s an easy way to unlock even more discounts. That dream vacation to Charles Town is much closer than you thought!
Where should I stay in Charles Town?
With interesting attractions like Hollywood Casino at Charles Town Races and Sleepy Hollow Country Club in this area, try to find a hotel situated near either one. Charles Town Library is another Charles Town sight that visitors flock to.
What are the top hotels in Charles Town?
If this will be your first time in Charles Town, book a room at The Pick Me Upper In Dt Charles Town Near Harpers Ferry or Cozy Cute Cottage With Amazing Farm Views Near Harpers Ferry. Both offer comfy beds and are top options with many travelers.
How far in advance should I book my Charles Town vacation?
It can be difficult to know exactly when is the perfect time to book your Charles Town vacation. But typically the earlier you book, the more affordable the prices. In some cases, you can book your flights and hotels up to 12 months prior to your departure date. If you’re eager to escape on a last-minute getaway, no need to stress! There are fabulous bargains featured on Expedia every day.
What does an Expedia Charles Town travel package include?
Flights, car rentals and hotels — we bring you the very best deals. All you’ll have to do is decide on your favorite combination. Once you’ve made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it simple to put together an amazing Charles Town vacation.
What should I know before booking a Charles Town travel package?
Whether it’s relaxation or adventure you’re chasing, a Charles Town vacation package lets you organize your escape your way. Plus, you’ll score great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you’ll save!
Can I choose my airline with a Charles Town Expedia vacation package?
With a vacation package, you’re in charge. Whether you’re eager to fly to Charles Town in economy or first class, simply select from the available airline options. Expedia has access to over 550 partner airlines across the world.
If I'm not able to travel, can I cancel my Charles Town vacation package?
Don’t stress if you’re rethinking your Charles Town vacation package — it’s possible to cancel or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We totally get that life can sometimes throw a spanner in the works, so head to our Customer Service Portal if that happens. When you’re ready to make changes, we’ll be here to help.

Discover the most popular places to visit in Charles Town

Image for Hollywood Casino at Charles Town Races

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
Image for Sleepy Hollow Country Club

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
Image for Charles Town Library

Charles Town Library

3.5/5(3 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.

Charles Town Library

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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.