Charles Town Vacations from $340

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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.

The Latest Charles Town vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Save 100% on your flight
Price was $548, price is now $340 per person
$340
per person
Dec 16 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
8/10 Very Good! (1,015 reviews)
Very pleasant stay. Not memorable for any positives or negatives.

Reviewed on Oct 1, 2025

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Save 100% on your flight
Price was $785, price is now $359 per person
$359
per person
Dec 16 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
9.4/10 Exceptional! (1,010 reviews)
The property was beautiful. The staff was amazing and the area is so easy to get around plenty of dining and entertainment options.

Reviewed on Oct 2, 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
Price was $608, price is now $346 per person
$346
per person
Dec 5 - Dec 10
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.2/10 Very Good! (1,002 reviews)
This was a great option with the hotel on the college campus for convenience to visit with grandkids but also walking distance for great restaurants. Very clean, friendly and accommodating staff. Highly recommend it.

Reviewed on Sep 11, 2025

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $806, price is now $461 per person
$461
per person
Dec 16 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
9/10 Wonderful! (1,044 reviews)
The hotel and staff are were very nice. Sofitel needs to staff their valet parking better and turn down the air conditioning in the breakfast cafe. Otherwise a wonderful place, great room.

Reviewed on Sep 30, 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,083, price is now $630 per person
$630
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
9.8/10 Exceptional! (55 reviews)
Details. This place had high end features.

Reviewed on Sep 12, 2025

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Discover the most popular places to visit in Charles Town

Hollywood Casino at Charles Town Races

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

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

Jefferson County Courthouse

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.

Jefferson County Courthouse

What to do in Charles Town

Harpers Ferry Tour

Harpers Ferry Tour

$129
per traveler
Harpers Ferry Tour
See all activities in Charles Town

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
$111 nightly
The price is $125 total per night from Oct 28 to Oct 29
$125 total
Oct 28 - Oct 29
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
"Hotel was located nice. Check in staff pleasant. Parking good."

Reviewed on Oct 1, 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
$62 nightly
The price is $70 total per night from Oct 26 to Oct 27
$70 total
Oct 26 - Oct 27
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
"Nice big room. Convenient location. Fair breakfast. Good amenities."

Reviewed on Sep 21, 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
$69 nightly
The price is $78 total per night from Oct 5 to Oct 6
$78 total
Oct 5 - Oct 6
Total with taxes and fees
8.6/10 Excellent! (1,027 reviews)
"It is a very good place to stay"

Reviewed on Sep 30, 2025

Rodeway Inn & Suites - Charles Town, WV
See all 882 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.

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

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Frequently asked questions

How much does a Charles Town vacation package cost?
Offering great value package deals from $340 on Expedia, you'll be thrilled with how little a vacation to Charles Town costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Charles Town?
You can usually find reduced prices and greater availability in November, December and January. Browse our cheap Charles Town vacation packages and you could get some great off-season discounts.
How many days is enough for Charles Town?
The ideal length of your Charles Town vacation depends on what you'd like to do and see. Usually, a few days to a week will give you enough time to tick off all the leading sights and explore some hidden gems along the way.
Is it worth booking a vacation package to Charles Town?
Charles Town offers everything you need for an unforgettable trip. Get your Charles Town vacation off to a flying start by exploring popular attractions like Charles Town Library.
How to find the best Charles Town package deals?
Use Expedia's filter tool to find some tempting Charles Town package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Charles Town package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
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 customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Charles Town?
If you're planning an impromptu Charles Town trip, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Charles Town?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Charles Town.
  2. Set your budget: Consider expenses like flights, meals and transportation when calculating how much to put aside for your trip to Charles Town. Then, pick a property that fits your budget, whether that's an economical stay or a high-end getaway.
  3. Use our trip planning tool to discover Charles Town: Research every part of your trip to Charles Town with this handy planner. Invite family or friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide your trip length: Think about how much time you'd like to spend discovering Charles Town. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  5. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Charles Town vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Take a look at our travel guide to find some awesome things to do in Charles Town. Book tickets or make reservations before you go to save time and skip the hassle of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Charles Town vacation packages?
Set off on your perfect trip to Charles Town with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until the next payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stick to your budget and snap up bargains before they disappear.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.