Charles Town Vacations from $335

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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.
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Save 100% on your flight
Price was $565, price is now $335 per person
$335
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (1,002 reviews)
You pay for parking and thats is a disgrace after paying to enjoy the property the apple 🍎 al mo whatever was very good ,had a 😃 smile on my face. If infrastructures tax money supposed to take care of infrastructures then the 3rd floor room 303 needs its HVAC system looked at on the roof the bed was comfortable the AC WAS great the breakfast was good and I must add every problem i brought to attention was settled so I have no complaints

Reviewed on Nov 10, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was $1,082, price is now $637 per person
$637
per person
Jan 27 - Feb 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)

Harbor free indoor parking

Harbor free indoor parking

4 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $718, price is now $437 per person
$437
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
No reviews

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was $833, price is now $528 per person
$528
per person
Jan 27 - Feb 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.6/10 Excellent! (1,007 reviews)
I really enjoyed my stay at this hotel. It was an easy place to navigate from they had restaurants in a bar on the property. The staff was very kind and I love my room in the space we were in. I would absolutely stay here again.

Reviewed on Nov 11, 2026

Pendry Baltimore

Pendry Baltimore

5 out of 5
Fells Point
Price was $1,013, price is now $663 per person
$663
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (1,001 reviews)

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Stay near popular Charles Town attractions

Jefferson County Courthouse

8.2/10 (30 reviews)
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.
See properties

Charles Town Hotel Deals

The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

3 out of 5
100 Hollywood Dr Charles Town WV
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Nov 30 to Dec 1
$111 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (659 reviews)
"Very limited continental breakfast items; no towel racks in the bathroom"

Reviewed on Nov 11, 2026

The Inn at Charles Town - Hollywood Casino
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
$110 nightly
The price is $124 total per night from Nov 17 to Nov 18
$124 total
Nov 17 - Nov 18
Total with taxes and fees
Holiday Inn Express Charles Town by IHG
Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town

2 out of 5
741 E Washington St Charles Town WV
Fully refundable
$68 nightly
The price is $77 total per night from Dec 6 to Dec 7
$77 total
Dec 6 - Dec 7
Total with taxes and fees
8.6/10 Excellent! (1,008 reviews)
"Clean room nice place to stay n eat close to Charlestown racetrack friendly people"

Reviewed on Nov 9, 2026

Rodeway Inn & Suites Charles Town
See all 915 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.

Find the Best Charles Town Vacation Packages

Things to do in and around Charles Town

Charles Town, West Virginia, offers a perfect blend of adventure and romance for your vacation. Enjoy outdoor activities like motor racing and golfing, or explore the recreational areas. For a memorable experience, consider joining local sports games, day tours, or curated vacation itineraries that showcase the best of what Charles Town has to offer. Whether you're seeking relaxation or excitement, this charming town has something for everyone.

Shopping

For a unique shopping experience in Charles Town, visit K & S Pewter and Maddex Square, both 10 miles away, featuring local crafts and gifts. If you're up for a drive, check out Hill High Country Store, located 12 miles from town, offering a variety of souvenirs and local goods.

Recreation

Sleepy Hollow Country Club offers a luxurious retreat with stunning landscapes, ideal for relaxation and socializing. Locust Hill Golf Course provides an invigorating outdoor experience with its well-maintained greens and vibrant atmosphere. For ultimate wellness, Vivo Day Spa specializes in rejuvenating treatments that promote relaxation and serenity.

Adventure

Experience the thrill of motor racing at Summit Point Motorsports Park, located 7 miles from Charles Town. For family-friendly outdoor fun, head to Watermelon Park Campground, 14 miles away. Finally, immerse yourself in nature on the Evergreen Mills Equestrian and Hiking Trail, 23 miles from the city.

Nightlife

Charles Town offers a vibrant nightlife with options like the Hollywood Casino, where you can try your luck at the tables or enjoy live entertainment. For a more relaxed vibe, visit the local bars downtown, where you can sip on craft cocktails and enjoy occasional live music events.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Charles Town

Charles Town, West Virginia, offers a blend of adventure and romance, making it perfect for outdoor enthusiasts and cultural explorers alike. Visitors can enjoy urban parks, historic sites, and charming historic places that provide family-friendly experiences. Don't miss the excitement of the Charles Town Races for a thrilling day out. Whether you're seeking relaxation or adventure, Charles Town has something to delight every traveler.

  • Harpers Ferry National Historical Park: Immerse yourself in American history at this significant site where the Potomac and Shenandoah rivers meet. Explore beautifully preserved buildings, learn about the Civil War, and enjoy scenic views that showcase the area's cultural heritage.
  • Appalachian Trail Conservancy Headquarters: A must-visit for outdoor enthusiasts, this visitor center offers information on the famous Appalachian Trail. Engage in family-friendly activities, learn about hiking tips, and discover the adventure that awaits along the scenic trails.
  • Shenandoah Lake Beach: Relax and unwind at this lovely beach, perfect for sunbathing and swimming. With its tranquil waters and beautiful surroundings, it's an ideal spot for a family day out or a peaceful retreat by the water.

Best time to go to Charles Town

The best time to visit Charles Town can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Charles Town falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Charles Town falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.6°F (-0.2°C)Light RainMostly SunnyAverageSlightly Low
February34.9°F (1.6°C)Light RainMostly SunnyAverageSlightly Low
March42.6°F (5.9°C)Light RainMostly SunnyAverageAverage
April53.2°F (11.8°C)Light RainMostly SunnySlightly HighAverage
May63.0°F (17.2°C)Light RainMostly SunnyAverageSlightly High
June71.4°F (21.9°C)Light RainMostly SunnyAverageSlightly High
July76.6°F (24.8°C)Light RainMostly SunnySlightly HighAverage
August74.5°F (23.6°C)Light RainMostly SunnyAverageAverage
September67.6°F (19.8°C)Light RainMostly SunnySlightly HighAverage
October56.3°F (13.5°C)Light RainMostly SunnySlightly LowSlightly High
November44.1°F (6.7°C)Light RainMostly SunnySlightly LowAverage
December37.0°F (2.8°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Charles Town

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Charles Town.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

What's included in a Charles Town vacation package?
A Charles Town vacation package lets you combine round-trip flights, hotel stays, and rental cars. Many hotels in the area, such as Home2 Suites by Hilton Charles Town, offer convenient amenities like airport shuttle service to and from Washington, DC (DCA-Ronald Reagan Washington National). You'll also find that many properties, including The Inn at Charles Town - Hollywood Casino, provide free breakfast, which can be a great way to start your day in this urban destination.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Charles Town vacation package?
When you bundle, you can save up to 30%*. To save money on a Charles Town package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Charles Town?
For a romantic Charles Town vacation package, consider a stay at the 4-star Hillbrook Inn. Rated 8.4 out of 10, this property offers a spa and a bar/lounge, with travelers frequently praising the super nice staff and delicious breakfast.

If you're looking for a budget-friendly Charles Town vacation package, the Rodeway Inn & Suites Charles Town, rated 7.7 out of 10, is a solid choice. It includes free breakfast and a restaurant, and travelers often highlight the fantastic location and good water pressure in the rooms.

Families will find a comfortable stay at Home2 Suites by Hilton Charles Town, which is highly rated at 9.5 out of 10. This hotel features an indoor pool, kitchen facilities, and is pet friendly, with travelers noting the overall cleanliness and attentive staff.
Is Charles Town better suited for a beach vacation or a cultural trip?
A Charles Town vacation is primarily suited for cultural and urban trips, with a rich history dating back to the 18th century. You can explore significant historical sites like Harpers Ferry National Historical Park and Antietam National Battlefield, or enjoy performances at the Old Opera House.

The area also offers outdoor activities, with attractions like Shannondale Springs Wildlife Management Area for nature enthusiasts. Your Charles Town vacation package can be customized around these activities.
Is Charles Town a good choice for a family vacation package?
Charles Town is a good choice for family vacation packages, offering a variety of outdoor and recreational activities. Families can explore nature at the Shannondale Springs Wildlife Management Area, about 5 miles from central Charles Town, or enjoy the water at Shenandoah Lake Beach, also about 5 miles away.

The area also features several parks with amenities for all ages, including Evitts Run Park with its playground and basketball court, and Jefferson Memorial Park, which offers playgrounds, walking trails, tennis courts, and a swimming pool. For active kids, the Charles Town Skate Park provides another option.
What are the top things to do in Charles Town?
A Charles Town vacation offers a blend of historical exploration, outdoor adventure, and unique local experiences:

Browse and book things to do in Charles Town on Expedia.
Do you need to rent a car in Charles Town, or is public transport enough?
For a Charles Town vacation package, renting a car is highly recommended for exploring the wider area and its attractions. While the downtown and old town areas are laid out in a grid and are walkable, many key sights are spread out.

Public transit is available via the Eastern Panhandle Transit Authority, with routes connecting to nearby towns like Harpers Ferry. However, a car offers the flexibility to reach destinations such as Harpers Ferry National Historical Park, about 14 miles from central Charles Town, or Summit Point Motorsports Park, about 13 miles away, at your own pace. Travelers booking Charles Town vacation packages with flights will find a rental car beneficial for maximizing their sightseeing.
Are Charles Town vacation package hotels conveniently located?
Charles Town vacation package hotels are generally well-located, with many properties situated close to the city center. Most hotels are about 1 mile from central Charles Town, offering easy access to the area's attractions.

For example, Home2 Suites by Hilton Charles Town, Hampton Inn & Suites Charles Town, and Holiday Inn Express Charles Town by IHG are all about 1 mile from the city center. Hillbrook Inn, a 4-star property, is about 5 miles from central Charles Town, providing a slightly more secluded option. Consider your preferred proximity to downtown activities when choosing your package.
Are there vacation package hotels in Charles Town within walking distance of restaurants and shops?
Charles Town vacation package hotels offer convenient access to the city's central area, where you'll find restaurants and shops. While many hotels are about 1 mile from central Charles Town, the downtown area itself is walkable.

For instance, Home2 Suites by Hilton Charles Town, Hampton Inn & Suites Charles Town, and Holiday Inn Express Charles Town by IHG are all about 1 mile from central Charles Town. From the city center, attractions like the Charles Town Library and the Old Opera House are about a 5-minute walk, indicating a concentration of walkable amenities. You may find a short drive or a longer walk is needed to reach the main dining and shopping areas from your hotel.
Can I change or cancel my Charles Town vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Charles Town vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Charles Town vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Charles Town vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Charles Town?
To find last-minute vacation packages to Charles Town, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Charles Town vacation packages?
Free cancellation on a Charles Town vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Charles Town vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Charles Town getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Charles Town vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.