How much does a Charles Town vacation package cost?

Offering great value package deals from $162 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?

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. 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. 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. 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. 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. 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.

Charles Town Vacation Packages 2025/2026 from $278

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

Northeast

Save 100% on your flight

per person

Sep 25 - Sep 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (WAS)

8/10 Very Good! (968 reviews)

I stay here annually and will stay here every year in the future.

Reviewed on Aug 15, 2025

The St. Gregory Hotel

Downtown Washington D.C.

Save 100% on your flight

per person

Oct 2 - Oct 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (WAS)

8.6/10 Excellent! (1,005 reviews)

Good location, friendly staff, great breakfast, clean and quiet rooms, best sleep in a week

Reviewed on Aug 12, 2025

DoubleTree by Hilton Hotel Laurel

West Laurel

Save 100% on your flight

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8.2/10 Very Good! (1,000 reviews)

This is definitely not four stars facility. More like two and half. Our stay for one night was ok. Sheets were clean. Fridge was missing in the cabinet in our room.

Reviewed on Aug 14, 2025

Kellogg Conference Hotel at Gallaudet University

Northeast

Save 100% on your flight

per person

Oct 9 - Oct 14

found 2 hours ago

Roundtrip flight included

Atlanta (ATL) to Washington (WAS)

8.2/10 Very Good! (1,001 reviews)

Beautiful facility inside Galludet University. Allowable price and free parking in the middle of Washington DC. Thoroughly enjoyed my stay. The room was large and had many amenities. My stay was quiet and peaceful. I will definitely be back!

Reviewed on Jul 21, 2025

InterContinental Washington D.C. - The Wharf by IHG

The Wharf

Save 100% on your flight

per person

Oct 2 - Oct 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (WAS)

9.4/10 Exceptional! (1,012 reviews)

Fantastic staff! Michelle at check in was absolutely pleasant. We were awed at the room cleanliness and spacious. The pool was perfect. Quiet at night and bed very comfortable. Worth every penny!

Reviewed on Aug 17, 2025

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Charles Town Hotel Deals

Holiday Inn Express Charles Town by IHG

681 Flowing Springs Rd, Charles Town, WV

Fully refundable

$99 nightly

$112 total

Sep 1 - Sep 2

Total includes taxes and fees

9.2/10 Wonderful! (1,001 reviews)

"Clean, great breakfast. It’s right off the highway so convenient to get to places and they offer a free shuttle to any place within 2 Miles."

Reviewed on Aug 10, 2025

Days Inn by Wyndham Charles Town/Harpers Ferry

642 E Washington Street, Charles Town, WV

Fully refundableReserve now, pay when you stay

$64 nightly

$72 total

Aug 31 - Sep 1

Total includes taxes and fees

8/10 Very Good! (1,003 reviews)

"Comfy bed"

Reviewed on Aug 15, 2025

Hampton Inn & Suites Charles Town

157 Pimlico Dr, Charles Town, WV

Fully refundableReserve now, pay when you stay

$127 nightly

$142 total

Aug 24 - Aug 25

Total includes taxes and fees

9.4/10 Exceptional! (1,002 reviews)

"Coffee"

Reviewed on Aug 13, 2025

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.

Things to do in and around Charles Town

Charles Town, West Virginia, is perfect for romantic getaways and adventurous city-themed vacations. Enjoy a variety of activities including motor racing, exploring recreational areas, and shopping at local centers. Don't miss out on exciting sports games, guided vacation tours, and unique day tours that showcase the best of the area. Create unforgettable memories with a well-planned itinerary full of fun and engaging experiences.

Shopping

For unique gifts, visit K & S Pewter, located 10 miles away, or explore Maddex Square, a shopping center also 10 miles from Charles Town, offering a family-friendly atmosphere. If you're up for a drive, check out Hill High Country Store, situated 12 miles away for more local finds.

Recreation

At Sleepy Hollow Country Club, enjoy luxurious amenities and serene surroundings for a rejuvenating retreat. Locust Hill Golf Course offers invigorating outdoor sports amidst beautiful landscapes. Experience culture and entertainment at the Old Opera House, perfect for a romantic night out with family or friends.

Adventure

At Summit Point Motorsports Park, you can experience the thrill of motor racing only 7 miles from Charles Town, perfect for adrenaline seekers. Watermelon Park Campground, located 14 miles away, offers a family-friendly outdoor adventure. For scenic hiking, explore the Evergreen Mills Equestrian and Hiking Trail, 23 miles from town.

Nightlife

In Charles Town, West Virginia, enjoy the vibrant nightlife at local hotspots like the Hollywood Casino, where you can try your luck at the tables or catch live entertainment. Explore cozy bars and restaurants downtown for a laid-back atmosphere, offering great food and drinks to unwind after a day of sightseeing.

*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, is an ideal destination for romantic getaways and adventure vacations. Visitors can explore urban parks, historic sites, and charming historic places that reflect the area's rich culture. Outdoor enthusiasts and families will find plenty to enjoy, including the popular Charles Town Races. Whether you're seeking a city-themed experience or a taste of local history, Charles Town offers diverse attractions for every traveler.

Harpers Ferry National Historical Park: Explore the rich history of Harpers Ferry at this stunning park, where the Potomac and Shenandoah rivers converge. Walk through preserved historic buildings, learn about the town's role in the Civil War, and enjoy breathtaking views from the heights of Maryland Heights.
Appalachian Trail Conservancy Headquarters: Discover the heart of outdoor adventure at the Appalachian Trail Conservancy Headquarters. Engage in family-friendly activities, learn about the famous trail, and plan your hiking excursions while soaking in the spirit of the great outdoors.
Shenandoah Lake Beach: Relax and unwind at Shenandoah Lake Beach. Enjoy sunbathing, swimming, and picnicking by the tranquil waters, all while surrounded by picturesque natural beauty—perfect for a day of leisure.

Best time to go to Charles Town

The best time to visit Charles Town is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	31.6°F (-0.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	34.9°F (1.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	42.6°F (5.9°C)	Light Rain	Mostly Sunny	Average	Average
April	53.2°F (11.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	63.0°F (17.2°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	71.4°F (21.9°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	76.6°F (24.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	74.5°F (23.6°C)	Light Rain	Mostly Sunny	Average	Average
September	67.6°F (19.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	56.3°F (13.5°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
November	44.1°F (6.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	37.0°F (2.8°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

Tips to save on your trip to Charles Town

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Charles Town.
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.