Jefferson County Vacations & Trips

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    Save up to ₩234,741 when you book a flight and hotel together*

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Top destinations in Jefferson County

Country road
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Summit Point

Summit Point

Jefferson County 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
The price is ₩148,816 per night from Feb 22 to Feb 23
₩148,816
₩168,162 total
Feb 22 - Feb 23
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
No complaints

Reviewed on Feb 17, 2026

Holiday Inn Express Charles Town by IHG
Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town

2.5 out of 5
157 Pimlico Dr Charles Town WV
Fully refundableReserve now, pay when you stay
The price is ₩176,435 per night from Feb 24 to Feb 25
₩176,435
₩197,607 total
Feb 24 - Feb 25
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
Good! Pool a little crowded

Reviewed on Feb 16, 2026

Hampton Inn & Suites Charles Town
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
The price is ₩155,944 per night from Feb 23 to Feb 24
₩155,944
₩189,100 total
Feb 23 - Feb 24
includes taxes & fees
8.6/10 Excellent! (539 reviews)
Staff good, pretty clean but dated and overpriced. Convenient.

Reviewed on Feb 14, 2026

The Inn at Charles Town - Hollywood Casino
See all 1,268 properties in Jefferson County
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.

Frequently asked questions

How much does a Jefferson County vacation package cost?
The most affordable Jefferson County package is , so your dream vacation can become a reality — without the high price tag. Bundle flights, hotels, car rentals and more to tailor make a package that matches your traveling style.
How do I get a cheap travel package to Jefferson County?
Bundling your hotel and flight with Expedia won't just save you time — it'll save you cash too. A Jefferson County vacation package makes it a breeze to put together your dream adventure. With more than 550 airlines around the world to choose from, finding flights that suit your schedule won't be a problem. Not only that, we've got over 1,000,000 properties globally to select from. Now that's what we call choice. No matter who you are, Expedia puts more of the world within your reach.
What are the top hotels in Jefferson County?
When it comes to properties in Harpers Ferry, Clarion Inn Harpers Ferry - Charles Town and Holiday Inn Express Charles Town, an IHG Hotel are two fantastic options. If you're considering heading to Shepherdstown, Super 8 by Wyndham Hagerstown/Halfway Area and Country Inn & Suites by Radisson, Hagerstown, MD will make you feel at home.
How far in advance should I book my Jefferson County vacation?
Reward yourself with the biggest variety and the lowest prices by booking your Jefferson County vacation nice and early. Air carriers tend to sell flight tickets around 12 months before departure, so reserve your spot as soon as possible. That being said, Expedia is dedicated to providing you with the best deals around, so it's always a good time to book your dream vacation!
What does an Expedia Jefferson County travel package include?
From hotels and flights to rental cars, Expedia can help you shape a Jefferson County package that suits you. Vacationing for a few weeks? Check out a hotel, rental car and flight bundle. If your break is short, a flight and hotel deal could suit you better. Tours and activities can be added after you've booked. Our travel packages make it a breeze to plan and save.
What should I know before booking a Jefferson County travel package?
Booking all the parts of your vacation together is a simple way to save. Combine your airfares, rental cars and hotels into one little package. But hotels aren't your only option. Expedia offers all sorts of properties, including vacation rentals like beachfront villas and spacious residences. The list goes on!
Can I choose my airline with a Jefferson County Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you certainly can. Simply select the carrier that suits you and craft the perfect Jefferson County vacation.
If I'm not able to travel, can I cancel my Jefferson County vacation package?
If your travel plans in Jefferson County have been upended, it's a relief to know that it is possible to cancel or amend your booking. If your booking was made within the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a cancellation fee. To find out more, check our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.