Jefferson County Holidays

Photo by Aleks Slijepcevic

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Top destinations in Jefferson County

FlightsFlightsHotelsHotels

Summit Point

Summit Point

Top hotels in Jefferson County

Home2 Suites by Hilton Charles Town

Home2 Suites by Hilton Charles Town

3 out of 5
70 Jefferson Crossing Way Charles Town WV
The price is S$211 per night from 20 Jan to 21 Jan
S$211
20 Jan - 21 Jan
includes taxes & fees
9.6/10 Exceptional! (814 reviews)
Room configuration was fantastic! This was our first stay at a Home2Suite and we are already planning anither trip! The complimentary coffee and water bottles were appreciated also and the breakfast was a great selection. a grew

Reviewed on 4 Jan, 2026

Home2 Suites by Hilton Charles Town
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 S$164 per night from 20 Jan to 21 Jan
S$164
20 Jan - 21 Jan
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
All the above They also had a shuttle to the casino

Reviewed on 6 Jan, 2026

Hampton Inn & Suites Charles Town
Quality Inn Shepherdstown

Quality Inn Shepherdstown

2.5 out of 5
70 Maddex Square Dr Shepherdstown WV
Fully refundable
The price is S$102 per night from 25 Jan to 26 Jan
S$102
25 Jan - 26 Jan
includes taxes & fees
7.8/10 Good! (209 reviews)
Nice hotel in great condition, for a reasonable price. Staff has been excellent!

Reviewed on 23 Dec, 2025

Quality Inn Shepherdstown
See all 1,247 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 holiday package cost?
The most affordable Jefferson County package is , so your dream holiday can become a reality — without the high price tag. Bundle flights, hotels, car rentals and more to tailor make a package that matches your travelling 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 holiday 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 holiday?
Reward yourself with the biggest variety and the lowest prices by booking your Jefferson County holiday 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 holiday!
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. Holidaying 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 holiday 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 holiday rentals like beachfront villas and spacious residences. The list goes on!
Can I choose my airline with a Jefferson County Expedia holiday 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 holiday.
If I'm not able to travel, can I cancel my Jefferson County holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.