Shepherdstown Vacations

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Find the Best Shepherdstown Vacation Packages

Shepherdstown Hotel Deals

Quality Inn Shepherdstown
Quality Inn Shepherdstown
2.5 out of 5
70 Maddex Square Dr, Shepherdstown, WV
Fully refundable
The price is ₩102,746 per night from Jul 6 to Jul 7
₩102,746
₩115,076 total
Jul 6 - Jul 7
includes taxes & fees
7.6/10 Good! (137 reviews)
Did the job
"The manager went out of his way to make us feel welcome. Room was fine and breakfast spartan but serviceable."

Reviewed on Jun 14, 2025

Quality Inn Shepherdstown
Country Inn & Suites by Radisson, Frederick, MD
Country Inn & Suites by Radisson, Frederick, MD
3 out of 5
5579 Spectrum Dr, Frederick, MD
Fully refundableReserve now, pay when you stay
The price is ₩106,791 per night from Jul 2 to Jul 3
₩106,791
₩118,538 total
Jul 2 - Jul 3
includes taxes & fees
8.2/10 Very Good! (1,023 reviews)
"The only negative is that I had arrived quite late due to flight delays. When I finally arrived around 1 AM the main door was locked, and the doorbell was not working. I called the front desk repeatedly, could hear it ringing on the other side of the door, but no one answered. Waited about 10-15 ..."

Reviewed on Jun 22, 2025

Country Inn & Suites by Radisson, Frederick, MD
Clarion Inn Harpers Ferry - Charles Town
Clarion Inn Harpers Ferry - Charles Town
2.5 out of 5
4328 William L Wilson Fwy, Harpers Ferry, WV
Fully refundableReserve now, pay when you stay
The price is ₩125,835 per night from Jul 21 to Jul 22
₩125,835
₩140,935 total
Jul 21 - Jul 22
includes taxes & fees
8/10 Very Good! (1,011 reviews)
"Close to Harper’s ferry restaurant on property"

Reviewed on Jun 24, 2025

Clarion Inn Harpers Ferry - Charles Town
See all 879 properties in Shepherdstown
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 Shepherdstown vacation package cost?
You'll find cheap prices on Expedia for your Shepherdstown getaway. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Shepherdstown costs.
What are the cheapest months to go to Shepherdstown?
Plan your getaway for the low season and you're likely to score cheap Shepherdstown vacation packages. Keep in mind that public holidays and local events and festivals can impact prices, so do your research before booking.
How many days is enough for Shepherdstown?
With a well-organized itinerary, you can easily hit the most popular Shepherdstown sights in a few days. But if you want to explore off the beaten track or go on day tours, think about booking your Shepherdstown vacation for longer.
Is it worth booking a vacation package to Shepherdstown?
It's easy to see why a Shepherdstown vacation is on the must-do list of many travelers. Popular attractions like Shepherdstown Visitors Center are just the beginning of what you can explore here.
How to find the best Shepherdstown package deals?
Begin your search for a Shepherdstown package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Shepherdstown package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Shepherdstown escape off to a flying start.
Is it cheaper to book a Shepherdstown vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Shepherdstown vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Shepherdstown?
Enjoy fantastic discounts by booking your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Shepherdstown break.
How to plan a trip to Shepherdstown?

  1. Choose your dates: What you'd like to do in Shepherdstown and your favorite season can help you decide when to go.
  2. Plan your budget wisely: On top of the price of your hotel, you'll need to factor in other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected costs that may come up during your trip to Shepherdstown.
  3. Decide how long to go away for: Now that you're more familiar with Shepherdstown, you can work out the right length of your break. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalized Shepherdstown vacation package.

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