Shepherdstown Vacations

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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 AED 284 per night from Feb 22 to Feb 23
AED 284
AED 318 total
22 Feb - 23 Feb
includes taxes & fees
7.8/10 Good! (212 reviews)
Room was clean and the staff were very courteous.

Reviewed on 15 January 2026

Quality Inn Shepherdstown
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown WV
The price is AED 145 per night from Feb 16 to Feb 17
AED 145
AED 385 total
16 Feb - 17 Feb
includes taxes & fees
9.6/10 Exceptional! (71 reviews)
Good value with all you need in the little house. Quiet, simple, and sweet.

Reviewed on 25 January 2026

❤️ Secluded 1940s Romantic Tiny House on the River
Hampton Inn Martinsburg

Hampton Inn Martinsburg

2.5 out of 5
975 Foxcroft Ave Martinsburg WV
Fully refundableReserve now, pay when you stay
The price is AED 315 per night from Feb 17 to Feb 18
AED 315
AED 356 total
17 Feb - 18 Feb
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
The staff is amazing! Everyone is really helpful and quick to fix any issues. I have had the best rooms, very neat, clean, and always stocked. No bugs, very clean linen, quick trash pickup, clean hallways and common areas. Highly recommended. The maintenance staff clean off my vehicle during snow! ...

Reviewed on 4 February 2026

Hampton Inn Martinsburg
See all 928 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.

Discover the most popular places to visit in Shepherdstown

Shepherd University

4.5/5(5 reviews)

Explore the campus of Shepherd University, during your travels in Shepherdstown. Amble around the area's riverfront, or seek out its horseback riding.

Shepherd University

Shepherdstown Museum

4/5(1 review)

You can browse the exhibits at Shepherdstown Museum, a museum with a story of its own, during your trip to Shepherdstown. Amble around the area's riverfront, or seek out its horseback riding.

Shepherdstown Museum

Morgan's Grove Park

Morgan's Grove Park is just one of the places to see in Shepherdstown, so why not enjoy the other things to explore during your travels? While you're in the area, find time to visit its casinos.

Morgan's Grove Park

Frequently asked questions

How do I find cheap flights to Shepherdstown that have flexible change policies?
Search for low-cost seats to Shepherdstown, then check the "No change fee" box underneath the "Flexible change policies" subheading. It really is that simple. We understand that plans can change and flexibility matters, so you can book with confidence with Expedia.
Which airlines fly to Shepherdstown?
Reserve your ticket with any of the following airlines and buckle up for new adventures in Shepherdstown:

  • American Airlines - 7,098 flights to or near Shepherdstown each month, including 6,885 flights to Ronald Reagan Washington National Airport (DCA) and 212 to Washington Dulles Intl. Airport (IAD) per month.
  • United Airlines - 6,077 flights to or near Shepherdstown each month, including 5,270 flights to Washington Dulles Intl. Airport (IAD) and 806 to Ronald Reagan Washington National Airport (DCA) per month.
  • Delta Air Lines - 1,659 flights to or near Shepherdstown each month, including 1,304 flights to Ronald Reagan Washington National Airport (DCA) and 355 to Washington Dulles Intl. Airport (IAD) per month.

How can I find cheap tickets to Shepherdstown?
You'll always nab an unbeatable deal with Expedia, but our "flexible dates" feature makes it even easier. Enter your preferred travel date, then click on the flexible dates link above to see prices for nearby days. was the best price for a flight to Shepherdstown in the last seven days.
How much is a flight to Shepherdstown?
In the last seven days, round-trip flights to Shepherdstown sold from just and reached a maximum of . For one-way trips departing from (), the cheapest seat during this time was just .
What are the most popular airports to fly into in Shepherdstown?
Your departure city and the airline you're booked with will decide which of these busy Shepherdstown airports you'll touch down at:

  • Ronald Reagan Washington National Airport (DCA) - 11,147 flights per month.
  • Washington Dulles Intl. Airport (IAD) - 6,388 flights per month.
  • Hagerstown Regional Airport (HGR) - 17 flights per month.

When is the cheapest time to fly to Shepherdstown?
Consider jetting off earlier in the week to get the best deal to Shepherdstown. Tuesday is usually the cheapest day to take off, followed by Monday. Saturday typically has the most expensive ticket prices. This is because many people prefer to kick off their vacation on a weekend.
How much is a plane ticket to Shepherdstown?
Ticket prices ranged from to over the last seven days. When you're ready to book, we're here to help you secure the best price to Shepherdstown.
What months are the cheapest to book a flight to Shepherdstown?
February is a cheap month to secure a seat for your Shepherdstown trip. Tickets are at a premium over the busy month of December, so steer clear of this time if possible.
How long is a flight to Shepherdstown?
That depends on where you set off from. These popular domestic routes and their average flight times will give you a rough estimate of how long it'll take you to get to Shepherdstown:

  • Boston, MA (BOS-Logan Intl.) to Ronald Reagan Washington National Airport (DCA) - 1 hour and 44 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Ronald Reagan Washington National Airport (DCA) - 1 hour and 46 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Ronald Reagan Washington National Airport (DCA) - 1 hour and 51 minutes