Cheap Flights to Shepherdstown from $56

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How Much Does it Cost To Fly To Shepherdstown?

The cheapest prices found with in the last 7 days for return flights were $91 and $56 for one-way flights to Shepherdstown for the period specified. Prices and availability are subject to change. Additional terms apply

Fri, Oct 16 - Mon, Oct 19
MYR
Myrtle Beach Intl.
HGR
Hagerstown Regional
$91 Roundtrip, found 3 days ago
$91
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Fri, Oct 16 from Myrtle Beach Intl. to Hagerstown Regional, returning Mon, Oct 19, priced at $91 found 3 days ago

Shepherdstown Flight Information

Traveling to
Shepherdstown
Lowest Price
$91
Number of Airlines Serving
Airlines Serving
Allegiant Air
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Shepherdstown Accommodation Deals

Quality Inn Shepherdstown

Quality Inn Shepherdstown

2.5 out of 5
70 Maddex Square Dr Shepherdstown WV
$100 nightly
The price is $112 total per night from Aug 31 to Sep 1
$112 total
Aug 31 - Sep 1
Total with taxes and fees
Stay at this hotel in Shepherdstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maddex Square and Bane Harris Community Park are ...
8.2/10 Very Good! (306 reviews)
"Very courteous and helpful front-desk staff and manager. Very clean rooms. Excellent value for the price."

Reviewed on Aug 30, 2026

Opens in a new windowQuality Inn 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.

Family Friendly Hotels in Shepherdstown

Quality Inn Shepherdstown

Quality Inn Shepherdstown

2.5 out of 5
70 Maddex Square Dr Shepherdstown WV
$100 nightly
The price is $112 total per night from Aug 31 to Sep 1
$112 total
Aug 31 - Sep 1
Total with taxes and fees
Stay at this hotel in Shepherdstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maddex Square and Bane Harris Community Park are ...
8.2/10 Very Good! (306 reviews)
"Very courteous and helpful front-desk staff and manager. Very clean rooms. Excellent value for the price."

Reviewed on Aug 30, 2026

Opens in a new windowQuality Inn 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.

Best Shepherdstown Flight and Hotel Packages

Shepherdstown flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Save 100% on your flight
Price was $651, price is now $419 per person
$419
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Furnished Apartments

Furnished Apartments

3 out of 5
Save 100% on your flight
Price was $1,248, price is now $825 per person
$825
per person
Oct 23 - Oct 26
found 4 hours ago
Roundtrip flight included
Hartford (BDL) to Baltimore (BWI)
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Save 100% on your flight
Price was $1,258, price is now $833 per person
$833
per person
Oct 23 - Oct 26
found 4 hours ago
Roundtrip flight included
Hartford (BDL) to Baltimore (BWI)
Don't see what you're looking for?
See all available trips from Boston to Shepherdstown
View all trips

Shepherdstown flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
The Georgetown Inn

The Georgetown Inn

4.5 out of 5
Save 100% on your flight
Price was $1,366, price is now $950 per person
$950
per person
Oct 7 - Oct 11
found 5 hours ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Riggs Washington DC

Riggs Washington DC

5 out of 5
Save 100% on your flight
Price was $1,716, price is now $1,208 per person
$1,208
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
Save 100% on your flight
Price was $1,332, price is now $963 per person
$963
per person
Oct 7 - Oct 11
found 5 hours ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Don't see what you're looking for?
See all available trips from Dallas to Shepherdstown
View all trips

Need a Car For After Your Flight?

Standard Pickup Regular Cab

  • 5 people
  • Unlimited mileage
Baltimore, Maryland, USA

$55

$157 total
found 9 hours ago
Standard Pickup Regular Cab undefined

Special

  • 5 people
  • Unlimited mileage
Baltimore, Maryland, USA

$57

$162 total
found 9 hours ago
Special undefined

Economy

  • 4 people
  • Unlimited mileage
Baltimore, Maryland, USA

$58

$163 total
found 9 hours ago
Economy undefined

Compact

  • 5 people
  • Unlimited mileage
Baltimore, Maryland, USA

$58

$163 total
found 9 hours ago
Compact undefined
Lowest prices found within the past 9 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Shepherdstown?
When it comes to airlines that fly in and out of Shepherdstown, you've got a great deal of choice. There are 20 companies that service this major city. Choose your preferred seat on one of these leading carriers:

  • United Airlines
  • American Airlines
  • Delta Air Lines

What airport is best to fly into Shepherdstown?
Finally picked your hotel and flights for your visit to Shepherdstown? Nice job. But are they close to one another? The city has numerous airports — don't make things hard by flying into one a decent drive from where you're spending most of your time. See which of these key airports fits your travel plans:

  • DCA – 60 mi from downtown
  • Dulles Intl. Airport – 40 mi from downtown
  • HGR – 19 mi from downtown

Where to stay in Shepherdstown
Whether you're visiting Shepherdstown on a family escape, for work or something else entirely, we're confident you'll find the perfect place to get some shut-eye. Travelocity offers no less than 48 properties within a short distance of the heart of town.After busy day of wandering the streets of Shepherdstown, there's nothing better than coming home to a cozy room and a warm bed. The Bavarian Inn and the BEST LOCATION: Historic Shepherdstown Getaway are Travelocity's most popular accommodations.
Places to visit in Shepherdstown
Check out a performance at Shepherdstown Opera House to experience the dramatic melodies of the singers. Like some more ideas? Explore the difference between your birdies, backswings and bogeys, by spending a day out on the green at Cress Creek Golf Club. And that's not all. Learning more about the history of a place at Shepherdstown Museum might help you to become more invested in the land and its inhabitants during your stay.
How to get through airport security fast when traveling to Shepherdstown
Make your flight to Shepherdstown that little bit easier by reading over these helpful security tips:

  • Make sure your boarding pass and travel ID are easily accessible. You'll be required to produce them straightaway.
  • Remove your belt and shoes before arriving at the security checkpoint. Items like these are not permitted in the body scanner.
  • Electronics such as tablets, laptops and phones need to be put through the X-ray machine separately. Make sure they're easily accessible.
  • Traveling with a new perfume or cologne? As long as it contains no more than 3.4 ounces (100 milliliters) and it's placed in a clear resealable plastic bag, you can keep it with you in your hand luggage.
  • Hiking boots and other heavy shoes are often X-rayed at the security checkpoint. Think about wearing lightweight sneakers instead.
  • Pocketknives and corkscrews are prohibited inside the plane. Tuck them away in your checked luggage to avoid losing them at the security checkpoint.

Plane Tickets To Shepherdstown

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Shepherdstown. Browse through our inventory to explore a wide range of cheap flights to Shepherdstown to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Shepherdstown as you anxiously await to exit the plane and explore what Shepherdstown has to offer. Considering all the amazing local food and culture in Shepherdstown, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Shepherdstown to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Shepherdstown without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Shepherdstown with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Shepherdstown today!

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.