Cheap Flights to Shepherdstown

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Shepherdstown Flight Information

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Shepherdstown
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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
The price is $102 total per night from Nov 2 to Nov 3
$102 total
per night
Nov 2 - Nov 3
Stay at this hotel in Shepherdstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maddex Square and Bane Harris Community Park are ...
7.6/10 Good! (181 reviews)
"The room, the bed were comfortable. The tv was nearly impossible to operate. The breakfast was awful."

Reviewed on Oct 7, 2025

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.

Luxury Hotels in Shepherdstown

Bavarian Inn

Bavarian Inn

3.5 out of 5
164 Shepherd Grade Rd, Shepherdstown, WV
Stay at this 3.5-star golf hotel in Shepherdstown. Enjoy an outdoor pool, breakfast (surcharge), and room service. Popular attractions Ram Stadium and Scarborough ...
"Fantastic place! Great room super comfy bed. Quiet. The door knob to the balcony was loose and falling off. And the water control to the bathtub/shower didn’t work. Couldn’t turn the water on or off because it was so loose. Tightened it myself to make it barely work for the night. Other wise excellent ..."

Reviewed on Dec 27, 2020

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Opens in a new windowBavarian Inn
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
The price is $102 total per night from Nov 2 to Nov 3
$102 total
per night
Nov 2 - Nov 3
Stay at this hotel in Shepherdstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maddex Square and Bane Harris Community Park are ...
7.6/10 Good! (181 reviews)
"The room, the bed were comfortable. The tv was nearly impossible to operate. The breakfast was awful."

Reviewed on Oct 7, 2025

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.
Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

3.5 out of 5
Save 100% on your flight
Price was $535, price is now $331 per person
$331
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Park Hyatt Washington

Park Hyatt Washington

5 out of 5
Price was $3,246, price is now $971 per person
$971
per person
Dec 4 - Dec 7
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
Hampton Inn & Suites Baltimore Inner Harbor

Hampton Inn & Suites Baltimore Inner Harbor

2.5 out of 5
Save 100% on your flight
Price was $563, price is now $380 per person
$380
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
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Shepherdstown flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Price was $1,072, price is now $884 per person
$884
per person
Nov 26 - Nov 30
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Washington (DCA)
Pentagon Luxe Apartments

Pentagon Luxe Apartments

4 out of 5
Price was $1,143, price is now $996 per person
$996
per person
Nov 26 - Nov 30
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Washington (DCA)
Salamander Washington DC

Salamander Washington DC

5 out of 5
Price was $1,210, price is now $1,055 per person
$1,055
per person
Nov 26 - Nov 30
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Washington (DCA)
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See all available trips from Boston to Shepherdstown
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Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

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.