Shepherdstown Vacation Packages 2026 from $263

Shepherdstown flight + hotel vacation packages

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

Beacon Hotel & Corporate Quarters

Downtown Washington D.C.

Save 100% on your flight

$263

per person

Apr 30 - May 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Washington (DCA)

A 24-hour gym, valet parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the business center and free internet in public areas.

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

Save 100% on your flight

$445

per person

Jun 11 - Jun 15

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Washington (DCA)

A restaurant and a bar/lounge are featured at this hotel. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.

The Normandy Hotel

Northwest

Save 100% on your flight

$590

per person

Jun 4 - Jun 9

found 18 hours ago

Roundtrip flight included

Orlando (MCO) to Washington (DCA)

This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and valet parking. A terrace, a lobby fireplace, and a library are also on offer.

Hotel AKA Washington Circle

Downtown Washington D.C.

Save 100% on your flight

$431

per person

Jun 4 - Jun 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Washington (DCA)

This aparthotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, limo/town car service, and dry cleaning are also offered.

Hilton Washington DC Capitol Hill

Northwest

Save 100% on your flight

$448

per person

Jun 4 - Jun 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Washington (DCA)

This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a snack bar/deli, and luggage storage are also offered.

Top Shepherdstown hotels deals

Quality Inn Shepherdstown

70 Maddex Square Dr Shepherdstown WV

Free Cancellation

$81 nightly

$90 total

Apr 12 - Apr 13

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Breakfast included

Pet friendly

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown WV

$120 nightly

$133 total

Apr 6 - Apr 7

Total with taxes and fees

This cabin includes a garden and barbecue grills.

Free WiFi

Air conditioning

Graycliff Retreat:Unforgettable experience at this 11BR Estate;Game Room+Hot tub

Shepherdstown WV

Get rates

This castle features a gym and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.

Hot Tub

Air conditioning

Country Inn & Suites by Radisson, Frederick, MD

5579 Spectrum Dr Frederick MD

Free Cancellation

$84 nightly

$93 total

Apr 19 - Apr 20

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Pet friendly

Hampton Inn Martinsburg

975 Foxcroft Ave Martinsburg WV

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$106 total

Apr 6 - Apr 7

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

SpringHill Suites by Marriott Frederick

111 Byte Drive Frederick MD

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$119 total

Apr 12 - Apr 13

Total with taxes and fees

This hotel features an indoor pool and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

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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.

Popular places to visit

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.

Shepherdstown Visitors Center

4/5(1 review)

Shepherdstown Visitors Center is just one of the places to see in Shepherdstown, so why not enjoy the other things to explore during your travels? Amble around the area's riverfront, or seek out its horseback riding.

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.

Frequently asked questions

How much are vacation packages to Shepherdstown?

$263 is all you need to spend for an unforgettable break in Shepherdstown. Bundle your hotel and flights into a Travelocity vacation package and see your savings grow. With these kinds of prices, you'll want to start packing your bags now!

How long should my Shepherdstown vacation be?

Your Shepherdstown getaway can be as long or as short as you would like it to be, but the majority of travelers stay about 2 nights. Eager to venture out and uncover some less touristy sights? Stay a couple more nights and see a different side of this place.

Where can I get the best vacation package deals for Shepherdstown?

Your dream escape is waiting for you at Travelocity. With access to 400 airline partners and 1,000,000 properties across the globe, selecting the ultimate Shepherdstown package deal couldn't be simpler.

Why should I book my Shepherdstown vacation package via Travelocity?

You'll not only enjoy big savings, but you can also access our round-the-clock support, excellent service and a Price Match Guarantee. Wander across the world, uncover hidden treasures and forge long-lasting memories — we'll take care of the important details.

Can I save on my Shepherdstown car rental if I book it with a hotel or flight?

Absolutely — combine your flight, hotel and car into a Shepherdstown vacation package and you can save a tidy sum. With so much to discover in and around Shepherdstown, that rental vehicle will make exploring easy. Once you've slid into the driver's seat, put the stereo on and head toward White House, an unmissable sight about 55 mi from Shepherdstown.

Which airport is best for Shepherdstown?

Ronald Reagan Washington National Airport (DCA) (55 mi away from downtown), Washington Dulles Intl. Airport (IAD) (40 mi away from central Shepherdstown) and Hagerstown Regional Airport (HGR) (19 mi away from central Shepherdstown) are all top options for Shepherdstown.

What is there to do in Shepherdstown?

Shepherdstown is overflowing with sights to check out, like Shepherdstown Opera House and Shepherdstown Museum. These renowned attractions top most visitors' must-see lists.

Where should I stay when visiting Shepherdstown?

If you're looking for someplace comfortable to lay your head, check out the Bavarian Inn. It's the top choice for many visitors.