Shepherdstown Vacation Packages 2025/2026 from $309

Shepherdstown flight + hotel vacation packages

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

Cambria Hotel Washington D.C. Navy Yard Riverfront

Southwest

Save 100% on your flight

$309

per person

Dec 5 - Dec 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (WAS)

This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A grocery/convenience store, a communal living room, and express check-out are also on offer.

SIXTY DC

Downtown Washington D.C.

Save 100% on your flight

$546

per person

Dec 5 - Dec 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (WAS)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking is offered and the front desk is staffed around-the-clock.

Graduate by Hilton Annapolis

Save 100% on your flight

$465

per person

Oct 30 - Nov 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Kellogg Conference Hotel at Gallaudet University

Northeast

Save 100% on your flight

$351

per person

Dec 5 - Dec 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

Arlo Washington DC

Northwest

Save 100% on your flight

$553

per person

Dec 5 - Dec 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (WAS)

The hotel's 24-hour gym, seasonal outdoor pool, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Self parking, a coffee shop, and dry cleaning are also offered.

Top Shepherdstown hotels deals

Quality Inn Shepherdstown

70 Maddex Square Dr, Shepherdstown, WV

Free Cancellation

$94 nightly

$105 total

Oct 19 - Oct 20

Total with taxes and fees

This hotel features free WiFi in public areas, free newspapers, and free self parking. Enjoy the free buffet breakfast each morning. A computer station and a safe deposit box are also provided.

Country Inn & Suites by Radisson, Frederick, MD

5579 Spectrum Dr, Frederick, MD

Free Cancellation

$90 nightly

$100 total

Sep 30 - Oct 1

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.

Hilton Garden Inn Frederick

7226 Corporate Ct, Frederick, MD

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$132 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Pool

Pet friendly

Sleep Inn Frederick - Ballenger Creek

5361 Spectrum Dr, Frederick, MD

Free Cancellation

Reserve now, pay when you stay

$77 nightly

$85 total

Oct 18 - Oct 19

Total with taxes and fees

A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. There's a safe deposit box and multilingual staff can provide around-the-clock assistance.

Breakfast included

Parking included

Comfort Inn Frederick - Ballenger Creek

7300 Executive Way, Frederick, MD

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$109 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. Enjoy the gym and conveniences like a 24-hour front desk and free newspapers.

Hampton Inn Martinsburg

975 Foxcroft Ave, Martinsburg, WV

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$121 total

Oct 21 - Oct 22

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

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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

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

Shepherdstown Opera House

Enjoy a performance at Shepherdstown Opera House, a theater with a story to tell in Shepherdstown. Stroll along the riverfront or seek out the horseback riding.

Shepherdstown Visitors Center

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.

Frequently asked questions

How much are vacation packages to Shepherdstown?

$309 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.