Shepherdstown Vacations 2025 from CA $862

Shepherdstown flight + hotel packages

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

Hotel Nell - Union Market

Northeast

Save 100% on your flight

per person

Apr. 24 - Apr. 29

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Washington (DCA)

Stay at this 3-star hotel in Washington. Enjoy 2 restaurants, 2 bars/lounges, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Union Station Shopping Center and Capital One Arena are located nearby.

The Graham Georgetown

Northwest

Save 100% on your flight

per person

Apr. 24 - Apr. 29

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Washington (DCA)

Stay at this 4-star boutique aparthotel in Washington. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions White House and Arlington National Cemetery are located nearby.

Arlo Washington DC

Northwest

Save 100% on your flight

per person

Apr. 24 - Apr. 29

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Washington (DCA)

Stay at this 4-star hotel in Washington. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Popular attractions Capital One Arena and Union Station Shopping Center are located nearby.

Hilton Alexandria Old Town

Old Town Alexandria

Save 100% on your flight

per person

Apr. 24 - Apr. 29

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Washington (DCA)

Book a stay at this business-friendly hotel in Alexandria. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MGM National Harbor Casino and Arlington National Cemetery are located nearby.

Glover Park - Georgetown

Northwest

Save 100% on your flight

per person

Apr. 24 - Apr. 29

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Washington (DCA)

Stay at this aparthotel in Washington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions White House and Arlington National Cemetery are located nearby.

Top Shepherdstown hotels deals

❤️ Secluded 1940s Romantic Tiny House on the River

CA $104

CA $204 total

includes taxes & fees

30 Mar - 31 Mar

Stay at this cabin in Shepherdstown. Enjoy free WiFi, a garden, and patios. Popular attractions Rumsey Monument and Shepherdstown Visitors Center are located nearby.

Free WiFi

Air conditioning

Charming Cabin in the Woods with River Access

Get rates

Stay at this cabin in Shepherdstown. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Antietam Dargan Community Park and Kennedy Farmhouse are located nearby.

Kitchen

Pet-friendly

Country Inn & Suites by Radisson, Frederick, MD

5579 Spectrum Dr, Frederick, MD

Free cancellation

CA $111

CA $123 total

includes taxes & fees

9 Mar - 10 Mar

Stay at this 3-star business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Francis Scott Key Mall and Westview Promenade are located nearby.

Breakfast included

Pet-friendly

Country Inn & Suites by Radisson, Hagerstown, MD

17612 Valley Mall Rd, Hagerstown, MD

Free cancellation

CA $138

CA $155 total

includes taxes & fees

9 Mar - 10 Mar

Stay at this 3-star business-friendly hotel in Hagerstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Valley Mall and Crosspoint Shopping Central are located nearby.

Pool

Breakfast included

Hilton Garden Inn Frederick

7226 Corporate Ct, Frederick, MD

Free cancellation

Reserve now, pay when you stay

CA $159

CA $176 total

includes taxes & fees

9 Mar - 10 Mar

Stay at this 3-star business-friendly hotel in Frederick. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westview Promenade and Francis Scott Key Mall are located nearby.

Pool

Pet-friendly

SpringHill Suites by Marriott Frederick

111 Byte Drive, Frederick, MD

Free cancellation

Reserve now, pay when you stay

CA $159

CA $177 total

includes taxes & fees

6 Mar - 7 Mar

Book a stay at this business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Schifferstadt and Roads and Rails Museum are located nearby.

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 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.

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 Vacations

Experiencing the true essence of Shepherdstown begins with delving into a few basic facts. Are you ready to learn exactly where this unique destination is and which attractions you should explore?

From the heart of Martinsburg, you'll need to make your way east for 8 miles (13 kilometers) to get to this neighborhood.

At last count, the population of Martinsburg was 17,000.

Places to visit in Shepherdstown

Abandon your history books! See the past jump off the page at Shepherdstown Museum. Want more close by options? You don't need to know what chorus, cadenza or tenor mean to appreciate an evening out at the opera. Wear your best clothes and be hypnotized by heart-stopping performances and superb drama at Shepherdstown Opera House. And that's not all. Venturing out on the fairways is a great way to stretch your legs and have a real blast. Challenge your technique with a friendly round at Cress Creek Golf Club.

Where do you fly into for Shepherdstown?

If you're heading to Shepherdstown, the closest terminal is Washington Dulles International Airport (IAD). It's about 40 miles (64 kilometers) to the southeast from the main area. Choose an in-flight film, settle in and you'll be landing in no time.

Frequently asked questions

How much are vacation packages to Shepherdstown?

CA $862 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 88 kilometers from Shepherdstown.

Which airport is best for Shepherdstown?

Ronald Reagan Washington National Airport (DCA) (88 kilometers away from downtown), Washington Dulles Intl. Airport (IAD) (64 kilometers away from central Shepherdstown) and Hagerstown Regional Airport (HGR) (31 kilometers 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.