Shepherdstown Vacation Packages 2026 from $204

Shepherdstown flight + hotel vacation packages

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

Lord Baltimore Hotel

Downtown Baltimore

Save 100% on your flight

$204

per person

Aug 22 - Aug 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

The Waypoint

West Rehoboth

Save 100% on your flight

$452

per person

Aug 15 - Aug 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

A bar/lounge and a virtual front desk are featured at this hotel, along with free self parking. WiFi in public areas is free. Luggage storage is also provided.

InterContinental Washington D.C. - The Wharf by IHG

The Wharf

Save 100% on your flight

$836

per person

Sep 27 - Sep 30

found 16 hours ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

This smoke-free hotel features a full-service spa, a marina, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free area shuttle.

Hotel Burg

Leesburg's Old and Historic District

Save 100% on your flight

$807

per person

Sep 17 - Sep 20

found 4 hours ago

Roundtrip flight included

Dallas (DFW) to Baltimore (BWI)

This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.

Hotel Belvoir Springfield

Save 100% on your flight

$450

per person

Sep 17 - Sep 24

found 3 hours ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 7 conference rooms, business center, and express check-in. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.

Top Shepherdstown hotels deals

Quality Inn Shepherdstown

70 Maddex Square Dr Shepherdstown WV

Free Cancellation

$99 nightly

$110 total

Aug 4 - Aug 5

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

$122 nightly

$135 total

Jul 28 - Jul 29

Total with taxes and fees

This cabin includes a garden and barbecue grills.

Free WiFi

Air conditioning

Country Inn & Suites by Radisson, Hagerstown, MD

17612 Valley Mall Rd Hagerstown MD

Free Cancellation

$101 nightly

$113 total

Aug 9 - Aug 10

Total with taxes and fees

This hotel features an indoor pool and a gym. 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

Country Inn & Suites by Radisson, Frederick, MD

5579 Spectrum Dr Frederick MD

Free Cancellation

$84 nightly

$93 total

Aug 9 - Aug 10

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

Best Western Historic Frederick

420 Prospect Blvd Frederick MD

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$104 total

Jul 21 - Jul 22

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, luggage storage, and laundry facilities are also on offer.

Pool

Breakfast included

SpringHill Suites by Marriott Frederick

111 Byte Drive Frederick MD

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$129 total

Jul 27 - Jul 28

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.

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.

Stay near popular Shepherdstown attractions

Shepherdstown Opera House

10.0/10 (1 review)

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.

See properties

Frequently asked questions

How much are vacation packages to Shepherdstown?

$204 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.