Deals on vacations and trips to Shepherdstown

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Shepherdstown flight + hotel vacation packages

Prices and availability subject to change. Additional terms may apply.
The Graham Georgetown

The Graham Georgetown

4 out of 5
Georgetown
Save 100% on your flight
per person
Jun 29 - Jul 6
Roundtrip flight included
Los Angeles (LAX) to Washington (DCA)
This aparthotel features a restaurant and 2 bars/lounges. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a 24-hour business center, and a coffee shop are also offered.
Glover Park - Georgetown

Glover Park - Georgetown

4 out of 5
Northwest
Save 100% on your flight
per person
Jul 19 - Jul 23
Roundtrip flight included
Boston (BOS) to Washington (DCA)
This aparthotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a terrace, and a snack bar/deli are also offered.
Hamilton Hotel Washington DC

Hamilton Hotel Washington DC

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Jul 19 - Jul 23
Roundtrip flight included
Boston (BOS) to Washington (DCA)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A terrace, dry cleaning, and luggage storage are also on offer.
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Jul 8 - Jul 15
Roundtrip non-stop flight included
Los Angeles (LAX) 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.
Capitol Hill Hotel

Capitol Hill Hotel

4 out of 5
Capitol Hill
Save 100% on your flight
per person
Jul 19 - Jul 23
Roundtrip flight included
Boston (BOS) to Washington (DCA)
A gym, valet parking, and laundry facilities are featured at this hotel. Free continental breakfast is served. A business center, a snack bar/deli, and a lobby fireplace are also on offer.

Top Shepherdstown hotel deals

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

The price is $75 per night
$75
per night
May 19 - May 20
This cabin includes a garden and barbecue grills.
Outdoor Space
Kitchen
Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
7226 Corporate Ct, Frederick, MD
Free Cancellation
Reserve now, pay when you stay
The price is $101 per night
$101
per night
May 12 - May 13
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.
Pet friendly
Breakfast available
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr, Frederick, MD
Free Cancellation
The price is $81 per night
$81
per night
May 1 - May 2
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.
Pet friendly
Breakfast included
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

2.5 out of 5
4328 William L Wilson Fwy, Harpers Ferry, WV
Free Cancellation
Reserve now, pay when you stay
The price is $96 per night
$96
per night
May 7 - May 8
A casino, 2 outdoor tennis courts, and a 24-hour gym are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Enjoy a meal from the restaurant and perks like free buffet breakfast and free self parking.
Pet friendly
Breakfast included
Super 8 by Wyndham Hagerstown/Halfway Area

Super 8 by Wyndham Hagerstown/Halfway Area

2 out of 5
16805 Blake Rd, I 70 & I 81, Hagerstown, MD
Free Cancellation
Reserve now, pay when you stay
The price is $60 per night
$60
per night
May 12 - May 13
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. The front desk is staffed around-the-clock and laundry facilities are on offer.
Pet friendly
Breakfast included
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3 out of 5
17612 Valley Mall Rd, Hagerstown, MD
Free Cancellation
The price is $112 per night
$112
per night
Apr 29 - Apr 30
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.
Breakfast included
Pool
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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

Image for Shepherd University

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.

Shepherd University
Image for Shepherdstown Visitors Center

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.

Shepherdstown Visitors Center
Image for Shepherdstown Opera House

Shepherdstown Opera House

5/5(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.

Shepherdstown Opera House

Frequently asked questions

How much are vacation packages to Shepherdstown?
With Travelocity vacation packages, you can be living it up in Shepherdstown for a mere $471. Activities, hotels and flights — we’ve got you covered. You’re bound to save loads just for combining your bookings. And with everything taken care of before you go, you won’t have to worry about a thing.
How long should my Shepherdstown vacation be?
Generally, 2 nights is how long the majority of travelers spend familiarizing themselves with the sights and sounds of Shepherdstown. Worried that won’t be enough time to do everything on your itinerary? Stay an extra night or two to make the most of your trip.
Where can I get the best vacation package deals for Shepherdstown?
You can pick up sensational Shepherdstown package deals with Travelocity. Choose from as many as 400 airlines and 1,000,000 properties worldwide and turn those vacation dreams into reality.
Why should I book my Shepherdstown vacation bundle via Travelocity?
By booking your hotel, flights, car rental and activities altogether, you’ll save big bucks as well as precious time. We have a dedicated team of experts available 24/7, and you’ll know that you’ll always score the lowest price possible with our Price Match Guarantee. So, what are you waiting for? Book the getaway of your dreams today and start packing!
Can I save money on my Shepherdstown car rental if I book it with a hotel or flight?
With a Shepherdstown vacation package, you can combine your flight, hotel and car bookings and save a nice amount. If you’re eager to discover the best of this fabulous area, why not check out White House? This well-known attraction is 55 mi from Shepherdstown. With your own rental car, you’ll be there in a jiffy.
What is the best time of year to go to Shepherdstown?
If you need to watch your pennies, is a fantastic month to visit Shepherdstown, while is the priciest time of year. April, May and July is the peak season. If you prefer to avoid big crowds, November, December and January are usually quieter.
Which airport is best for Shepherdstown?
Ronald Reagan Washington National Airport (DCA) is 55 mi from downtown and is the starting point for many unforgettable experiences. Alternatively, Washington Dulles Intl. Airport (IAD) is 40 mi away from central Shepherdstown and Hagerstown Regional Airport (HGR) is 19 mi away from central Shepherdstown.
What is there to do in Shepherdstown?
You’ll notice an undeniable magic as you wander through the streets of Shepherdstown. Shepherd University and Shepherdstown Opera House are just a couple of famous attractions that make this city so popular, so put them on your must-see list.
Where should I stay when visiting Shepherdstown?
Many travelers hit the hay at the Bavarian Inn. It’s an excellent base for your Shepherdstown vacation.