West Virginia may have travel restrictions in place due to COVID-19.

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Shepherdstown Vacation Packages

Choose two or more items and save on your trip:

Shepherdstown Vacation: Coronavirus Information

Most Shepherdstown hotels offer free cancellation. Consider booking refundable hotels rather than non-refundable ones. Just look for the ‘free cancellation’ message during your hotel search. Prices can vary, but right now we believe that flexibility matters.

For more information about the impact of COVID-19 on your Shepherdstown trip, please visit our Coronavirus Information page (opens in new window).

Top Shepherdstown Flight + Hotel Deals

Viceroy Washington DC

Viceroy Washington DC

4.5 out of 5
Logan Circle
$744

$552

per person
Dec 29 - Jan 2
Roundtrip flight included
Tampa (TPA) to Baltimore (BWI)
4.3/5Excellent! (732 reviews)

"We cancelled our reservation because wedding was postponed. Plan to stay 9/2021…"

Reviewed on Oct 20, 2020

The Westin Alexandria Old Town

The Westin Alexandria Old Town

4 out of 5
Eisenhower East
$552

$433

per person
Dec 29 - Jan 2
Roundtrip flight included
Tampa (TPA) to Baltimore (BWI)
4.4/5Excellent! (1,000 reviews)

"The hotel was clean and comfortable. It was close to restaurants and the Metro.…"

Reviewed on Oct 24, 2020

The Watergate Hotel

The Watergate Hotel

5 out of 5
Foggy Bottom
$844

$693

per person
Dec 29 - Jan 2
Roundtrip flight included
Tampa (TPA) to Baltimore (BWI)
4.4/5Excellent! (1,309 reviews)

"The suite doesn’t qualify anything that one suite room supposed to have. The room was really dirty, the chair and carpet has stains. The windows were very dirty and there was dust on the tables. breakfast was terribly bad and the bedroom is very small. Overall we paid over $1300 for two night but we were very disappointed by the room quality and cleanliness.…"

Reviewed on Oct 19, 2020

Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

4 out of 5
West End
$769

$648

per person
Dec 29 - Jan 2
Roundtrip flight included
Tampa (TPA) to Baltimore (BWI)
4.7/5Exceptional! (1,000 reviews)

"Enjoyed the stay at this hotel. Great location. Room was perfect and the sevice was second to none. Will definitely stay there again.…"

Reviewed on Oct 21, 2020

The Westin Washington Dulles Airport

The Westin Washington Dulles Airport

4 out of 5
$311

$263

per person
Dec 2 - Dec 6
Roundtrip flight included
San Juan (SJU) to Washington (DCA)
4.4/5Excellent! (999 reviews)

"No coffee in the rooms!! Charged $8 a day to park in their own attached parking garage.…"

Reviewed on Oct 19, 2020

2021 Shepherdstown vacation deals

The St. Gregory Hotel

The St. Gregory Hotel

4 out of 5
Connecticut Ave - K Street
Save 100% on your flight$461

$318

per person
Feb 15 - Feb 18
Roundtrip flight included
Tampa (TPA) to Baltimore (BWI)
4.3/5Excellent! (1,000 reviews)

"Like the property. No attention to replenishing towels, emptying trash etc. despite covid need to address basic services…"

Reviewed on Oct 27, 2020

Hotel Zena

Hotel Zena

4 out of 5
Downtown Washington D.C.
Save 100% on your flight$510

$365

per person
Feb 15 - Feb 18
Roundtrip flight included
Tampa (TPA) to Baltimore (BWI)
4.7/5Exceptional! (3 reviews)

"Hotel Design is amazing. Love the women theme idea and inspiration. Great hotel and amazing staff.…"

Reviewed on Oct 15, 2020

Viceroy Washington DC

Viceroy Washington DC

4.5 out of 5
Logan Circle
$497

$382

per person
Feb 15 - Feb 18
Roundtrip flight included
Tampa (TPA) to Baltimore (BWI)
4.3/5Excellent! (732 reviews)

"We cancelled our reservation because wedding was postponed. Plan to stay 9/2021…"

Reviewed on Oct 20, 2020

The Embassy Row Hotel

The Embassy Row Hotel

4 out of 5
Embassy Row
Save 100% on your flight$998

$772

per person
Feb 15 - Feb 18
Roundtrip flight included
Tampa (TPA) to Baltimore (BWI)
4.2/5Very Good! (1,421 reviews)

"Overall stay was okay. The place was very well maintained and it was clean and decent. However, I was a couple hours late and they made me pay for a late check in. It was my fault though for not calling in but have appreciated it most if they have sent me an email regarding their reminders, info, policies for my stay.…"

Reviewed on Oct 18, 2020

Thompson Washington D.C.

Thompson Washington D.C.

4 out of 5
Navy Yard
$492

$390

per person
Feb 15 - Feb 18
Roundtrip flight included
Tampa (TPA) to Baltimore (BWI)
4.8/5Exceptional! (28 reviews)

"DO TO COVID RESTRICTIONS AMENITIES INCLUDING ACCESS TO COFFE BEFORE 6 AM NON-EXISTENT…"

Reviewed on Sep 28, 2020

Top Hotels in Shepherdstown

Secluded 1940s Romantic Tiny House on the River
Secluded 1940s Romantic Tiny House on the River
Shepherdstown, WV
The price is $44 per night from Nov 19 to Nov 20
5/5Exceptional! (8 reviews)
Perfect cabin experience

"This cabin provides a great alternative to camping. The cabin is comfortable and thoughtfully furnished. The setting on the river is lovely. And the owner is very serious about being a good, professional host."…"

Reviewed on Sep 21, 2020

Secluded 1940s Romantic Tiny House on the River
Bavarian Inn
Bavarian Inn
3.5 out of 5
164 Shepherd Grade Rd, Shepherdstown, WV
4.4/5Excellent! (387 reviews)
at The Bavarian Inn

"Room was very warm and comfortable. Dinner in the Inn was outstanding. Service, atmosphere and food was excellent !"…"

Reviewed on Feb 18, 2020

Bavarian Inn
Stay at Large, Historic Home & Enjoy 5 Star BBQ
Stay at Large, Historic Home & Enjoy 5 Star BBQ
Shepherdstown, WV
The price is $89 per night from Nov 10 to Nov 11
3.8/5Good! (4 reviews)
Historical Country Quaint

"Great historical house with a super friendly and accommodating owner! With the Potomac River a mile away, makes for a super fun summer day playing in the water!"…"

Reviewed on Jul 21, 2020

Stay at Large, Historic Home & Enjoy 5 Star BBQ
See all 330 properties in Shepherdstown
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.

Top things to do in Shepherdstown

Image for Self-Guided Museum Tour

Self-Guided Museum Tour

$5
Per adult
Self-Guided Museum Tour
Image for A Walking Tour of Frederick, Maryland - The Crossroads of Maryland

A Walking Tour of Frederick, Maryland - The Crossroads of Maryland

$15
Per adult
A Walking Tour of Frederick, Maryland - The Crossroads of Maryland
Image for Half-Day Monocacy Battlefield Tour

Half-Day Monocacy Battlefield Tour

$60
Per adult
Half-Day Monocacy Battlefield Tour
See all activities in Shepherdstown

Frequently asked questions

How much does a Shepherdstown vacation package cost?
The most affordable Shepherdstown vacation package is $263, so the trip of your dreams can become a reality — without burning a hole in your pocket. Combine flights, hotels, car rentals and more to build a package that suits your travel style.
If I'm not able to travel, can I cancel my Shepherdstown vacation package?
Your situation can change suddenly, so yes. You may be able to cancel or amend your Shepherdstown vacation package at no cost if you’ve booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your car rental company, hotel or airline may charge a fee. Want more information? Check out our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Shepherdstown?
Simply by bundling. Hotels, flights and rental cars — combine whatever you need into a Shepherdstown vacation package and save up to $583. Score even more discounts when you include extras such as sightseeing tours to your booking. But here’s the impressive part. You have the flexibility to craft your vacation your own way. We offer more than 550 air carriers and 1,000,000 properties globally, so that everyone has an opportunity to travel and live out those vacation dreams.
Where should I stay in Shepherdstown?
With so much to explore in Shepherdstown, it’d be convenient for you to book a hotel close to its attractions. Shepherdstown Opera House, Cress Creek Golf Club and Shepherdstown Museum are some interesting ones to put on your must-see list.
What are the top hotels in Shepherdstown?
Get your trip off to a great start by reserving a room at Bavarian Inn. It’s one of most sought-after properties in Shepherdstown. Another top option is Clarion Hotel & Conference Center.
When is the best time of year to visit Shepherdstown?
Shepherdstown is a bustling place in . If you’re not fond of crowds and prefer a calmer pace, lock in your trip for . Need to watch your bank balance? Make the most of the terrific deals on offer in . is typically when prices climb and hotel rates are at their highest.
How far in advance should I book my Shepherdstown vacation?
While not all air carriers advertise tickets early, it’s usually possible to start comparing international flights on Expedia up to 12 months in advance. This is the time when you can bag some fantastic bargains. If you’re booking last minute, you might still get lucky. Discounted prices occasionally become available a few weeks prior to departure.
What does an Expedia Shepherdstown travel package include?
That depends on what you want. If you’re traveling alone, you might decide to combine hotels and flights. Taking the whole crew to Shepherdstown? A travel package that includes hotels, rental cars and flights might be a better fit. Expedia gives you the flexibility to tailor your travel package.
What should I know before booking a Shepherdstown travel package?
So many places to travel to, so many things to see and do. With a travel package, you’ll be able to cross more of them off your list. Combine your flights, hotels and rental cars and get set to save.
Does Expedia offer Book Now, Pay Later Shepherdstown vacation packages?
Your bank balance shouldn’t prevent you from getting the best out of your trip, so Expedia has devised a solution to help. Thanks to our partnership with online lender Affirm, it’s easier than ever to book an amazing getaway that won’t drain your wallet. Just Book Now, Pay Later and take the worry out of planning for your journey.
Can I choose my airline with a Shepherdstown Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines around the world. Our vacation packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.

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