Shepherdstown Vacations from AED4,818

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The Latest Shepherdstown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was AED6,340, price is now AED4,818 per person
AED4,818
per person
Sep 23 - Sep 29
found 23 hours ago
Roundtrip flight included
Cairo (CAI) to Baltimore (BWI)
8.8/10 Excellent! (1,005 reviews)
Please don’t

Reviewed on 16 July 2026

Hotel Hive

Hotel Hive

3.5 out of 5
Northwest
Price was AED6,475, price is now AED5,309 per person
AED5,309
per person
Sep 23 - Sep 29
found 23 hours ago
Roundtrip flight included
Cairo (CAI) to Baltimore (BWI)
9.2/10 Wonderful! (1,514 reviews)
Great location, cute concept, nice vibe

Reviewed on 15 July 2026

Club Quarters Hotel in Washington DC

Club Quarters Hotel in Washington DC

3 out of 5
Downtown Washington D.C.
Price was AED6,601, price is now AED5,463 per person
AED5,463
per person
Sep 23 - Sep 29
found 23 hours ago
Roundtrip flight included
Cairo (CAI) to Baltimore (BWI)
8.8/10 Excellent! (1,902 reviews)

AC Hotel by Marriott Arlington National Landing

AC Hotel by Marriott Arlington National Landing

4 out of 5
Crystal City
Price was AED6,978, price is now AED5,809 per person
AED5,809
per person
Sep 23 - Sep 29
found 23 hours ago
Roundtrip flight included
Cairo (CAI) to Baltimore (BWI)
9.2/10 Wonderful! (460 reviews)

The Westin Crystal City Reagan National Airport

The Westin Crystal City Reagan National Airport

4 out of 5
Crystal City
Price was AED5,977, price is now AED5,020 per person
AED5,020
per person
Sep 23 - Sep 29
found 23 hours ago
Roundtrip flight included
Cairo (CAI) to Baltimore (BWI)
8.6/10 Excellent! (1,010 reviews)

Find the Best Shepherdstown Vacation Packages

Shepherdstown Hotel Deals

Quality Inn Shepherdstown

Quality Inn Shepherdstown

2.5 out of 5
70 Maddex Square Dr Shepherdstown WV
Fully refundable
The price is AED 362 per night from Aug 16 to Aug 17
AED 362
AED 406 total
16 Aug - 17 Aug
includes taxes & fees
8/10 Very Good! (269 reviews)
"Room was clean and spacious and staff was very helpful."

Reviewed on 16 July 2026

Quality Inn Shepherdstown
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown WV
The price is AED 251 per night from Jul 30 to Jul 31
AED 251
AED 503 total
30 Jul - 31 Jul
includes taxes & fees
9.6/10 Exceptional! (79 reviews)
"This was a perfect place to relax and enjoy some quiet time! Loved the location and place was clean!"

Reviewed on 13 June 2026

❤️ Secluded 1940s Romantic Tiny House on the River
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3 out of 5
17612 Valley Mall Rd Hagerstown MD
Fully refundable
The price is AED 393 per night from Aug 9 to Aug 10
AED 393
AED 440 total
9 Aug - 10 Aug
includes taxes & fees
Country Inn & Suites by Radisson, Hagerstown, MD
See all 965 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.

Stay near popular Shepherdstown attractions

Shepherdstown Opera House

10.0/10 (1 review)
This intimate historic theater hosts diverse performances from indie films to live music in a beautifully preserved setting. Arrive early to enjoy Shepherdstown's dining scene before your show.
See properties

Frequently asked questions

How much does a Shepherdstown vacation package cost?
You'll find cheap prices from AED4,818 on Expedia for your Shepherdstown break. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Shepherdstown costs.
What are the cheapest months to go to Shepherdstown?
The off-season is the best time to visit Shepherdstown if you're trying to keep costs down. Another tip for scoring cheap Shepherdstown vacation packages? Try to avoid visiting during public holidays and any major festivals.
How to find the best Shepherdstown package deals?
Landing a cheap Shepherdstown package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Shepherdstown package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Shepherdstown vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations separately. Better still, you can tailor your Shepherdstown escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Shepherdstown?
If you have your Shepherdstown vacation dates confirmed, book early to snap up some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Shepherdstown?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Shepherdstown.
  2. Budget wisely: In addition to the cost of your accommodations, you should consider other expenses too. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Shepherdstown.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Shepherdstown. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Shepherdstown vacation package that brings all your bookings together.