Shepherdstown Vacation Packages
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Your Shepherdstown Vacation
When you choose a Shepherdstown vacation package, you can really enjoy your adventure to the fullest. Delve into the highlights of this fascinating city knowing that all your travel needs have been taken care of in advance. You'll want to take in the sights during your trip to Shepherdstown. Carve out some time for popular attractions like Antietam National Battlefield, Shepherd University and Antietam National Cemetery. Whatever your travel plans or the size of your budget, organizing a tailored Shepherdstown vacation is a breeze with Expedia.
Top Shepherdstown Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Washington DC Capitol Hill
Northwest
Price was CA $1,364, price is now CA $932 per person
CA $932
per person
Oct 10 - Oct 13
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Washington (WAS)
9.4/10 Exceptional! (1,069 reviews)
Rooms were clean and good size. Restaurant in the lobby was perfect for breakfast. This hotel is the perfect location to everything. You can easily catch the metro that’s up the street to any place you want to go.
Reviewed on Sep. 1, 2025
SIXTY DC
Downtown Washington D.C.
Price was CA $1,734, price is now CA $1,017 per person
CA $1,017
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (WAS)
9.8/10 Exceptional! (45 reviews)
The staff is extremely friend, adn the foods in the restaurant are wonderful
Reviewed on Aug. 26, 2025
Salamander Washington DC
Southwest
Price was CA $1,617, price is now CA $1,034 per person
CA $1,034
per person
Oct 11 - Oct 13
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Washington (WAS)
9.4/10 Exceptional! (1,000 reviews)
Absolutely best birthday so had ever!!! The room was luxurious and fit for a birthday Queen.
Reviewed on Sep. 2, 2025
Fairmont Washington, D.C., Georgetown
Northwest
Price was CA $1,763, price is now CA $1,196 per person
CA $1,196
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (WAS)
9.4/10 Exceptional! (1,007 reviews)
Joe, Peter, and the entire staff thought of everything. We felt right at home and they made my birthday extra special. The property is immaculate and we loved every part of our stay. We will be back!
Reviewed on Sep. 1, 2025
Shepherdstown Hotel Deals
Quality Inn Shepherdstown
70 Maddex Square Dr, Shepherdstown, WV
Fully refundable
The price is CA $131 per night from Sep 21 to Sep 22
CA $131
CA $147 total
Sep 21 - Sep 22
includes taxes & fees
Country Inn & Suites by Radisson, Frederick, MD
5579 Spectrum Dr, Frederick, MD
Fully refundable
The price is CA $113 per night from Sep 7 to Sep 8
CA $113
CA $126 total
Sep 7 - Sep 8
includes taxes & fees
Hilton Garden Inn Frederick
7226 Corporate Ct, Frederick, MD
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Sep 7 to Sep 8
CA $150
CA $167 total
Sep 7 - Sep 8
includes taxes & fees
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.
Discover the most popular places to visit in Shepherdstown
Morgan's Grove Park
Morgan's Grove Park is just one of the places to see in Shepherdstown, so why not enjoy the other things to explore during your travels? While you're in the area, find time to visit its casinos.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.