Shepherdstown Holidays from £907

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Your Shepherdstown Holiday

When you choose a Shepherdstown holiday 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, organising a tailored Shepherdstown holiday is a breeze with Expedia.

Top Shepherdstown Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Melrose Georgetown Hotel

The Melrose Georgetown Hotel

4 out of 5
Northwest
Price was £1,181, price is now £907 per person
£907
per person
18 Apr - 22 Apr
found 1 day ago
Return direct flight included
London (LHR) to Washington (DCA)
8.8/10 Excellent! (2,515 reviews)
the rooms were clean and

Reviewed on 7 Feb 2026

Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Northwest
Save 100% on your flight
Price was £3,925, price is now £2,747 per person
£2,747
per person
7 Apr - 14 Apr
found 21 hours ago
Return direct flight included
Manchester (MAN) to Washington (DCA)
9.2/10 Wonderful! (194 reviews)
My stay at the Rosewood Hotel was absolutely wonderful from start to finish. The level of service, attention to detail, and overall atmosphere made it a truly memorable experience. From the moment I arrived, the staff was warm, welcoming, and genuinely attentive. Check‑in was smooth and effortless, and I immediately felt like a valued guest. The room was beautifully designed—spacious, spotless, and thoughtfully arranged with luxurious touches throughout. The bed was incredibly comfortable, and the overall ambiance made it easy to relax. The hotel’s amenities were equally impressive. Whether enjoying the dining options, unwinding in the lounge areas, or simply taking in the elegant décor, everything felt refined and well-curated. Every interaction with the staff felt sincere, and the service consistently exceeded my expectations. Overall, my stay at the Rosewood was exceptional. I would highly recommend this hotel to anyone looking for comfort, luxury, and top‑tier hospitality. I’m already looking forward to returning!

Reviewed on 19 Feb 2026

The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
Price was £1,238, price is now £931 per person
£931
per person
25 Apr - 30 Apr
found 17 hours ago
Return direct flight included
Glasgow (GLA) to Washington (DCA)
8.8/10 Excellent! (1,915 reviews)
Staff was professional, helpful, and friendly!

Reviewed on 16 Feb 2026

Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
Price was £1,244, price is now £942 per person
£942
per person
18 Apr - 22 Apr
found 1 day ago
Return direct flight included
London (LHR) to Washington (DCA)
9.2/10 Wonderful! (1,093 reviews)
Great staff, nice, clean, cozy hotel room

Reviewed on 20 Feb 2026

Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

4 out of 5
Northwest
Price was £1,943, price is now £1,501 per person
£1,501
per person
1 Apr - 8 Apr
found 22 hours ago
Return flight included
London (LON) to Washington (DCA)
9.4/10 Exceptional! (1,000 reviews)
Amazing room, clean and spacious.

Reviewed on 16 Feb 2026

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Shepherdstown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Hagerstown Regional Airport (HGR)
Population
2,100
Max Temp Winter
4ºC
Max Temp Summer
29ºC
Top Sights
Greenbrier State Park, Big Cork Vineyards and Bolivar Heights Scenic Overlook

Top hotels in Shepherdstown

Quality Inn Shepherdstown

Quality Inn Shepherdstown

2.5 out of 5
70 Maddex Square Dr Shepherdstown WV
Fully refundable
The price is £59 per night from 4 Mar to 5 Mar
£59
4 Mar - 5 Mar
includes taxes & fees
7.8/10 Good! (213 reviews)
Room was clean and the staff were very courteous.

Reviewed on 15 Jan 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 £81 per night from 2 Mar to 3 Mar
£81
2 Mar - 3 Mar
includes taxes & fees
9.6/10 Exceptional! (71 reviews)
Good value with all you need in the little house. Quiet, simple, and sweet.

Reviewed on 25 Jan 2026

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

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr Frederick MD
Fully refundable
The price is £69 per night from 5 Mar to 6 Mar
£69
5 Mar - 6 Mar
includes taxes & fees
8.2/10 Very Good! (1,252 reviews)
Staff is very accommodating ❤️

Reviewed on 12 Feb 2026

Country Inn & Suites by Radisson, Frederick, MD
See all 938 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.
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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. Flight-inclusive packages are ATOL protected.