Shepherdstown Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Shepherdstown

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 S$112 per night from 22 Dec to 23 Dec
S$112
includes taxes & fees
22 Dec - 23 Dec
8.4/10 Very Good! (1,004 reviews)
Enjoyable Stay
"Check in was efficient with couple of hours of prior booking via hotels.com The key given for room apparently did not have bed made up and both doors kesy on desk and not ready for next guest. Returned to front desk expressing room was not ready for new guest, therefore a new room was given and water. ..."

Reviewed on 13 Nov,2024

Country Inn & Suites by Radisson, Frederick, MD
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 S$146 per night from 8 Dec to 9 Dec
S$146
includes taxes & fees
8 Dec - 9 Dec
8.4/10 Very Good! (1,043 reviews)
"Everything was clean and upgraded. Staff was friendly. Wasn’t really Comfortable with the nats and nat zappers around but other than that it was great."

Reviewed on 18 Nov,2024

Country Inn & Suites by Radisson, Hagerstown, MD
Hilton Garden Inn Frederick
Hilton Garden Inn Frederick
3 out of 5
7226 Corporate Ct, Frederick, MD
Fully refundableReserve now, pay when you stay
The price is S$167 per night from 24 Nov to 25 Nov
S$167
includes taxes & fees
24 Nov - 25 Nov
8.8/10 Excellent! (1,000 reviews)
"Check-in was easy. The room was neat and clean. The surrounding area felt safe and secure."

Reviewed on 18 Nov,2024

Hilton Garden Inn Frederick
See all 794 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.

Frequently asked questions

How much does a Shepherdstown holiday package cost?
From as low as . Yes, you read that right. Our Shepherdstown packages are an awesome way to stretch your budget. Bundle your preferred flights, hotels and rental car and explore this fabulous destination.
How do I get a cheap travel package to Shepherdstown?
Imagine all the wonderful things you could do in Shepherdstown with a pile of extra cash in your wallet. Watch your savings stack up when you combine your hotel and airfare bookings into a Shepherdstown holiday package. You have plenty of choice when you book your trip with Expedia too. In fact, you can take your pick of more than 550 airlines and 1,000,000 properties globally. Whether you’re taking off with the whole family or travelling with someone special, planning a trip to Shepherdstown is better with a package.
Where should I stay in Shepherdstown?
A holiday in Shepherdstown wouldn’t be complete without stopping by Shepherd University, Shepherdstown Visitors Centre and Shepherdstown Opera House. Spend your evenings near these popular sights and make sightseeing simple.
What are the top hotels in Shepherdstown?
Stunning Custom Shepherdstown Waterfront Retreat and Cabin - Secluded 1940s Romantic Tiny House On The River are two of the most well-known hotels in Shepherdstown. Why not check out the facilities and rates at each and then make up your mind?
How far in advance should I book my Shepherdstown holiday?
To bag discount prices, book as soon as you can. Airlines generally release flight tickets, along with some of the lowest fares, nearly 12 months prior to departure. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you’ve decided on a last-minute getaway to Shepherdstown, there are always lots of great deals to be had on Expedia. Book your escape today!
What does an Expedia Shepherdstown travel package include?
Hotels, flights and car rentals — we bring you the very best bargains. All you have to do is pick your ideal combination. Once you’ve made your booking, you can add on the fun stuff like activities and tours. Our travel packages make it easy to create an awesome Shepherdstown getaway.
What should I know before booking a Shepherdstown travel package?
When you book your flights, hotels and car rentals together, you’ll be rewarded with terrific discounts. Whether you’re organising a mountain getaway in a cabin or would rather stay in a luxurious city hotel, Expedia will make it happen for less.
Can I choose my airline with a Shepherdstown Expedia holiday package?
You can, and with over 550 airlines to pick from throughout the world, you have plenty of choice. Look through the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Shepherdstown holiday package?
You can cancel your Shepherdstown booking if your plans have been upended. Whether you’ll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.