Shepherdstown Holidays

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to NZ$545 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Our pick of the best Shepherdstown Hotel Deals

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 NZ$144 per night from 23 Jun to 24 Jun
NZ$144
per night
23 Jun - 24 Jun
8.4/10 Very Good! (1,009 reviews)
"Not fancy, but clean and convenient."

Reviewed on 5 Jun. 2024

Country Inn & Suites by Radisson, Frederick, MD
❤️ Secluded 1940s Romantic Tiny House on the River
❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
The price is NZ$233 per night from 23 Jun to 24 Jun
NZ$233
per night
23 Jun - 24 Jun
9.8/10 Exceptional! (41 reviews)
Excellent stay at The River House
"The tiny house is exactly as described. Its small, clean, cozy and comfortable. The location right on the river is fantastic. Being able to have a fire right by the water each night was such a plus. In better weather would be a great put in for canoeing, kataking. Very close many historic sights, ..."

Reviewed on 14 Apr. 2024

❤️ Secluded 1940s Romantic Tiny House on the River
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 NZ$181 per night from 23 Jun to 24 Jun
NZ$181
per night
23 Jun - 24 Jun
8.8/10 Excellent! (1,003 reviews)
Good value, would stay again.
"It was an adequate stay and good value for your money. Our only complaint was that our fridge did not work and our food soiled."

Reviewed on 3 Jun. 2024

Hilton Garden Inn Frederick
See all 779 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 holiday 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.

Discover the most popular places to visit in Shepherdstown

Image for Shepherd University

Shepherd University

Take a campus tour or just explore the area of Shepherd University during your travels in Shepherdstown. Amble around the area's riverfront or seek out its horse riding.

Shepherd University
Image for Shepherdstown Visitors Center

Shepherdstown Visitors Center

Shepherdstown Visitors Center is just one of the places to see in Shepherdstown, so why not enjoy the other things to explore during your travels? Amble around the area's riverfront or seek out its horse riding.

Shepherdstown Visitors Center
Image for Shepherdstown Opera House

Shepherdstown Opera House

Enjoy a show at Shepherdstown Opera House, a theatre with a story to tell in Shepherdstown. Stroll along the riverfront or seek out the horse riding.

Shepherdstown Opera House
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.