Shepherdstown Holidays

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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 Rp1.712.267 per night from 16 Aug to 17 Aug
Rp1.712.267
Rp1.917.739 total
16 Aug - 17 Aug
includes taxes & fees
Quality Inn Shepherdstown
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 Rp1.805.003 per night from 17 Aug to 18 Aug
Rp1.805.003
Rp2.021.605 total
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (1,298 reviews)
"Awesome clean rooms, indoor pool and comfortable beds. One of the best hotels I've been too. Definitely will be coming back."

Reviewed on 18 Jul 2026

Country Inn & Suites by Radisson, Hagerstown, MD
Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

2.5 out of 5
25 Union St Harpers Ferry WV
Fully refundable
The price is Rp1.706.079 per night from 17 Aug to 18 Aug
Rp1.706.079
Rp1.910.809 total
17 Aug - 18 Aug
includes taxes & fees
Quality Inn Harpers Ferry - Charles Town
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 theatre 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

What to do in Shepherdstown

Antietam National Battlefield Self-Guided Driving Audio Tour

Antietam National Battlefield Self-Guided Driving Audio Tour

Rp267.706
per traveller
100% of travellers recommend
Antietam National Battlefield Self-Guided Driving Audio Tour
See all activities in Shepherdstown

Frequently asked questions

How much does a Shepherdstown holiday package cost?
You'll find cheap prices on Expedia for your Shepherdstown getaway. However, a range of factors like the hotel choice, length of stay and season will determine how much your holiday to Shepherdstown costs.
What are the cheapest months to go to Shepherdstown?
Plan your getaway for the low season and you're likely to score cheap Shepherdstown holiday packages. Keep in mind that public holidays and local events and festivals can impact prices, so do your research before booking.
How many days is enough for Shepherdstown?
With a well-organised itinerary, you can easily hit the most popular Shepherdstown sights in a few days. But if you want to explore off the beaten track or go on day tours, think about booking your Shepherdstown holiday for longer.
Is it worth booking a holiday package to Shepherdstown?
It's easy to see why a Shepherdstown holiday is on the must-do list of many travellers. Popular attractions like Shepherdstown Visitors Centre are just the beginning of what you can explore here.
How to find the best Shepherdstown package deals?
Begin your search for a Shepherdstown package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Shepherdstown package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Shepherdstown escape off to a flying start.
Is it cheaper to book a Shepherdstown holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customised Shepherdstown holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Shepherdstown?
Enjoy fantastic discounts by booking your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Shepherdstown break.
How to plan a trip to Shepherdstown?

  1. Choose your dates: What you'd like to do in Shepherdstown and your favourite season can help you decide when to go.
  2. Plan your budget wisely: On top of the price of your hotel, you'll need to factor in other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected costs that may come up during your trip to Shepherdstown.
  3. Decide how long to go away for: Now that you're more familiar with Shepherdstown, you can work out the right length of your break. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Shepherdstown holiday package.

Explore a world of travel with Expedia

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