Find hotels in Shepherdstown, WV from $69

The most popular time to visit Shepherdstown is in the fall, particularly October. During this month, the climate is pleasantly crisp, with temperatures averaging in the mid-50s to low 70s Fahrenheit, creating a great backdrop for enjoying the vibrant autumn foliage. It's an ideal time to stroll along the charming streets lined with historic buildings or to take a scenic hike in the nearby state parks.As you consider your travel plans, keep in mind that the peak tourist season typically spans from June to October. This is when Shepherdstown comes alive with outdoor festivals, farmers' markets, and a host of cultural events. The lively atmosphere enhances your experience, making it easy to immerse yourself in local traditions and community vibes.For travelers who enjoy outdoor activities, October offers ample opportunities for exploration. You can partake in leisurely walks along the Potomac River or visit local wineries, all while surrounded by the stunning fall colors. The comfortable temperatures make it easy to enjoy al fresco dining at quaint restaurants that boast beautiful views.If you're looking for a more budget-friendly time to visit, consider coming in December. During this time, the holiday season brings a unique charm to Shepherdstown, with festive decorations and local events that celebrate the season.

With Expedia, you earn OneKeyCash™* on eligible Shepherdstown hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.