2025 Compare Cities Overview:
Shepherdstown, WV vs Winchester, VA

Are people in Winchester older or younger than people in Shepherdstown?
- The Median Age in Winchester is 14.8 years older than in Shepherdstown.

Are housing costs cheaper in Winchester or Shepherdstown?
- Winchester housing costs are 21.7% less expensive than Shepherdstown housing costs.

Which city has a longer commute, Winchester or Shepherdstown?
- The average commute for residents of Winchester is 4.8 minutes longer than it is for residents of Shepherdstown.

Things to do in Shepherdstown?
Living in Shepherdstown, WV is an incredible experience. The town offers a unique blend of modern convenience and rural charm that makes it a great place to live. The historic downtown area has plenty of shops, restaurants, and attractions for locals to explore. There are also numerous outdoor activities such as hiking, biking, fishing and canoeing in the nearby Potomac River or C&O Canal National Park. In addition to its scenic beauty and natural resources, Shepherdstown is also home to Shepherd University, offering educational opportunities for both traditional and non-traditional students alike. The friendly local community makes living in Shepherdstown an enriching experience; everyone is warmly welcomed and the small-town atmosphere full of shared experiences helps create lasting connections between neighbors.

Things to do in Winchester?
Winchester is located in the northern Shenandoah Valley of Virginia. It's a historically significant city known for its rich Civil War history and architectural attractions like Winchester National Cemetery, as well as its numerous outdoor activities like hiking, kayaking, and fishing. The city also boasts an array of art and cultural offerings, with events such as the annual Hillbilly Festival taking place throughout the year.