Shepherdstown is a cozy, college town with plenty of shops and restaurants to duck into and explore. Some of our favorite spots include the Sweet Shop Bakery, Four Seasons Books, O'Hurley's General Store, and the Blue Moon Cafe. For a fancier dinner or brunch, try the Bavarian Inn Restaurant and Brewery or Alma Bea.
The canal is great for a walk, run, or bike ride (you can rent bikes at Pedal & Paddle in Shepherdstown). It's one of our favorite places to look for mushrooms and plants to identify!
A short 10 minute drive from Shepherdstown, Antietam Battlefield is a beautifully maintained national park with plentiful trails to hike and learn about a pivotal moment in American history.
In case we can't convince Ms. Nutter to cater our wedding, you should stop by her shop and get a cone. It's a great way to finish up a tour of Antietam.
The last standing roundhouse of its kind in the world, the Martinsburg Roundhouse is also a historic labor action site. Jenny's great-grandfather worked here in the blacksmith shop. The Martinsburg farmer's market is hosted here on Saturdays from 10 AM-2 PM so it's a great way to check out this civil engineering landmark and get some snacks, too. From the Roundhouse & train station you can hop on the new Frog Hollow Trail and walk past other landmarks like the General Adam Stephen House (the founder of Martinsburg) and Martinsburg High School.
Harper's Ferry is located at the junction of the Shenandoah and Potomac rivers 20 minutes from Shepherdstown. In addition to visiting the national park and site of John Brown's infamous raid, we recommend perusing the local shops, hiking the Appalachian trail to Jefferson Rock (or try the Maryland Heights trail for some extra elevation and views!), and kicking back at Harper's Ferry Brewery overlooking the rivers.