Shepherdstown is situated in Jefferson County and is the oldest city in West Virginia. Guests at a Shepherdstown inn can enjoy the beautiful streams and lakes where they can go kayaking, boating, fishing, or swimming. Or, plan a trip to visit one of the many state parks in the area. If your B&B doesn’t serve meals, choose to dine at one of the many local restaurants offering down home cooking like the Carriage House Cafe. When you are staying at your Shepherdstown bed and breakfast, make time to check out the Contemporary American Theatre Festival. Each year, several new and well-known playwrights get to showcase their work. For the golf lovers, be sure to bring your clubs. You can play a few rounds at the Cress Creek Country Club. For a calm and relaxing getaway, book a trip to Shepherdstown. Less