Shenandoah County Wine Trail consists of four award-winning wineries, all with breathtaking mountain views. Enjoy events such as festivals and live music. Our four wineries make for a great weekend adventure. Enjoy Cave Ridge, North Mountain, Wolf Gap, and the oldest in the Shenandoah Valley, and one of the first in the state, Shenandoah. Make the Shenandoah County Wine Trail part of your Virginia wine experience.