Part of an estate established by George F. Hupp in the 1750s, Hupps Hill commands breathtaking views of Strasburg, the Shenandoah Valley and Massanutten Mountain (with the Blue Ridge and the Appalachian Mountains in the far background.) The hill and the manor house to the south were used by contending forces throughout the Civil War. Relict Confederate entrenchments and Federal gun positions can still be seen on the grounds.

Since 1991, visitors to Hupp's Hill have enjoyed handling the museum's reproductions of Civil War weapons, uniforms,  saddles and toys, thus experiencing the era in a unique way.

Children have their own place in the museum where they can try on period costumes, climb into a soldier's tent, ride wooden horses complete with authentic cavalry saddles and bridles. "Discovery Boxes" offer young children a chance to explore an historic topic through games, puzzles and artifacts.

With its children's summer camps, folkways workshops and living history demonstrations, the Stonewall Jackson Museum at Hupp's Hill continues to advance the Wayside Foundation's mission: "to encourage and enhance the public appreciation, enjoyment and knowledge of American history and arts."