Between Winchester and Harrisonburg lie several charming Shenandoah County towns, well worth a trip off the interstate.
Heading north to south, your first stop will be Strasburg. Be on the lookout for some terrific museums, including the Stonewall Jackson Museum and the Strasburg Museum. While in town, also be sure to visit Crystal Caverns, one of the oldest documented Virginia show caves with actively growing formations.
Next, head south toward Woodstock and Edinburg, two more historic small towns with beautiful downtown areas. In 1761, when George Washington sponsored an act in the House of Burgesses to charter a new village, the town was named Woodstock. Since 1772, it has been the Shenandoah County seat and currently has the oldest working courthouse west of the Blue Ridge Mountains.
Edinburg was settled in the latter part of the 18th-century by Germans and Swiss who were attracted to the rich soil, beautiful countryside, and plentiful water of the Shenandoah River and Stony Creek. Distinctive Edinburg architectural features include unusual porches and beautifully crafted hand-carved woodwork.
Next, drive down to Mt. Jackson. The Mt. Jackson Historical District is listed in the National Register of Historic Places. The Union Church was used as a hospital, and you can see where the wounded soldiers wrote their names on the wall. Likewise, Our Soldiers Cemetery has a monument listing the names of soldiers from all the Confederate states who died at the Mt. Jackson Confederate Hospital. Near Mt. Jackson, you can also see the longest covered bridge in Virginia.
From there, you're right around the corner from the Shenandoah Caverns Family of Attractions. Thrilling visitors from around the world, Shenandoah Caverns is the only cavern in Virginia with elevator service. Explorers of every age and ability will discover an underground world of wonder. At American Celebration on Parade, your family can also see spectacular parade floats from famous national celebrations such as the Rose Parade, Presidential Inaugurals, the Miss America Parade, the Thanksgiving Day Parade, and many more! It's an amazing exhibition that fills 40,000 square feet of floor space with huge floats and delightful animated figures.
Continue south to New Market, which also played an active role during the Civil War. Stonewall Jackson’s troops marched through the Town on four occasions. On May 15, 1864, the historically significant Battle of New Market took place in which teenage cadets of the Virginia Military Institute (VMI) were pressed into service by Confederate General John Breckinridge in a successful effort to delay the North’s march on Richmond. That battle is re-enacted each year in mid-May on the grounds of the famous New Market Battlefield State Historical Park and Hall of Valor Civil War Museum. In New Market, you’ll also find more underground adventures at Endless Caverns & RV Resort.