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The Emmitsburg & Waynesboro Turnpike

Maryland Route 140/Pa. Route 16 west.

Emmitsburg:

During the Civil War, Emmitsburg served as a crossroad for the soldiers on both sides, and helped to raised some of our country's best military units ready to defend our country. William Emmit founded the town of Emmitsburg in 1785 and through the years Emmitsburg grew to become recognized as a symbol of religion due to its many churches such as Saint Joseph College, and Mount Saint Mary’s Seminary School.

The Emmitsburg area played a major role in the Civil War, more than what has been given credit and was a pivotal crossroad of the Waynesboro Pike. Emmitsburg witnessed every raid that carried over into Pennsylvania from JEB Stuarts’ first Chambersburg Raid of 1862, the Gettysburg Campaign in the summer of 1863 and finally, General Early’s Raids of July of 1864.

Emmitsburg Historical Society | Markers are located at Saint Josephs and at the Visitor Center located on Route 15 South.

Zora:

Located between Emmitsburg, Maryland and Monterey Springs, Pennsylvania, is the community of Zora. Although Zora was not a town until the late 1800’s, troops passed through and left an impact on the community that took years to rebuild. Zora was only a crossroad at the time of the Civil War. It was where the Emmitsburg-Waynesboro Road and the Fairfield Road came together. Zora played a major role in the battle of Monterey and the Confederate retreat from the fields of Gettysburg and proved to be a key route for the armies during the Civil War.

Due to communication reasons both armies felt the need to obtain and protect their positions at these crossroads and mountain gaps. Because of this troops encamped at Zora. Instances such as these happened quite often, especially when battles were waged nearby. Scouts and pickets used the crossroads to see the troop movements that came from the direction of Emmitsburg and Fairfield. Zora, just as Emmitsburg was always on the extreme perimeter of major campaigns such as, Antietam, Gettysburg and Early's Raid on Washington.

There are currently no markers.

Fountaindale:

Although being a small community today, Fountaindale, just as many of these small towns along Waynesboro Pike, impacted the Civil War in it’s own unique way. One June 28th, 1863, members of Cole's Cavalry skirmished with Confederates who were foraging.

The Fountaindale Spring House is where Confederate troops stopped to get bread and a drink of water from the spring located in front of the house. When General Lee's Army encamped in this valley on the first night of it's retreat from the battle of Gettysburg, a badly wounded rebel soldier died and was buried in the old Lutheran cemetery where the skirmish of Fountaindale took place. A small marble marker used to stand, but when modern day Route 16 was made, the construction crew extended Jacks Mountain Road and paved over top of the grave of the unknown Confederate Soldier. The only inscription on the old marker stated: “Died, July 4, 1863. Aged 20 Years.”

Marker located at the Fountaindale Fire Department on Old Waynesboro Pike

Monterey Pass:

On the evening of July 4th, 1863, one of the most confusing battles of the Civil War occurred during the retreat from Gettysburg known as the battle of Monterey Pass. General Robert E. Lee had given the order to retreat from Gettysburg. During this retreat General Ewell’s Confederate wagon train took the road leading over Jack’s Mountain from Fairfield.

Around 9:00 p.m. near Fountaindale, Pa. the Union cavalry under the command of General Kilpatrick came in contact with the Confederate 1st Maryland cavalry under Captain George Emack, who had a small detail guarding the approach to Monterey,
re-enforced by one cannon that was loaded with two rounds of ammunition.

Darkness set in during a blinding rainstorm. The Confederates wearing gum blankets, were mistaken as Union troops by Kilpatrick’s cavalry as they made their way from Fountaindale. Knowing that their identity was withheld, the order came from Emack to fire the cannon. As the confusion subsided, the Confederates charged, pushing the Federals back until they reached the Federal artillery that was at Fountaindale. 

General Kilpatrick gained the mountain summit of Monterey six hours later. At the Monterey House, a Union battery deployed and began shelling the enemy’s wagons. By 3:30 a.m. the Union Cavalry reached the road where Ewell’s wagon train was located, capturing and destroying 9 miles worth of wagons, taking 1,360 prisoners and a large number of horses and mules as they moved on to Waterloo.

Monterey Battlefield Association

Waynesboro:

Waynesboro, Pennsylvania was first founded by John Wallace in 1797 when he first laid out plans for a new town. It was first called Mount Vernon and then Wallacetown. To honor General Anthony Wayne, he changed the name to Waynesburg and finally to Waynesboro. Waynesboro through the Civil War saw many of it's men join the Union. The 126th Pennsylvania Regiment was organized in August of 1862. Company E of the 126th Pennsylvania was recruited in Waynesboro and was led by Captain William W. Walker, 1st Lieutenant George W. Walker and 2nd Lieutenant Thomas J. Nill. This Company saw some of the heaviest fighting in the nine moth period it was active.

Confederate General Jubal Early and his Division entered Pennsylvania on June 23rd and marched to Waynesboro. General Early's Division entered Waynesboro in the late morning. As soon as the Confederate took possession of Waynesboro, the Confederate Flag was raised over the town hall.

Waynesboro was also occupied throughout the Civil War by both armies since the Shenandoah Pike is a short distance away in Greencastle. Just as any town near the Mason and Dixon Line or the Shenandoah Pike, Waynesboro was always subjected to raids or troop movements.

Waynesboro Historical Society