The road continues into wooded areas with some fields, passing to the north of Little Round Top.

[2][5] During the Battle of Gettysburg, the dirt Wheatfield Road was used by various Union and Confederate troops (e.g., Crawford's Third Division of Pennsylvania Reserves),[6] and Union troops deployed artillery westward to the Peach Orchard using the road.

[3][7] In 1884, the Round Top Branch's wye with double spurs[8] and station was built at the east end of Wheatfield Road, and in 1894 the Gettysburg Electric Railway was laid along a west portion of the road (trolleys also crossed the east end near Round Top Station).

[9] In 1895, the Commonwealth of Pennsylvania ceded jurisdiction of Wheatfield Road to the War Department,[10] and in 1900 two cast iron identification tablets were placed[where?]

[12] The Wheatfield Road was resurfaced with asphalt west of Sykes Avenue in 1933,[13] and completed "from the Rosensteel pavilion to the Taneytown road" in 1940 by the McMillan Woods Civilian Conservation Corps camp.