The route heads south as Piling Street before crossing the Tuscarawas River and turning east.

On this alignment, the route generally stays on the hills' ridges as it passes the community of Peoli and briefly dips into Guernsey County.

Now heading northeast, SR 258 reenters Tuscarawas County and enters the small community of West Chester.

The route reenters Tuscarawas County one last time before curving northeast and southeast in the community of Stillwater where it ends at a stop-controlled intersection with SR 800.

[6][7] US 21 was removed from the state highway system upon the completion of I-77 and SR 258 was signed along the former US 21 routing from Washington Township to Newcomerstown.