The highway heads south from there, eventually turning to the southeast, skirting the southern edge of the Rogue Valley, and the foothills of the Siskiyou Mountains.

It continues in a general southeasterly direction for quite a while, and then turns northeast towards Jacksonville.

Approaching the western outskirts of Medford, the highway originally turned at West Main Street and terminated at U.S. Route 99.

The new route does not turn east at West Main Street, but continues north contiguous with Hanley Road, then turns east at Rossanley Drive.

When Rossanley Drive ends at Sage Road, OR 238 continues northeast until it reaching its eastern terminus at an intersection with Oregon Route 99 (North Pacific Highway), which is also the western terminus of Oregon Route 62.