It then goes through rural areas of northern Logan County after it crosses the Mud River.

Despite being an even-numbered state highway, KY 106 becomes a north–south oriented roadway upon entry into Butler County.

[5] At some point in the late 1940s, KY 106 was extended further northwest to Kirkmansville, 6 miles (9.7 km) west of Clifty.

[8] The original alignment of Kentucky Route 344 followed Blue and Gray Park Road during the 1930s and 1940s.

KY 344 originally served the now-defunct Blue and Gray State Park.