State Route 285 (SR 285) is a state highway in White and Van Buren counties in Middle Tennessee and Bledsoe County in East Tennessee.

SR 285 begins at an intersection with US 70S in Doyle in White County.

It initially runs in a southeastwardly direction, briefly merging with SR 111, where it crosses into Van Buren County, before splitting off and winding its way up the Cane Creek Valley.

The merged highway then ascends more than 800 feet (240 m) to the top of the Cumberland Plateau before diverging again, with SR 30 continuing eastward, and SR 285 turning northward through a rural stretch of the Plateau region.

Bending southeastward again, SR 285 enters Bledsoe County and crosses Bee Creek and passes Bledsoe State Forest before it has a y-intersection with SR 301, which provides access to Taft Youth Center.