Has there actually been a proposed route for this particular ride?
Here's my suggestion:
Park at SS, climb Fern, climb Plumbers, (gather up at Radford Rd) continue on Skyline to Grandview. Take a nice breather, continue West on Skyline to Plantation. Climb Plantation to Clark's Grade, go East on Skyline to Grandview, drop down Pineknot to 2N08 and go East. Take that a short way to the Snow Forest trail shortcut and take that back to 2N08 and then drop 2N08 to Towne Trail and pedal that back to SS.