This “round” starts and finishes at the Bolton Valley Resort parking lot. Beginning at the highest base elevation is Vermont, The this loop connects two iconic backcountry trails, Woodward Trail and Cottonbrook Trail, by ways of Little River State Park. Begin by reaching the Vista Summit by any trail to find the Woodward Trail entrance. Descend Woodward trail until it’s terminus at little river state park. Once reaching Little River, the trails are as follows, Stevenson Brook to Dalley Loop to Hedgehog Hill to Cottonbrook road.

A tricky route to navigate as times and the going can be difficult due to ploughed fields and overgrown paths.

From Wikipedia:  
https://en.wikipedia.org/wiki/Essex_Way

The “Sentiero del Viandante” is an old mule track dating from the Roman period, following the oriental coast of Lake Como, along the mountains’ lower slopes. This path extols the masterly equilibrium between humane activity and nature. It exposes agglomerates of rustic stone houses, old mill ruins, countless chapels and little mountain churches, terraces cultivated with vineyards and olive trees. The old route connects the municipalities and valleys from Abbadia Lariana to Colico, and is signaled  by orange information signs.