The Greenbelt stretches along the eastern ridge of Roxbury from the Good Hill Farm Preserve to Painter Hill Road in Woodbury totaling 720 connected, permanently protected acres. Beginning at the trailhead at Good Hill Farm Preserve on Good Hill Road, the trails meander through an old orchard, across streams, into the woodlands and through open meadows with variable terrain.

The red farm loop, east of the barnyard, is an easy 1-mile loop with occasional hilly terrain. The blue trail of 3.31 miles goes from the Trailhead all the way to Painter Hill Road. Hikers can exit the blue trail on the old wood road onto Tophet Road near the Good Hill Schoolhouse, Widmark Preserve, and walk back to the Trailhead along Tophet Road, which provides sweeping views across active farm fields. Or hikers can follow the 0.81-mile white trail on the Miller Preserve back to Tophet Road. The red Painter Hill Loop of 0.88 miles covers uphill terrain with western views.