At the intersection of Rt. 20 and Rt. 112 in Huntington, MA. Take a right off Rt. 112 south onto Basket St on the Northeast side of the river. Follow along the river for 1.6 miles (turns into Old Chester Rd.) There will be an intersection on the right with a large wooden sign welcoming you to Skyline Trail.
Road passes by many farms, and through many beautiful wooded areas. There are a few good vistas, and some very old cemeteries and old New England villages along the way.
Pavement is in great shape until just north of Middlefield where it gets a little choppy. Overall its a smooth road with not a lot of twists and turns, but just a nice ride.
Route passes through some state forests, though there is not much for roadside amenities. You won't find fuel along this stretch and you'll have to find food on either end of the route, but its a short jaunt and shouldn't take too long to find a bite.
Motorcycle Road Additional info
Hooking up with this road from the North or the South is beautiful. Rt. 20 is a fantastic ride, Rt. 112 is beautiful, and Rt. 143 is a lot of fun as well.