Standing at 3491 feet, Mount Greylock is the highest point in Massachusetts and is crossed by the Appalachian Trail. This 9-mile ride is up the northern road from North Adams to the Veterans War Memorial Tower. It starts quickly with two short steep sections of 14 % and 17 % to get the legs moving, before a false flat / slight downhill. Once you enter the State Reservation you have 6.5 miles to the summit with more manageable grades. The lower part of the climb is mostly in the trees and shaded, but about two-thirds of the way up you pop out for some great views of the valley to the east. The final push to the summit includes another false flat / small downhill to pick up speed before the final push up the circular drive to the summit.