High up on the Taconic Ridge is one of the few paved roads connecting New York to Massachusetts and makes for one of the most scenic drives anywhere around. Route 2 takes you from Petersburg, NY to Williamstown, Ma and passes by Petersburg Pass, a former popular ski area from back in the 60's and 70's. Here is a link providing more information: http://www.nelsap.org/ny/petersburg.html Today there are few remnants from the old ski days, and most of the area is being reclaimed by nature. There are many trails winding through the woods, with the main trail running through here being the Taconic Crest Trail, a 35 mile trail running from Hancock, Massachusetts all the way to Pownal, Vermont. A large DEC parking lot sits atop the mountain with tremendous views as soon as you step out of your car.
Here is a view to the east of the Greylock Range with Mt Prospect rising in the distance.
Walking south and crossing the parking area again, it's hard not to notice the jaw dropping views to the east into the Berkshires.