The Berkshires, Massachusetts (33 miles)
Anywhere in these mountains is a good place to be in the fall, but it’s worth taking a drive along Route 2, which runs east-west between Route 7 and Interstate 95. The unabashed high point is a driving ascent of Mount Greylock, the highest peak in the state. At the summit, you’ll find a remarkable tower built in 1932 that looks like something from a Tesla electrical experiment but is actually a memorial monument to the state’s soldiers. From a terrace atop the tower, you can see changing leaves as far away as Vermont, New Hampshire and New York. berkshires.org.