I grew up in the Berkshires in Western MA. I used to get a bit homesick in the fall, but not having to live through the winters definitely makes up for it.
I wouldn't mind going back for a cycling trip some autumn - though the thought of sharing the roads with cars whose drivers are staring at the foliage rather than paying attention to the road gives me pause ... heck, it was scary enough avoiding the leaf-peepers back when I was driving, much less cycling