Note that I recommended North Adams, MA because it has a good art museum, galleries, and other stuff to do. I'm familiar with the area from summertime trips. I've never leaf-peeped there, but it seems to be a popular activity around the time you'll be in the area.
Fall Foliage Festival and Fall Foliage Parade | Explore North Adams
If northwest Massachusetts is a bust because the color change happens earlier or later than anticipated, a detour into Vermont or southern Massachusetts should get you at a good place.
If Bear Mountain and Harriman State Parks in NY get early color in time for your trip (they are usually best mid-late October), only visit Mon-Fri. Those parks are near NYC and get extremely crowded on weekends.
Originally posted by subidoc Is there a website that declares the best fall drives each year?
There are many websites dedicated to fall foliage. I don't recall specific websites that recommend driving routes, though.
Peak Fall Foliage Map has a low-resolution nationwide map of average peak color. You can see individual state details by clicking the map. The map supports my thoughts that in late September you have to head north and away from the ocean for good color. It's better to arrive a little too early than too late for leaves, so don't misread the map to think you have to head all the way to northern Maine.
Originally posted by subidoc F28/2.8 or ZK 35/F2. I also have an older manual Sigma wide 24/F2.8
I suggest the 24 and 35 so you have a choice of focal lengths. Or, borrow the 18-135; that gives you versatility plus weather resistance. Moderate telephoto from the 18-135 is nice to have if you find a vantage point at a cliff overlook or bridge.
Here's an example of 100mm from the Bear Mountain Bridge: