I hiked to the top of Mount Willey as a part of 15 mile loop of backpacking in mid October. It is already snow-covered around 1 mile from the top.
I started at Crawford train station, then A-Z trail, Ethan pond trail, then Willey range trail to the top. Willey range trail from Ethan pond to the summit is extremely steep. Both uphill and downhill is hard. Maybe it is better to be uphill. I am glad I was uphill.
If you climb up to only Willey, there is another way to go there. Option is from Crawford station via Avalon trail and Willey range trail (this is steep but not bad), and the other way is trailhead on Crawford notch road a little south of Crawford station.
Actual summit doesn't have a view, but there is a viewpoint a little south of the summit where you can see Presidential range. read more