Originally Posted by LapLap
... By November it will have started to feel quite chilly...
I'm not sure where you got this idea, but I have always found Tokyo in early November to be very comfortable - even short-sleeve conditions. Plus, it was in early November that I stumbled across the Tokyo version of the Jidai Matsuri in Asakusa. That one doesn't seem to be advertised in tourist publications, but was very enjoyable - all the more for being a completely serendipitous surprise. I think it was the first Saturday in November along the main avenues near Asakusa station. Also, early November is Shichi-go-san all over Japan, with tons of great photo opportunities of cute kids in kimono. Any big temple will be crawling with them, particularly on Sunday. My best photos were at and around Senso-ji.
If your friend is going to be alone, does not speak the language and has never been to Japan, are you sure you want to send her traipsing around the countryside? It might be great, but I wonder if she might be more comfortable in some more tourist-friendly areas. Just a suggestion.
JR