No.
I don't know. You may want to check with the parks authority for Portola Valley. The terrain is mostly wooded unless you are on the actual "windy hill" portion, which is quite...windy. I'm not sure if the area is best suited for drones.
There is a special permit required listed on their website.
Seen a drone flying on the hill taking scenic pictures in September. All fine. Agree with Tim that you might want to check. There were two paragliders flying off the hill and the rangers were keeping a close eye on them - from a distance!
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