DP and I are going to San Francisco on 21st October for 2and half weeks.
We are really looking forward to this trip; it really will be the trip of a lifetime so we want to make the most of our time there.
We are already researching and getting our itinerary in place. I have been eagerly following the "off to California" thread so I know it can get cold and the weather is very changeable. 
My main concern is about what exactly to wear and what shoes to take! Superficial I know but I have arthritis and also my extremities get really cold.
So will it be autumn jacket cold or winter coat cold?
Will I need a wooly hat, scarf and gloves? (I know I can buy them if I do!)
I often wear flat Dr Martens knee high boots with tights and long skirts in the colder months; would these be appropriate or would I be better in flat shoes?
I know everyone says you can buy a fleece but I am not really a fleece-wearer and would prefer to take the right jacket-waterproof combo.
I do know that this is a very privileged query but I really to like to get my clothes "just right"! 
Thanks Earthy x