I live in New York. I will be vactioning in Greece from October 14th-25th.
 We will be in Athens, Crete and Santorini. What is the weather there, at
 that time? What should I bring to wear? I'm an older woman, with a New
 York wardrobe...mainly from Ann Taylor! Any other tips? Look forward to
 your answer. Thank you. Nadya in New York.

There is a 10 day forecast link on this page :-

http://www.parosweb.gr/weather.shtml

This site gives monthly temperatures :-

http://www.eurometeo.com/english/climate/city_LGAV

I?ve generally found the October weather to be pleasant but pack a few
light woollies. You could always buy a few items there if it turns
unusually cool or wet -- quite a lot of English spoken. New York
fashion shoes are not too great an idea on Santorini :-)

Have a wonderful trip -- the olives are wonderful but retsina is an acquired taste!

Best