A great way to get into the swing of the season change is to first go through those summer clothes you have out in the closet already.
Make 4 piles and be brutal! 1) Donate, 2) Consign, 3) Chuck and 4) Keep.
Maybe you used to adore your madras skirt and wear it every day but you just never saw the right time to wear it this year...? Perhaps that's a signal its just not your style anymore. And if you wore it every day, chances are its not in good enough shape to consign, so maybe it's worth donating?