650 College, 416-532-1074, and others, balisi.com
It's hard to beat the multi-brand footwear selection at Balisi's four Toronto locations. The stores specialize in fun brands like Melissa and Miz Mooz that hit all the right trend buttons (cropped boots, oxford styles and Victoriana pieces are all big for fall). There are also handsome work-to-weekend options for guys, plus lots of great finishing-touch accessories like bags and jewellery.
3456 Yonge, 416-440-8880, and other, getoutsideshoes.com