One of my favorite ways to transition from summer to fall is a great bootie. Right now I am obsessed with booties with hardware or laces, which make them more edgy. If you want a less casual bootie, find one with a chunky heel rather then a flat sole to dress it up a tad. Either way you can't go wrong!
Steve Madden/Steve Madden/Sam Edelman/Asos/Lucky Brand/Marc by Marc Jacobs