Summer is my favorite season in many ways and I’m always sad to see it go, but fashion-wise, fall is the best time by far. I’m always pleased when it’s time to switch from sandals and clogs to boots, and am therefore delighted that New York—after an unseasonably hot September—is finally getting cool enough to do just that. Here are 12 pairs I like, starting with this chic ecru pair from Everlane.
This looks very Isabel Marant, but in fact is Madewell.
My favorite boots these days come from Officine Creative, and I’m nuts for this pair, because the shape is so good and the height is substantial but still walkable.
I am so excited that No 6 has made their clog boots with serious treads on the soles so you can wear them in inclement weather without slipping all over the place.
Maybe it’s because fall still puts me into a Seventeen magazine back-to-school issue state of mind, but I can’t get the idea of a plaid coat or jacket out of my mind. There’s something so resolutely autumnal about such an item; you can almost hear the crunching of leaves underfoot just looking at these. And they’re more versatile than at first they might appear: you can wear them with all solids, which would be the safest option, or have all sorts of matchy-clashy fun with whatever you put on underneath.
I wish the fur trim here was faux, but I still like this a lot: it’s nicely classic, with a fun twist.
Red and black plaid is a longtime favorite of mine (a passion that was born the year of college I wore nothing but that color combination) and this is so excellently nubby.
I was born in Houston, Texas in 1964 and have lived in New York City since 1988. I had a long career in magazines, working at Sassy, Elle, New York, and Spin, and in 2000, I founded Lucky magazine, which I edited for ten years.