Boots to Fall For

If there’s a fashion element that has a leg up above the rest this fall, it’s the boot.


We asked our favorite style gurus to pick their must-have boot for this season. You may be surprised at what they had to say.

Tory Burch, founder and chairman of the design house Tory Burch
“I love the idea of utilitarian edge mixed with glamour, like a hiking boot with a high heel in leopard.” $475, Leopard Halima Bootie, Tory Burch,

Carrie Kane and Sharon Watrous, co-owners of Chalk Boutique
“We love this boot’s value proposition, moving easily from a bootie to tall boot in the blink of an eye [or the unzip of a zipper]. We find its wide-mouth ankle, rimmed with raw zipper and its chunky toe garnished with silver plate very modern and fresh.” Mallory Boot, Loeffler Randall, $895, Chalk

Ken Downing, Senior Vice President and Fashion Director, Neiman Marcus
“I believe a woman needs a wardrobe of boots! But if a woman has to land on one, go for a style with a military influence. The details give an edge.” $1,395, Armony Ankle Boots with Removable Cuff, Christian Louboutin, Neiman Marcus, Northbrook Court

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Lisa Silverberg, owner of Extras at E-Street Denim
“I think I may have found the pair! They’re gorgeous black, thigh-high boots in the softest leather. These boots may not be made for walking, but they’re definitely made for strutting.” $1,500, Thigh-high boots in black with built-in platform and side zip, Prada,

Kelly Golden, owner of neapolitan
“Over-the-knee and thigh-high boots are everywhere this fall and they’re so wearable. I saw this boot on the runway and it became my favorite. I love how it marries the military and equestrian trends.” $1,490 Thigh-high Boots in expresso, Dior, neapolitan