Over The Knee Boots

This fall, we’re leaving tights behind and keeping our legs warm with super-tall thigh-high boots, starting with this pair from Twelfth St. by Cynthia Vincent.

For more options, peruse our guide to see more over the knee boots and other fall shoe trends.

Ankle Booties

We love these shorties, particularly when they happen to be a pair of super-durable Frye boots.

Oxfords

Fix up and look sharp with trim-looking Oxfords, like this pair from Urban Outfitters.

Modern Mary Janes

Mary Janes aren’t just for the first day of kindergarten anymore; contemporary details keep these shoes (like this pair from J. Crew) thoroughly modern.

Pointed Toe Flats

Flats stay fancy with a pointy toe.  We like this pair from Sam Edelman to take from the office right out to dinner.