Outfit Details:
Nili Lotan Vest & Dress, Loeffler Randall Boots, Khaite

Tall boots are definitely a must-have for the fall and winter seasons. I’ve collected a few well-loved pairs over the years in leathers, faux leathers and suedes in various heel heights, including this brown knee-high style that goes with almost everything, from dresses to skirts, denim, and leggings. Added details like pointed and rounded toes, buckles, and knotted ties give the classic tall boot an even more refined look. Scroll through my recent Daily Looks for a glimpse at some of my favorite pairs, and take a peek below to see more of the latest tall boots for fall and winter.

Leather Boots with Buckles

The classic riding boot has been upgraded in this caramel leather pair with a slim gold buckle and higher block heel.

Derby Leather Knee High Boots

This equestrian style black tall boot has a slightly chunky sole and heel ready for all types of seasonal wear.

Heeled Calf Leather Boots

A sleek tall boot, like this heeled leather pair, wears well with dresses and skirts for an elongated, chic look for both day and night.