From Azzy Milan modeling Steve Madden to Katie Holmes in Vivaia, a range of brands and celebrities are showcasing how to dress for the colder weather.

As the autumn leaves fall and pumpkin-flavored foods materialize everywhere, it’s time to start thinking about fall and even winter boots.

For anyone looking to revamp their cool-weather shoe collection, brands ranging from affordable to luxury are delivering on that front. Some of these styles are bolstered by celebrity support, whether it’s Azzy Milan modeling for Steve Madden or Katie Holmes stepping out in Vivaia. Find a roundup of fall and winter-ready styles below.

Luxury Western boot brand Miron Crosby is leaning into the autumnal color palette with luxe boots in shades of brown. The newly launched Maggie Honey Suede, a reimagined version of an existing style, is a golden-hued suede boot with a classic Western silhouette which can move between various looks. The Lilly Chocolate Suede, meanwhile, is a deeper hue of chocolate brown decorated with jumping lazy hearts.

The London-based vintage-inspired footwear brand Lili Curia, which only launched a little over year ago, was quickly embraced by the fashion set and indie musicians alike. Maisie Williams teased the brand’s fall 2026 collection in August while promoting “Practical Magic 2,” wearing a plum color of the Ida lace-up boot with a fall 2012 Gucci by Frida Giannini plum peplum jacket and high-neck ruffled blouse and black skirt with a ruffled hem.

After an initial September drop, Lili Curia’s fall 2026 “Act II” collection dropped on Monday, featuring details like silver hardware, utility buckles, D-rings and corset-inspired lacing across the styles.

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