
Keep It Casual
The new season calls for functional, easy-wearing looks that pack in the comfort as well as the chic. These Fall ’21 styles deliver effortless cool that holds up all day long.
Keep It Casual
The new season calls for functional, easy-wearing looks that pack in the comfort as well as the chic. These Fall ’21 styles deliver effortless cool that holds up all day long.


Cozy comfort is in full effect in the Bearpaw Marta thanks to a wool blend collar and lining, along with a sheepskin footbed. The cow suede upper is treated with NeverWet tech.

With 200g of PrimaLoft Bio insulation, Vibram Arctic Grip A.T. in the outsole and a B-Dry waterproof membrane, the Oboz Sphynx Mid Pull-On Insulated ($175) has serious outdoor cred — but its quilted upper and pull-on construction mean it has style chops, too.

A fuzzy faux-shearling trim elevates Ryka’s made-for-women Everest Sneaker Boot ($60) to a cold weather style all-star.

With peekaboo faux shearling embellishments and clean lines, Enjoiya’s Fur Collar Low Lug Bootie ($80) is warm enough for life outside, and stylish enough for everything indoors.

The Juniper Hiker ($140) from Bogs brings punchy color and sleek style to any outfit, but don’t be fooled: With a waterproof upper made of leather from Gold-certified tanneries and a Bloom EVA footbed, it has the eco and performance cred to handle any outdoor adventure.

A breathable leather upper and hiker style make the $190 Aerantis sneaker from Geox a trend-right staple.

DUNHAM’s 800 Works Moc Boot is slip-resistant and fully waterproof, but with cushioned construction and a removable dual-density footbed, the $170 style is comfortable for all-day wear.

The made-in-Portugal Rimionda by FLEXUS ($160) marries classic dress-shoe perf details with a flexible, athletic sole for all-day comfort.

The Dylan Cold-Weather Sneaker ($150) from Aetrex has the casual looks of your favorite athleisure styles, but a cozy plush collar elevates it to a winter all-star.

Ecco’s new ATH-1FW shoe ($130) pairs the brand’s iconic leathers with sporty textiles and an ultra- cushioned Phorene sole for a streetstyle look that stays bouncy all day long.

The slip-on Koretake boot ($150) from Naot is a cozy, vegan choice for fall.

With an eye-catching, prismatic upper and sleek, sock-like styling, the $125 Lux by Arcopedico adds flair to an everyday outfit.

The $375 Finn Comfort Soho-S style is made in Germany with comfort at the forefront.

The slip-on Lucie Charcoal from Dansko is a cozy take on a classic silhouette.

The $160 Althea bootie from Halsa marries the comfort of a fully removable insole with the style of a hand-tooled leather upper.

The Leela Chili sneaker from Dansko brings a shot of color to casual looks.