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Keep It Casual

A cork-and-latex removable footbed and hand-sewn Strobel construction gives the Naot Polaris ($200) its signature underfoot comfort, but it’s the on-trend upper that really wows.
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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.