cole haan boots

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Consider a new pair of boots in the color of the season: wine. Bonus: These shoes feature Nike comfort technology, so feel free to walk as far as you like in them—your feet will not get sore.

Cole Haan, $229; Zappos.com

Ann Taylor bootie

These booties are so sharp, they might just replace your trusty black high heels all winter. Plus, the buckle isn't just for show—you can adjust it so that the shoe fits more comfortably.

$198; AnnTaylor.com

J. Crew boot

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A chic back zip and classic silhouette will make this your go-to pair for seasons to come.

$350; JCrew.com

Kohl's Boots

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Menswear-inspired touches—gray flannel, belt details—add an old-school vibe.

LC Lauren Conrad for Kohl's, $65; Kohls.com

MIA boots

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A bold zipper and green accents update a classic black boot.

MIA, $69; Piperlime.com
Merona wedges

This wedge gives you height, plus plenty of extra support. Bonus: This style is a slip on, so you won't have to fuss with zippers or laces.

Merona for Target, $28; Target.com
Stuart Weitzman boots

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Wear with leggings or skinny jeans to avoid the Pretty Woman effect.

Stuart Weitzman, $595; StuartWeitzman.com
Wanted boots

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This boot takes a walk on the wild side with a swath of leopard ponyhair.

$90; WantedShoes.com
Nine West bootie

A sleek suede heel with a rubber sole is safe to wear to work even on a snowy day.

$75; NineWest.com

Photo: Jesus Ayala/Studio

Leather and suede make a handsome couple. The elastic panel accommodates wider calves.

Ivanka Trump, $250; Amazon.com

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