Winter’s Power Pairing Is a Dress and Boots—Just Ask Bella Hadid

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We could all use a little help getting dressed during the coldest days of the year, but thankfully the solution is simple: dress and boots outfits. This reliable combination is exactly what we’re looking for to face the frigid temperatures in style, requiring little more than a great coat and a goes-with-anything handbag to complete the outfit puzzle.

Vogue’s Favorite Dress and Boots Outfit Pairings:

The Floral Maxi
Khaite Edgar dress
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The Knee-High Boots
Frye Campus 14L boots
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The Slinky Knit Dress
Simkhai turtleneck dress
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Whether you’re looking to freshen up your winter work wardrobe or in need of a little inspiration for date night, our favorite dress and boot combinations are here to guide the way. Cozy sweater dresses and leather knee-high boots are the perfect answer to extra-cold days, when keeping warm is top of mind. (Fuzzy midi dresses and slinky A-line shapes can just as easily be donned at the office as after-hours events, such as a dinner date or housewarming party.)

While we patiently await spring’s start, why not start injecting a little whimsy from now, with patterned dresses? Soft florals, rustic plaids, or modernist strokes all compliment the season’s suede boots.

And it’s never too early to think about transitional outfitting. From draped jersey options (simply add a blazer!) to mini dresses that are easily toughened up with sleek booties or a tall heeled shape, ahead, you’ll find plenty of dresses and boots outfits to see you through winter.

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Khaite

Edgar dress

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Frye

Campus 14L boots

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Tory Burch

plaid shirtdress

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Khaite

Clive ankle boots

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Rabanne

asymmetric draped midi dress

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Gianvito Rossi

Elise 55 boots

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Simkhai

turtleneck dress

Khaite

Davis boots

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Acne Studios

Dasca shirtdress

Burberry

leather cavalier boots

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Ulla Johnson

Ida dress

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Reformation

Dominique knee boots

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Zara

draped dress

Jimmy Choo

Maxima 35 knee boots

Chloé

puff-sleeve column dress

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Isabel Marant

Duerto ankle boots

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Rixo

Paige dress

Loeffler Randall

Indy boots

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H&M

fluffy-knit dress

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Maison Margiela

Tabi boots

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Sea

Imogen midi dress

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Christen

Classic Square knee boots

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Magda Butrym

floral-print midi dress

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Tony Bianco

Zuri boots

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TWP

Mason midi shirtdress

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The Row

Mona knee-high boots

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ME+EM

fit + flare maxi dress

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Aeyde

Sila booties

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Toteme

slouch waist dress

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Staud

Wally knee boots

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Proenza Schouler

Janan mini dress

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Gucci

slim Horsebit boots

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Hill House Home

The Mila dress

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Saint Laurent

Jill boots

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Fforme

Mina midi dress

Gianvito Rossi

Elise 85 suede boots