How To Stay Warm and Still Look Cute: A Street Style Guide

Dressing for the elements is a matter of practicality—no one wears galoshes and a puffer coat because they’re flattering! But there are a few tricks to staying warm while still looking completely fashion-conscious. 

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    We looked to bloggers who brave particularly difficult climates—from Shini Park in blustery London to Sarah Strand of snowy Norway—to cull an impressive selection of tips that will simultaneously show your stylish side and ward off the winter chill.

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    EXPLORE: Street Style
    PHOTO: We Wore What

    1. Top It Off

    A beanie may very well be your best friend come winter. Wear it slightly back on your head, like Danielle Bernstein of We Wore What, so your pretty face isn’t hidden.

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    PHOTO: Atlantic-Pacific

    2. Schoolgirl Staple

    Leave it to Blair Eadie of Atlantic-Pacific to make the preppy mainstay—over-the-knee socks—look utterly stylish. We love them as an alluring alternative to tights. 

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    EXPLORE: Street Style
    PHOTO: Victoria Tornegren

    3. Color Theory

    Everybody owns a black coat, so why not stand out with an unexpected outerwear color? According to the most stylish civilians, including Victoria Tornegren of Victoria Tornegren, the color of the moment is pink. 

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    PHOTO: Trop Rouge

    4. Sock It To Me

    If it’s still warm enough to sport a bare leg, add socks to your favorite pair of oxfords for a little extra warmth like Christina Caradona of Trop Rouge.

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    EXPLORE: Street Style
    PHOTO: Style Scrapbook

    5. A Slip Of Lace

    We’re totally copying Andy Torres of Style Scrapbook’s peek-a-boo lace under a chunky turtleneck look for our next winter date night. 

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    EXPLORE: Street Style
    PHOTO: See Jane

    6. Layering Trifecta

    This fail-proof combination of a button-down, sweater, and coat as seen on Anna Jane of See Jane is ideal for a professional work outfit. 

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    EXPLORE: Street Style
    PHOTO: Park & Cube

    7. Statement Scarf

    If your outfit seems a little lackluster, the easiest way to add interest is with a chunky scarf. Extra points for a pattern, like Shini Park of Park & Cube’s hounds tooth print. 

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    EXPLORE: Street Style
    PHOTO: Lella Victoria

    8. Double Trouble

    The old J.Crew styling trick of doubling up your button-downs looks especially fresh with two shades of denim. Add some edge to the preppy look by pairing your collared shirts with a pair of leather trousers, like Daniella Robins of Lella Victoria

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    EXPLORE: Street Style
    PHOTO: Sara Strand

    9. Layering With Edge

    Prefer a tougher look? Just take the previously mentioned layering trifecta and replace the sweater with a moto jacket. We also love the addition of a chunky beanie like Sara Strand’s of Sara Strand

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    PHOTO: Camille Over The Rainbow

    10. Turtleneck + Oversized Sweatshirt

    By the sound of it, this combination may seem like a recipe for dowdiness. Yet as Camille Charrière of Camille Over The Rainbow shows, when paired with a miniskirt and over-the-knee boots, the effect is cozy and chic. 

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    EXPLORE: Street Style
    PHOTO: A Portable Package

    11. Boots As Leggings

    We always look to Irina Lakicevic of A Portable Package for creative outfit ideas. Her solution to wearing a mini skirt in winter? Just pair it with a tall pair of over-the-knee boots. 

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    EXPLORE: Street Style
    PHOTO: The Blonde Salad

    12. Sweater Weather

    Sometimes a thick sweater can be just as cozy as a coat. Take note from Chiara Ferragni of The Blonde Salad and pair a bohemian-inspired knit with skinny jeans. 

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    Club Monaco Luella Cashmere Scarf ($160)

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    Wigwam Cypress Socks ($12) in Navy

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    Adrienne Landau Rex Scarf ($450)

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    Jeffrey Campbell Backside Over The Knee Boots ($280)

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    Warehouse Borg Biker Blazer ($134)

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    Tory Burch Moser Glove ($165) in Dark Plum

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    Jonathan Simkhai Color-Block Jersey Sweater ($315)

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    EXPLORE: Street Style, Zara

    Zara Dotted Tights ($17)

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    EXPLORE: H&M, Street Style

    H&M Angora-Blend Hat ($30)

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Deep Gray Longline Wool Coat

Deep Gray Longline Wool Coat

Choies, $81
SHOP
Luella Cashmere Scarf

Luella Cashmere Scarf

Club Monaco, $160
SHOP
Cypress Socks

Cypress Socks

Wigwam, $12
SHOP
Rex Scarf

Rex Scarf

Adrienne Landau, $450
SHOP
Backside Over The Knee Boots

Backside Over The Knee Boots

Jeffrey Campbell, $280
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Borg Biker Blazer

Borg Biker Blazer

Warehouse, $134
SHOP
Moser Glove

Moser Glove

Tory Burch, $165
SHOP
Color-Block Jersey Sweater

Color-Block Jersey Sweater

Jonathan Simkhai, $315
SHOP
Dotted Tights

Dotted Tights

Zara, $17
SHOP
Angora-Blend Hat

Angora-Blend Hat

H&M, $30
SHOP
EXPLORE: Street Style, Chiara Ferragni, Danielle Bernstein, Blair Eadie, Andy Torres, Irina Lakicevic, Adrienne Landau, Choies, Club Monaco, H&M, Jeffrey Campbell, Jonathan Simkhai, Tory Burch, Warehouse, Wigwam, Zara, Topshop, cold weather outfits, winter outfits, outfit inspiration, outfits, street style, blogger outfits, Scarf, sweater, coat, over-the-knee socks, jacket, Layering, turtleneck
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