How to Style Your Boots This Winter — 30 Easy Outfit Ideas

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Boots are an absolute must in the wintertime, that goes without saying. They're practical, easy to wear, and downright essential when the temperatures dip below 60. But, every season we get into a little funk when it comes to finding fun, new ways of styling our beloved boots. (After all, wearing your go-to black ankle boots with a pair of skinny jeans and a sweater can feel a tad boring and repetitive after a while.) For this reason, we've turned to our favorite street style stars to get a dose of outfit inspo. Read on to see 30 easy yet stylish ways of wearing your boots this Winter, and shop our favorite picks, too.

Pair Your Go-To Ankle Boots With a Shearling Coat
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Pair Your Go-To Ankle Boots With a Shearling Coat

Style a Simple Black Pair of Boots With a Jumpsuit
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Style a Simple Black Pair of Boots With a Jumpsuit

Rock a Pair of Suede Thigh-Highs With a Fuzzy Red Coat
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Rock a Pair of Suede Thigh-Highs With a Fuzzy Red Coat

Match a Slouchy Pair of Boots With a Plaid Skirt
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Match a Slouchy Pair of Boots With a Plaid Skirt

Opt For a Monochrome Look
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Opt For a Monochrome Look

Style Thigh-Highs With a Tweed Coat
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Style Thigh-Highs With a Tweed Coat

Don't Be Afraid to Rock a White Pair of Boots in the Winter
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Don't Be Afraid to Rock a White Pair of Boots in the Winter

Style Chunky Black Boots With a Vinyl Coat
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Style Chunky Black Boots With a Vinyl Coat

Style Slouchy Thigh-Highs With a Red Dress and Plaid Coat
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Style Slouchy Thigh-Highs With a Red Dress and Plaid Coat

Liven Up Your Basic Black Boots With a Red Beret
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Liven Up Your Basic Black Boots With a Red Beret

Pair White Boots With a Bright Orange Coat and Mom Jeans
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Pair White Boots With a Bright Orange Coat and Mom Jeans

Show off Some Skin in a Blazer Dress and Over-the-Knee Boots
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Show off Some Skin in a Blazer Dress and Over-the-Knee Boots

Team Your Black Boots With Plaid Pants and a Red Hoodie
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Team Your Black Boots With Plaid Pants and a Red Hoodie

Stand Out in a Blue Suit With a Fuzzy Coat and White Boots
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Stand Out in a Blue Suit With a Fuzzy Coat and White Boots

Pair Your Sock Boots With Leather Pants and a Matching Coat
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Pair Your Sock Boots With Leather Pants and a Matching Coat

Keep It Casual With Brown Combat Boots and a Neon Turtleneck
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Keep It Casual With Brown Combat Boots and a Neon Turtleneck

Toughen Up Your Look With a Leather Jacket and a Yellow Hoodie
Getty | Vanni Bassetti

Toughen Up Your Look With a Leather Jacket and a Yellow Hoodie

Rock a Sock Boot Style With a Satin Slip
Style Du Monde

Rock a Sock Boot Style With a Satin Slip

Elongate Your Legs by Matching the Fabric of Your Ankle Boot to Your Pants
Style Du Monde

Elongate Your Legs by Matching the Fabric of Your Ankle Boot to Your Pants

Play With Proportions, and Wear Your Booties With a Long Coat
Style Du Monde

Play With Proportions, and Wear Your Booties With a Long Coat

If You're Feeling Daring, Rock a Distressed Style With a Trench
Getty | Vanni Bassetti

If You're Feeling Daring, Rock a Distressed Style With a Trench

Style Them With Sheer Tights, a Checkered Coat, and an Oversize Tee
Getty | Vanni Bassetti

Style Them With Sheer Tights, a Checkered Coat, and an Oversize Tee

Wear Them With a Shearling-Collar Leather Jacket
Getty | Edward Berthelot

Wear Them With a Shearling-Collar Leather Jacket

Show Off a Classic Black Pair in a Printed Dress
Getty | Vanni Bassetti

Show Off a Classic Black Pair in a Printed Dress

Keep Cozy in Tights and a Puffer
Getty | Christian Vierig

Keep Cozy in Tights and a Puffer

Dress Up Your Plaid Pants With a Stark White Pair of Boots
Getty | Vanni Bassetti

Dress Up Your Plaid Pants With a Stark White Pair of Boots