Boots are an absolute must [1] 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 [2] 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
Style a Simple Black Pair of Boots With a Jumpsuit
Rock a Pair of Suede Thigh-Highs With a Fuzzy Red Coat
Match a Slouchy Pair of Boots With a Plaid Skirt
Opt For a Monochrome Look
Style Thigh-Highs With a Tweed Coat
Opt For a Brown Pair Styled With a Classic Trench Coat
Don't Be Afraid to Rock a White Pair of Boots in the Winter
Style Chunky Black Boots With a Vinyl Coat
Style Slouchy Thigh-Highs With a Red Dress and Plaid Coat
Liven Up Your Basic Black Boots With a Red Beret
Pair White Boots With a Bright Orange Coat and Mom Jeans
Show off Some Skin in a Blazer Dress and Over-the-Knee Boots
Style a Pair of Laser-Cut Boots With Frayed Jeans
Team Your Black Boots With Plaid Pants and a Red Hoodie
Stand Out in a Blue Suit With a Fuzzy Coat and White Boots
Pair Your Sock Boots With Leather Pants and a Matching Coat
Keep It Casual With Brown Combat Boots and a Neon Turtleneck
Toughen Up Your Look With a Leather Jacket and a Yellow Hoodie
Rock a Sock Boot Style With a Satin Slip
Cap Off Oversize Pieces With Sleek, White Booties
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
If You're Feeling Daring, Rock a Distressed Style With a Trench
Style Them With Sheer Tights, a Checkered Coat, and an Oversize Tee
Wear Them With a Shearling-Collar Leather Jacket
Show Off a Classic Black Pair in a Printed Dress
Stand Out in a Checkered Coat and Newsboy Cap
Keep Cozy in Tights and a Puffer
Dress Up Your Plaid Pants With a Stark White Pair of Boots
Public Desire Libby Black High Heeled Sock Boots
Public Desire Libby Black High Heeled Sock Boots [4] ($56)
Tamara Mellon Rodeo Boots
Tamara Mellon Rodeo Boots [5] ($695)
Tory Burch Brooke Slouchy Boot
Tory Burch Brooke Slouchy Boot [6] ($299, originally $498)
Alexander Wang Kennah Combat Boot
Alexander Wang Kennah Combat Boot [7] ($895)
Stuart Weitzman Tieland Over the Knee Boot
Stuart Weitzman Tieland Over the Knee Boot [8] ($798)
ASOS Eve Ankle Boots
ASOS Eve Ankle Boots [9] ($60)
Coach 1941 Graham Slouchy Heel Boot
Coach 1941 Graham Slouchy Heel Boot [10] ($450)
Zara Leather boots
Zara Leather boots [11] ($199)
Zara Animal Print Leather Boots
Zara Animal Print Leather Boots [12] ($249)
Zara Tall Boots
Zara Tall Boots [13] ($169)
