You can't even begin to think about winter fashion without thinking about boots—they go together like bread and butter. And this year, there seems to be one style that has stolen the hearts of fashion girls everywhere: chunky boots. I've seen a variety of different takes on the trend; however, Dr. Martens is the brand that will forever reign supreme. Whether you’re into its classic all-black lace-ups (my personal favorites) or digging a more colorful option, there’s no denying that these boots make an outfit look super stylish. Plus, a select few of the brand’s newer shoes include features like faux fur and its innovative WinterGrip soles, making them perfect for the cold weather. Intrigued? Keep scrolling for 16 cute pairs you can wear with any winter fashion look, from your favorite midi dress to your go-to skinny jeans.
Shop all-black booties:
Shop more colors:
-
I'm a Senior Shopping Editor on a Major Budget for 2026—31 Chic Yet Affordable Finds I'm Currently ConsideringEverything is under $150.
-
Cuffed Jeans Are So Back—This Is the Classic Shoe Trend They Look the Coolest WithAlexa Chung serves as proof.
-
I'm Revamping My Closet With These 5 Elevated Basics for a Chic Winter WardrobeYou'll wear these for years to come.
-
I'm a French Writer and Editor—the Outfits to Repeat and Why Repetition Is UnderratedThis strategy is shared by women with no budgetary constraints whatsoever.
-
What a French Woman Wears When She Doesn't Want to Be Noticed (But Still Wants to Look Good)Tips and insight straight from a French writer and editor.
-
I'm a Fashion Expert—This Is Your Permission Slip to Buy These 5 Wearable Winter 2026 TrendsOne of each, please.
-
Sorry, Black Pants—Kate Middleton Just Proved Brown Boots Look Best With This Pant Color TrendThe perfect winter look.
-
This Affordable Shoe Brand Just Popped Up on My Radar Thanks to Nordstrom—25 Styles That Have My Full AttentionAlmost every style is under $150.
