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Since hitting the market 60 years ago, famed English footwear brand Dr. Martens has created styles beloved by consumers around the world — from its classic 1460 lace-up boot (which earned the FNAA’s coveted shoe of the year title in 2019) to more contemporary platform silhouettes and brogues. In addition to their edgy appeal, the shoes remain closet staples thanks to their ability to be worn in nearly any season.
As colder months approach, we took cues from celebrities and street style stars on how to style the timeless pairs for winter. Some main takeaways? They offer an effortlessly laidback look when worn with sleek trousers and a puffer jacket, and can even work with midi dresses, too. Keep in mind that while the brand’s classic styles aren’t designed for trudging through snow, the label does offer winterized versions of its pairs, with features like fully waterproof uppers and slip-resistant outsoles.
Check out all the coveted outfit ideas ahead.
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1. Cropped Puffer, Python Pants & 1461 Women’s Patent Leather Oxfords
Obsessed with the animal print trend? Follow Kendall Jenner’s lead in python-printed pants and a cropped puffer. Finish off the ensemble with Dr. Martens’ 1461 Patent Leather Oxfords.
2. Knit Sweater, Cargo Pants & 1460 Women’s Smooth Leather Boots
Pair a cozy sweater with cargo pants for a look that’s just as cute as it is comfortable (consider this your new go-to WFH getup). When you need to step outside to run errands, lace up the 1460 Women’s Smooth Leather Boots — a nice complement to the military-inspired pant trending for the season.
3. Oversized Puffer, Cropped Jeans & Jadon Smooth Leather Platform Boots
We adore oversized puffers just as much as the Hadid sisters do (whose lavish picks have been the subject of memes) or any number of street style influencers. Try a belted puffer for a more figure-flattering look, paired with the Jadon Smooth Leather Platform Boots and cropped jeans to elongate your legs.
4. Head-to-Toe Black
Elevate a wintry, all-black outfit by styling pieces with different textures. Hailey Bieber does this well in a long shearling coat, patent leather trousers and streamlined 1460 Mono Smooth Leather Lace Up Boots worn with ribbon laces.
5. Leather Jacket, Skater Skirt & 2976 Smooth Leather Chelsea Boots
If you prefer a less chunky boot style, Dr. Martens’ 2976 Smooth Leather Chelsea Boot is a great option. The sleek silhouette pairs nicely with a skater-style skirt, tights and contrasting leather jacket. For pops of color, style with a vibrant scarf and matching beanie.
6. Plenty of Layers, Wide Leg Trousers & Jadon Arcadia Leather Platform Boots
To achieve an office-ready ensemble that’s still functional for your commute, layer a classic button-down and blazer underneath a puffer jacket. Add extra flair to the look with a pair of wide leg trousers and Dr. Martens’ Jadon Arcadia Leather Platform Boots, similar to the style worn by model Valerie Mevegue at Berlin Fashion Week last year.
7. Faux Fur Coat, Skinny Jeans & Orange 1460 Smooth Leather Lace Up Boots
Brighten up overcast days in a cozy faux fur coat, skinny jeans and 1460 Smooth Leather Lace Up Boots done in vibrant orange, as Julia Roberts did. The citrusy hue was seen all over fall ’20 runways, including those of Michael Kors and Carolina Herrera.
8. White Hoodie, Patterned Pants & 1460 Mono Smooth Leather Lace Up Boots
When the weather isn’t too harsh, it’s easy to jazz up a plain white hoodie with patterned pants. Cuff them at the ankle to show off the brand’s 1460 Mono Smooth Leather Lace Up Boots, and accessorize with retro accents like a fanny pack you can sling across your chest and round wire-framed sunnies.
9. Midi Dress & 1460 Smooth Leather Lace Up Boots
For those who dare to bare a bit of leg this winter, a midi dress can be repurposed from seasons past when paired with — you guessed it — a cozy puffer jacket. Try layering a turtleneck underneath for extra warmth and complete the ensemble with a cool belt and classic 1460 Vintage Made in England Lace Up Boots a la Megan Barton Hanson.
10. Sporty Coat, Leggings & Dr. Martens Heeled Lace-up Boots
Spice up a sporty down coat and leggings combo with a pair of Dr. Martens’ Leona Women’s Orleans Leather Heeled Boots. The model’s tunnel eyelets and platform base offer even more eye-catching detail.
Shop more Dr. Martens styles below:
Dr. Martens Adrian Leopard Faux Fur Tassel Loafers
An updated take on the brand’s cult-classic Adrian loafer from the ’70s, this version features punk-inspired leopard faux fur accents and a more rugged outsole. It also includes an insulated lining and Goodyear welt construction for ample warmth and protection in the chilliest temperatures.
Dr. Martens 1460 Slip Resistant Boots
This 1460 boot features everything you love about the iconic silhouette, but with enhanced grip for walking (or working) on slippery surfaces. The classic air-cushioned, PVC outsole is fused with the brand’s unique GRIP-TRAX outsole lug formation for optimal slip-resistance. What’s more, the style is built to keep you comfortable for hours spent on your feet, complete with a moisture-wicking sock liner and memory foam pods underfoot.
Dr. Martens Jadon Leather Faux Fur Lined Platform
Set atop a 1.5-inch platform, this winter-ready version of the Jadon boot is lined with faux fur and done in soft Pisa leather.
Dr. Martens Sinclair Leather Platform Boots
Inspired by the look of military jungle boots, Dr. Martens’ versatile Sinclair boot features eight eyelets for lacing in multiple ways, as well as a stylish front zipper. It’s topped off with puritan stitching on the toe-cap, a 1.5-inch platform and slip-resistant outsole that’s also oil and fat resistant, too.
Dr. Martens Fulmar Smooth Leather Buckle Shoes
Add the ultimate dose of edge to any look with the Fulmar, a biker-influenced take on the 1461 3-Eye Shoe. In addition to featuring signature Dr.Martens details like an air-cushioned sole and yellow stitching, the style includes a standout buckled harness and elasticized gussets for easy on and off.