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Fall is the best season to invest in a new pair of boots before harsh weather blows in, so it’s important to choose a pair that’s exceptionally resilient and versatile for regular wear through the winter. You’d be hard-pressed to find a shoe that ticks every box quite like Dr. Martens‘ fall boots and shoes. Not only is the cult-favorite footwear tough enough to brave rain, snow, and slush, but it also offers undeniable attitude and polish to any outfit. Plus, Dr. Martens’ wide array of styles delivers on decades of durability.
Dr. Martens men’s and women’s shoes will stand the test of time in your shoe rotation, much like they have in the footwear market over the last century. Also known as “Docs,” the brand’s heritage designs originated as workwear boots and gardening shoes, before being adopted by subcultures throughout the decades as edgy combat boots. In 1945, recovering WWII soldier Dr. Klaus Maertens developed the shoes’ original air-cushioned soles to soothe his broken foot before incorporating excess military supplies into their design, establishing their famous practicality and grit. By the ’60s, the brand added legacy signatures like heel loops and yellow contrast stitching to mark heat-sealed Goodyear Welting between the upper and sole, ushering in the iconic Dr. Martens 1460 boot — one of the Greatest Shoes of All Time, according to Footwear News.
Today, Dr. Martens’ boots and shoes are wardrobe staples for all ages and style perspectives. From The Who’s Pete Townshend sporting the 1460s stage in 1967 to Olivia Rodrigo representing Gen Z’s obsession with leather styles in her regular street style, Docs bring a heritage punk panache that allows for boundless reinvention in modern contexts. The brand celebrates this unique feat in its boundary-pushing 14XX line that reinterprets its workwear roots with tech-driven upgrades to archival silhouettes. Following the fall of 2023 launch, its latest “Protect Pack” drop just ushered in exaggerated iterations of the 1460 boot, 1461 shoe, and 2976 Chelsea boot, which all come defined by weather- and abrasion-resistant construction, taking the brand’s legacy of durability one step further.
And, in just the last year, Dr. Martens Ramsey Creeper shoes were made over by Girls Don’t Cry with wedge platform soles, Supreme added rub-off coloring to the 1461 Oxford, and Nine Inch Nails released a ’90s-inspired collection of 1461 boots printed in album artwork. On top of these collaborations, Dr. Martens continues to update its classics, like the recent Lowell Collection that reissued an archive workwear design or the fall 14XX “Protect Pack” drop that redesigned three iconic models with maximalist touches.
The beauty of Docs is their intrinsic versatility, which means any ensemble can be a Dr. Martens outfit. The unisex shoes are built to go with just about anything, from office dresses and suits to wide-leg trousers to daily denim. Plus, they’ll outlast every other pair of shoes in your closet. To get into the fall spirit, kick off your shoe-shopping extravaganza with these Dr. Martens icons that are tough, cool, and timeless, making them the ideal footwear for fall and many seasons to come.
Dr. Martens’ leather boots and shoes are notorious for their earned break-in period, but not all styles are the same. For instance, genuine leather boots will soften with wear and develop a soft patina, which eventually relieves their original stiff fit. Vegan Docs, however, are most common in a patent leather finish, which will remain fairly rigid with limited break-in potential so it’s important to select your correct size using the brand’s size guide before placing your order. Dr. Martens offers several tricks to make the initial wear more comfortable, such as inserting heel pads or investing Double Docs Socks to relieve friction between your feet and the durable leather.
To accelerate the break-in process, Dr. Martens recommends applying leather conditioner or Dr. Martens’ Wonder Balsam on the shoe’s interior to soften the leather. Fans on TikTok have shared a wealth of other DIY tips, like applying heat with a hair dryer, stuffing the shoe with ice and freezing it overnight to expand the material, or even massaging the leather with a hammer.
“I’ve owned several iterations of Docs in my time and there’s always a break-in period — but it’s so worth it,” says Footwear News Shop Commerce Writer and Producer, Olivia Cigliano. “My best advice is to wear thick socks or layer two pairs during that time, as stiff leather uppers can rub and irritate your heels and ankles. Just be prepared to test drive your boots before you take them along for a long haul.”
For more than 75 years, Footwear News has been the shoe authority. Our coverage spans top industry news, retail trends, head-to-toe fashion, athletic and outdoor analysis and more. Footwear News’ global network of editors has carefully curated all product selections featured using our expansive brand knowledge and thorough research to find quality, long-lasting items. Learn more about us here.
Olivia Cigliano is a Commerce Writer & Producer at Footwear News and WWD where she writes shopping content on the best-rated footwear, TikTok style trends, and more. Olivia received her bachelor’s degree in journalism from Emerson College, and her byline can be found in publications including Elite Daily and CR Fashion Book. As a longtime Docs lover, she’s constantly seen around New York City wearing her favorite Dr. Martens boots and shoes. She updated this story in October 2024 with new fall releases and helpful tips for breaking in your new boots.
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