Fall is boot season. If you don’t already have a pair in your closet, don’t fret.There’s no shortage of options. From heritage staples like Dr. Martens and Clarks to new-school flips from Esenes Worldwide and Jason Demaci, these 10 picks cover every lane. Whether you want something tough enough for everyday wear, sleek enough to dress up, or bold enough to make a statement, we pulled together the best boots to add to your rotation right now.
Shop the full collection of men’s boots on Complex. For more style guides, check out our best jackets and jeans collections.
Akomi Lupita Boots
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Price: $375
Akomi taps into its Congolese roots with the Lupita Boot, a chunky low-top take on the work boot. The all-black leather upper gets a hit of color from a green tongue and comes with five different lace options so you can change it up. Finished with a thick rubber sole, it’s built tough but still has personality.
Clarks Desert Boots 75th Anniversary Edition
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Price: $150
Clarks marked 75 years of the Desert Boot with a special drop in archival Loden Green suede. The classic silhouette received subtle updates like a thicker crepe sole, and two lace options. Finished with commemorative details throughout, it’s a milestone release for one of the most timeless boots ever made.
Dr. Martens 1460 Boots
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Price: $260
You can’t go wrong with a pair of Docs. Named after the day of its release, April 1, 1960, the 1460s are a piece of history embraced by Brits, punks, musicians, and youth subcultures worldwide. With their yellow stitching, grooved sole, and “AirWair” pull tab, they remain instantly recognizable and endlessly iconic.
Esenes Worldwide x RPD Tabi Boots
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Price: $190
Esenes Worldwide and RicePaddyDaddyy flipped the standard workboot with a trendy, split-toe tabi. The design reflects Esenes’ playful-yet-stylish ethos that pushes unconventional designs into streetwear.
Human Recreational Services Luther Boot
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Price: $775
Human Recreational Services is a luxury label known for reworking classic silhouettes with a modern twist.The Luther Boot is a perfect example. Taking cues from Western styling, it’s made from rich Italian leather and features a Cuban heel.
Jason Demaci XGG Boots
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Price: $305
Jason Demaci spent over a year perfecting the XGG Boots after being inspired by Balenciaga’s Alaska boots during a trip to Paris in 2023. From hand sketches to finding the right manufacturer, Demaci created his own reinterpretation of the recognizable Ugg silhouette. The boots were recently spotted on Yeat as he performed alongside Drake. Get there before the hype takes over and they sell out.
Soulland Delaware Metal Boots
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Price: $460
Copenhagen-based Soulland brings its clean-meets-edgy aesthetic to the square-toe boot. The Delaware comes in all-black leather with metal logo plates on the toe and sides. It sits atop a chunky sole that gives it a bold finish. It’s minimal, but far from quiet.
Ice Studios x Timberland 6-Inch Waterproof Boot
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Price: $250
Bronx-born photographer Renell Medrano has shot everyone from Kendrick Lamar to Solange. Now, she’s brought her creative vision to Timberland through her collective Ice Studios. Known as a hub for artists across New York and London, Ice Studios gives Timberland’s classic 6-Inch boot a frosty update. The pair comes in all-grey suede with a tonal midsole, icy blue outsole, and an embossed Ice Studios logo on the tongue. If you are looking for a fresh take on the classic, this is the one to get.
Fracap Magnifico M60 Boots
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Price: 360€
Founded in 1908 in Italy’s Puglia region, Fracap has built a reputation for handmade boots that balance heritage and customization. The Magnifico M60 highlights that legacy with electric-blue calf leather lining and an off-white Vibram outsole.
Frye Harness 8R Boots
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Price: $468
Frye has been making boots since 1863.The Harness 8R is one of its most iconic styles. Inspired by motorcycle culture of the ’60s, the boot is built from rugged leather with a square toe, stacked heel, and the signature metal ring at the ankle. Tough enough to wear for years but sleek enough to dress up, it’s the kind of boot that never goes out of style. I still remember spotting my first pair at a vintage dealer downtown and thinking they looked broken-in but timeless. It’s the kind of boot you build stories in.
Shinnie Park
New York
Shinnie Park is a style writer whose work sits at the intersection of high fashion and streetwear. With a background in fashion communication from Central Saint Martins and experience at Dazed Korea and Net-a-Porter, she’s passionate about all things style, culture, and design. If you've seen something trending, chances are, she’s already on it.
