The best men’s leather boots to enhance your style
As the seasons change, temperatures drop and snow piles up, we’re back in full-fledged boot weather. Seasonal depression can be difficult to cure, but a pair of stylish boots can help you feel a little better and more confident while braving the cold.
What better way to update your wardrobe than with a material that’s been used in shoes since the Stone Age?Leather is both functional and fashionable. Its natural insulating properties make it a reliable choice when navigating icy sidewalks and snowy roads, protecting you from the elements in style.
Leather is durable, long-lasting, and has a luxurious feel. Beyond their amazing functional properties, many quality leather boots are made from responsibly sourced materials and renewable and biodegradable resources, so you’ll feel good with every step.
Whether you’re attending a formal event or hiking a tough trail, boots are more than just footwear; they’re an expression of your style. From classic designs to modern twists, the boots below are some of our favorites.
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jack irwin reed chukka boots
The Reade Chukka Boot is an understated boot that exudes casual elegance. Handcrafted in Portugal, these boots are made with pebble or full-grain uppers for a sleek look and durability. The interior is fully lined with leather and features a comfortable padded foam insole and flexible sole. These understated boots can be dressed down with jeans or dressed up with a suit or pants.
$182.40 at JackErwin.com
Mark Nolan Ducks Brown Crocoskin Chelsea Boots


The Ducks boot is a super fun take on the Chelsea boot with a standout sole. Featuring a calfskin leather lining, a latex memory foam padded insole for added comfort, and a lightweight lug sole designed for year-round durability. Brown crocodile skin gives a classy yet individual feel, but if you want something a little more subtle, be sure to go for a black colorway with a red sole. Either way, you’re sure to turn heads no matter which option you choose.
$165 at MarcNolan.com
Tuesday Boot Co. Wingtip leather boots


Wingtip boots are a more traditional item that still fits into every man’s wardrobe. Beautiful hand-finished full-grain leather, an original brogue pattern, and a sophisticated carved toe make these boots special. Goodyear welt construction ensures durability and water resistance, and is fully resolable. It’s perfect for dressy occasions, but you can also wear it with jeans as long as your outfit isn’t too casual.
$235 at Thursdayboots.com
Florsheim Duke leather boots


Duke leather boots are a chic, modern choice that combines fashion and comfort. Crafted with a soft kidskin leather upper and dress leather sole, these side-zip boots exude sophistication. The extended heel makes these boots feel modernly cool, yet timelessly elegant. Get a black or brown version for your go-to style, or choose a less traditional gray or white color.
$150 at Florsheim.com
Red Wing Shoes Classic Mock Boots


The Classic Moc is an iconic, durable boot with a signature mock toe and traction tread outsole. A lifestyle boot since its introduction in 1952, it was first designed for athletes and then embraced by workers for its durability, traction and all-day comfort. Moc’s timeless features still feel fresh. Choose rough-out leather for a textured look, or oiled or waxed leather for a smoother look. These boots look great with jeans, but they also look great with dress pants, especially with prints.
From $300 at RedWingShoes.com
Blundstone Men’s Classic Chelsea Boots


Blundstone is loved for its durable designs that can be worn to dinner or outdoors. Taupe isn’t a crazy color, but it’s a subtle change from dark brown or black and can be worn with just about anything. These boots have a water-resistant top leather upper and double stitching for added strength. Premium features include a contoured EVA footbed with XRD® technology for maximum comfort, a lightweight TPU outsole, and a steel shank for added stability. This boot is perfect for those who want maximum functionality without sacrificing style.
$230 at Blundstone.com
Shoe the Bear Cube lined boots


Cube is a hiking-inspired boot made in Portugal using 100% LWG certified leather, ensuring both quality and sustainability. This boot has a trail-inspired, premium feel, with plush leather and a blend of brown polyester and wool for added warmth. Finished in a black-on-black colorway, these boots are easy to match, quiet enough to dress up as office attire, and casual enough to pair with jeans and a flannel or jacket for a night out.
$125 at BespokePost.com
camper pix chelsea boots


This is no ordinary Chelsea boot. The Pix has a delicate yet striking design made from red and brown calfskin leather and a sport-grade outsole with interesting ribbing while offering durability, traction control and flexibility. It’s neutral so it’s versatile and adds a touch of glamor to any outfit. These are perfect for less busy outfits, such as a monochrome look, and can be the star of the show.
$225 at Camper.com
AceMarks Hugo Lace Boots


The Hugo Lace Boot is perfect for men who want a casual yet elegant boot. Crafted with a 100% full-grain calfskin leather upper and rubber outsole for a sexy, smooth ride. Its soft profile, combined with waxed dress lace, easily matches both smart, sophisticated suits and more casual jeans and T-shirt ensembles.
$288 at AceMarks.com
Cole Haan Original Grand Ultra Chelsea Boots


A fun take on the classic Chelsea, the ØriginalGrand Ultra Chelsea Boot takes Cole Haan’s love of sport-style soles and combines it with a beautiful leather upper to create a fresh design that goes with everything. With consistent traction and responsive cushioning, this boot is perfect for everyday wear. Whether you want to walk around all day, take it to work, or party all night, you can do all three without changing it.
$100 at ColeHaan.com
Keen Targhee III Waterproof Mid Hiking Boots


Leather may not be considered the best choice for hiking boots, but it’s a very durable and comfortable material that’s perfect for the trail. Eco-friendly leather and performance mesh upper keeps water out, keeping you breathable, comfortable and stable. This boot combines the elegance of leather with the sportiness of mesh. Hiking has never been so great.
$99 at KeenFootwear.com
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