Gray shearling-lined men's leather boots with a lug sole.
Gray shearling-lined men's leather boots with a lug sole.

Men’s Fashion Boots: A Guide to Winter Style

The cold weather doesn’t have to mean sacrificing style. Ditch the clunky winter boots and upgrade your wardrobe with a pair of fashionable and functional men’s boots. From sleek leather options to rugged hiking styles, there’s a perfect boot for every man’s winter wardrobe.

Tobias Shearling-Lined Leather Boot, Overland Sheepskin Co.

These boots offer a luxurious blend of warmth and style. The shearling lining provides exceptional comfort, while the sleek profile and graphite color make them a versatile choice for everyday wear. They can be dressed up or down, making them a valuable addition to any winter wardrobe.

Pair these boots with anything from rugged workwear essentials like denim or duck canvas to more refined corduroy or flannel trousers. A classic crewneck sweater complements a casual look, while a turtleneck or shawl collar pullover elevates the style. Consider coordinating your sweater or bottoms with the gray of the boots for a cohesive and stylish ensemble.

Brixen, Koio

Inspired by hiking boots, the Brixen from Koio features a durable ArcticLug outsole and shearling lining, making them ideal for snowy city streets or weekend ski trips. The Italian-made construction ensures quality and durability.

The speed hooks and round laces give these boots an authentic hiking aesthetic. Style them with straight-leg pants in a regular or classic fit that allows the fabric to drape over the boot shaft. A thick Fair Isle sweater adds a touch of timeless appeal. For extra warmth and style, layer a shearling jacket over your shoulders.

Ranger II Hiking Boot, Lucchese Bootmaker

Crafted from gorgeous leather, the Ranger II Hiking Boot from Lucchese offers both durability and style. While built for rugged terrain, these boots can easily transition to a more polished look for everyday wear.

These versatile boots can be dressed up or down. For a casual weekend look, pair them with denim, a reverse weave sweatshirt, and a camel overcoat. For a business casual setting, combine them with chinos, a classic blue oxford shirt, a thick brown belt, and a wool herringbone blazer. Remember to wear thick wool socks for added warmth, as these boots are not insulated.

Northbound 6” Waterproof Insulated Lace Up, Chippewa

The Northbound boot from Chippewa combines the ruggedness of a work boot with stylish street-style vibes. The wheat nubuck leather and waterproof construction make them a practical and fashionable choice for slushy sidewalks and casual outings.

Embrace the workwear aesthetic by pairing these boots with selvedge denim, a long-sleeve thermal Henley, a flannel-lined chore coat, and a wool beanie. These boots are a comfortable and stylish option for everyday wear during the colder months.

Shearling Boot, Toscana USA

These luxurious boots are handcrafted in Italy using a patented dip-dye process, resulting in incredibly soft and pliable leather. The intricate detailing, including buffalo calf upper, ostrich padded collar, and crocodile skin accents, elevates these boots to a statement piece.

Style these statement boots with dark denim, a dress belt, a fitted merino wool or cashmere sweater, and a textured or patterned sport coat. Complete the look with a navy dress coat and a richly colored scarf that complements the sport coat. This ensemble exudes sophistication and luxury.

Shasta Boot Tall, UGG

The Shasta Boot Tall from UGG is a maximalist statement piece designed for both performance and style. With UGGplush insulation and a knee-high silhouette, these boots are rated for extreme cold and sure to turn heads.

While not for everyday wear, these bold boots are perfect for après-ski activities or for those who embrace a daring street style aesthetic. The Shasta Boot Tall guarantees warmth and a standout look.

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