Stylish Men's Boots For Fall - IMBOLDN
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One of the advantages of Fall is the opportunity to break out (or buy) those boots you’ve been lusting after. If your boots from last year are looking worse for wear, it’s time to consider a wardrobe refresh. Luckily, we’ve got you covered.

Leave it to IMBOLDN’s editors to break stylish men’s boots of all types – from fashion-forward Chelseas to military-style boots, and classic work boots that are stylish-yet-tough. With comfort and versatility in mind, we give you our 9 top boots that can be easily donned for both office hours and happy hour.

Frye Tyler Chelsea

Believe it or not, the Chelsea boot dates back to the Victorian era, when it was worn by both men and women. With their traditional elasticated side panels, FREY’s Tyler Chelsea boots are designed with a Blake construction, which means the upper is sewn directly to the sole from the inside of the shoe, giving it increased flexibility. With their leather outsole and rubber toplift for traction, the boots boast a soft leather lining and a slightly cushioned footbed, providing all-day comfort.


Astorflex Bitflex

For those looking for an eco-friendly Chelsea boot, Astorflex’s Bitflex may be just the one for you. Handmade in Northern Italy, this slip-on suede boot with 100% natural crepe rubber soles will make you feel like you’re walking on air. In order to produce this supple and environmentally-friendly boot, Astorflex ages the European leather for 30 days in an all-natural mixture of water, oak bark, and powdered mimosa. The leather is then softened with all-natural ingredients to produce a suede leather boot that you’ll never want to take off.


White’s Boots 350 Cruiser-MV Roughout

Another exclusive boot to Huckberry, White’s 350 Cruiser-MV, has an upper made from full grain roughout leather from Seidel Tannery in Milwaukee. White’s has been making boots since 1853, so they clearly know their stuff. Hand-sewn and hand-lasted by highly experienced bootmakers, the 350 Cruisers can take whatever is thrown at them and then some. Available in a choice of Red Dog or Black Roughout water-resistant full grain leather, these hard wearing boots have Vibram 430 outsoles with logger heels that will stand the test of time.


Adelante Shoe Company The Havana

Made from supple leather, Adelante’s Havana Standard boot features a classic lace-up work boot silhouette for outstanding rugged style. The boot’s high density memory foam insoles provide all-day comfort while the Goodyear welted construction is fully resoleable and incredibly robust. Available in Desert and Mahogany colorways, the Havana Standards are made-to-order, requiring a two-week processing time.


Kingsman + George Cleverley Cap-Toe Pebble-Grain Leather Boots

Looking for boots that are versatile enough to wear with jeans, chinos, and even a suit? Meet the Kingsman, a chocolate-colored pebble-grain leather lace-up pair that is guaranteed to last for years to come. Built on classic Dainite rubber soles, these hard wearing, stylish boots are made in the UK and are exclusive to MR PORTER. Thanks to their toe caps and metal eyelets, the Kingsman boasts a unique look that will be a welcome addition to any wardrobe.


Celine Homme Leather Chelsea Boots

Made by Celine, the French ready-to-wear and leather luxury goods brand, these Chelsea Boots are constructed from supple Italian leather. The classic elasticated panels at the sides and leather pull tabs at the back, make the boots easy to slip on and off. This quintessential silhouette is elegant enough to wear with a suit, but versatile enough to wear with a pair of jeans.


Common Projects Suede Chelsea Boots

Based in both New York City and Italy, Common Projects is a luxury footwear brand known for its minimalist designs and high-quality materials. Its Suede Chelsea Boots are no exception. Crafted from calf suede and set on durable rubber-crepe soles, the boots are available in a choice of four distinctive colorways. Branded by Common Project with a gold numeric stamp at the heel that displays its style code, size, and color, these boots will be instantly recognizable for their quality and durability.


John Lobb Perth Waxed-Suede and Full-Grain Leather Boots

A rugged, military-style boot, John Lobb’s Perth boots have been crafted in the UK from durable waxed-suede and full-grain leather. The boots are set on stacked rasp soles highlighted by a contrasting natural thread. They are secured with a discrete anthracite zipper that is featured on the inside of the boot, so there’s no need to re-tie the laces. Made in the UK, they sport a water resistant Ox Grain leather, making these boots ready to take on any weather conditions.