Style Pick of the Week: Oak Street Bootmakers Dainite Sole Trench Boots

A durable pair of handsome brown leather boots made with Horween leather — not a bad pair to buy this winter.

Alright, folks — it’s another Style Pick of the Week, and we’re talking yet again about another stylish pair of rugged boots. Last week, it was the Rancourt & Co. Shearling-Lined Dresden Boots. And this week? It’s the Oak Street Bootmakers Dainite Sole Trench Boots, a heck of a pair of tough leather boots that just so happen to be exclusive to our pals at Huckberry.  And if you (or someone you love) still need a pair of winter boots? These might just be the ones to buy.  Based in Chicago, Oak Street Bootmakers provide standout quality and a classic approach to design and construction, helped along by beautiful Horween leather and the true Goodywear welt build on the Dainite Sole Trench Boots. The brand’s Elston last is surprisingly low-profile for a pair of leather boots, meaning you can more than easily wear these cuffed blue denim and  a classic shawl collar cardigan for style that’s at once sleek and slightly rugged. And the small details work out well for these stylish leather boots, too — the vamp has a calfskin lining for extra comfort and quality. So, if the specs are that good… that must mean the Oak Street Bootmakers Dainite Sole Trench Boots have plenty of styling potential, right? Right.

The studded Dainite sole adds some extreme traction and toughness.

For one, the silhouette means you can easily wear the Dainite Sole Trench Boots with outfits that reflect a little bit more tailored winter style. So, a navy herringbone blazer and charcoal plaid trousers work quite nicely with these boots. Yet, the Dainite Sole Trench Boots can still team up quite nicely with your more rugged winter essentials, including a casual grey crewneck sweater and broken-in blue denim. Add a tough waxed trucker jacket and call it a day. OK, well … don’t call it a day quite yet — get out there and get to work! At any rate, the Oak Street Bootmakers Dainite Sole Trench Boots are going to prove dependable time and again this winter season (and through the spring, too). They’ll only get better with age; Horween leather is built to break in quite nicely. Now, you’ll have to pay for your investment — the Dainite Sole Trench Boots will set you back more than $400. But, as your Style Guide author always says … that extra bit of coin is definitely worth it. Do you agree?

Are you going to be picking up the Dainite Sole Trench Boots for the winter weather that’s bearing down on us? 

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