We shared our initial infatuation with the Chicago-based Oak Street Bootmakers earlier this fall and managed to spend some more hands on time at this year’s Pop Up Flea, put on by Michael Williams and Randy Goldberg. Besides walking out with a pair of our own, we couldn’t help but shed our fair share of drool over the company’s newly released boots, which are now available for pre-order online — as kindly pointed out by L.A.S. of Sartorially Inclined.) The series includes three styles. The pair shown above is the Vibram Sole Camp Boot ($292), and a personal favorite. Similar in style but a bit taller, the Brown Hunt Boot ($356) is essentially that. Rounding out the trio is the Brown Camp Boot ($272) which stays closer to a traditional moccasin look. All the boots are handcrafted in the USA and feature the brand’s trademark Horween Chromexcel leather, hand-stitched moccasin construction, and form-fitting inners. So basically, you can’t lose if you’re in the market for a new pair of boots this season.
Buy Now: Vibram Sole Camp Boot ($292) | Brown Hunt Boot ($356) | Brown Camp Boot ($272)