Oak Street Bootmakers Trench Boot

Built to last a lifetime, the Trench boot by Oak Street Bootmakers features a Horween Chromexcel upper, Goodyear-welt construction, stacked heel, and Oak Street’s Elston last. And this time around, we’re offering the boots in your choice of seven leather colors, including two new colors: brown waxed flesh and natural waxed flesh. Chromexcel is renowned for its smooth texture and durability, and it's hot-stuffed with waxes and tallows for deep, consistent colors.

Goodyear welting is among the best methods of shoe construction. This painstaking process can take up to 8 weeks to complete, but the rewards are many. For one, the shoes can be resoled time and time again. They’re also more resistant to water and provide better support than cemented or even Blake/Rapid shoes. For further protection against the elements, the leather outsoles are impregnated with oil, while the Dainite rubber soles are naturally waterproof. Inside, the Trench Boots feature a calfskin vamp lining.

Oak Street founder George Vlagos says the Trench Boots were designed to embody Chicago. Indeed, they’re designed by a Chicago-based company and made with Chicago-sourced Horween leather. But part of the boots’ Windy City appeal also lies in the company’s Elston last. Comfortable, durable, and unpretentious, with a well-rounded toe, the Elston last is designed for the everyman, the regular guy—the Chicagoan.

Custom made for Oak Street Bootmakers, this footwear care valet is designed to add years—and even decades—to the life of your favorite footwear. Inside the cedar valet, you’ll find the Horween-recommended Venetian shoe cream, an American maple horsehair shoe brush, and a brushed twill buffing cloth. Also included are instructions for using the valet to keep your shoes looking their best.