This story is part of the 2023 Gear Patrol Style Awards. To see the full list of winners, click here.
Quality footwear doesn’t come cheap. Sure, you could buy readily accessible boots or shoes at shockingly affordable prices, but they may only stand up to a season or two of wear. Footwear made with high-end materials and world-class craftsmanship can be worn out, resoled and rebuilt for years.
Boots and shoes are built with function in mind. Are you wearing them to a job site? Out to a nice dinner? Around town while running errands? No matter how you answer, well-made footwear will make the trip more enjoyable.
To learn more about our testing methodology and how we evaluate products, head here.

Best Overall Chelsea Boots
Blundstone BL558 Boots
Blundstone’s 558 boot has a tough leather upper, shock-absorption and classic design. On foot, they feel comfortable from the first wear, thanks to the built-in EVA footbed with extra XRD tech — which is essentially reactive cushioning — in the heel cup.