Danner's classic hiker gets a waterproof upgrade with the Gore-Tex lining of this Mountain Light boot.

Red Wing updates its timeless Classic Moc boot with a black cherry excalibur waxed leather upper.

Red Wing leans into the retro vibes of its classic moc-toe boot with this dark brown leather release.

A winter-ready version of Clarks' iconic daily driver.

Red Wing applies their boot knowhow to the cowboy scene with the roughout leather Pecos Boot.

Hit the streets with confidence in these timeless waxed leather boots from Barbour.

Red Wing's iconic 6-inch Classic Moc boot remains versatile as ever in Chocolate Muleskinner leather.

The timeless Chelsea boot, but upgraded with buttery suede and minimalist Italian craftsmanship.

Red Wing Heritage's Classic Moc boot gets a subtle update with this Olive Mohave roughout release.

Red Wing's timeless, rugged Classic Moc boot gets a sinister makeover with this all-black release.

Barbour's iconic, quintessential do-it-all boot for Fall and Winter.

An incredibly durable tall boot for the worst wet conditions.

These boots are a perfect option for the trail or a casual weekend?

The ultimate Chelsea Boot: Tall, dark, and handsome, point blank.

Timeless yet highly-capable, Danner's Mountain Light boot is equally versatile in this colorway.

A one-piece full-grain leather upper helps this '60s inspired style keep water and debris at bay.

Made in Italy by hand, this Chelsea boot is one of the best representations of an iconic silhouette.

AstorFlex's handmade Italian Chelsea boot gets an all-weather update with waterproof rubber soles.

A washed nubuck upper gives these simple mid-cut boots a well-worn look straight out of the box.

The style and ease of a Chelsea meets the durable wear of the Wellington in this versatile boot.

Clarks' Wallabee Eden replaces the silhouette's crepe sole with a thick, treaded version from Vibram.

A traditional, workwear-inspired boot is elevated with a suede upper, leather lining, and crepe sole.

Barbour's Tempest adds their classic tartan plaid and leather trim to these timeless Wellington boots.

The footwear icon, back in stock in 4 classic colors.

A refreshed take on a legend, the Desert Coal features a new profile with stronger construction.

Subtle splashes of color give the classic silhouette of these suede boots an irreverent spirit.

With PrimaLoft insulation and a Vibram outsole, the Cloud Cap are the ideal apres ski companion.

Common Projects gives the classic Chelsea boot an outdoor-ready makeover with these sleek hikers.