Hit the trails when the mercury dips this fall and enjoy the cool mornings and warm afternoons. Whether you’re dayhiking for miles or just spending all day on your feet, a comfortable pair of breathable, waterproof boots can be just as stylish as they are functional, able to transition from cold weather streetwear to off-road companions easily.

Asolo Nilas GV ML
$284.95Gore-Tex protection makes these boots ideal for the outdoors, whether you’re hiking through surprise spring showers, or traversing muddy trail sections during the fall. Mid height cut, arch support, and a sole designed for trekking make this the boot that can keep up on any adventure.

Oboz Sapphire Mid BDry
$159.95With pops of accent color and a nubuck leather upper, this sapphire blue boot features stabilizing features, like a deep heel cup, that help keep you stable, so you can prevent ankle twists in a surprise fall, whether you’re trail hiking or pounding the pavement on a chilly day.