The Nike Woodside 2 Boots ($120) are Nike’s modern take on a classic boot. The boot features a beautiful colorway that includes a brown water-resistant leather upper with an Olive rubber overlay to handle the rest of the elements. The waffled outsole was specifically made to help you keep your footing on any surface. A water-shield inner membrane adds an additional layer protection while the warm, soft interior lining keeps your feet comfortable under a multitude of conditions.