You can never go wrong with a classic. The Timberland Classic Premium Boot is a timeless design of reliably tough leather construction with a lugged outsole that is perfect for the rugged outdoorsman and the stylish urbanite.
How to Wear Timberland Boots and Not Look Totally RidiculousStacked skinny pants are a foolproof way to wear Timbs.
Joanna Kocierz absolutely rocks the classic lumberjack style here, pairing a check shirt with jeans and Timberlands. This look is a must-try for anyone wanting to achieve those cool, casual winter vibes.