Timberland Premium 6-Inch Waterproof Boot vs KEEN Targhee Mid Waterproof Hiking Boot

The Timberland 6-Inch Premium is the better pick for cold, wet city winters and anyone who wants the iconic yellow-boot look with 200 g PrimaLoft insulation and a steel shank. The KEEN Targhee Mid is the better pick for actual trail hiking, with a lighter build, a rubber toe cap and a grippier multi-directional lug outsole. Timberland owners praise the waterproofing, warmth and anti-fatigue footbed but warn it runs small, feels stiff at first and is heavy. The Targhee is the more comfortable boot out of the box for long walks on uneven ground.

• Choose the Timberland 6-Inch Premium if you want a warm, insulated, waterproof leather boot for cold wet weather and everyday wear, and you don't mind breaking it in.
• Choose the KEEN Targhee Mid if you hike, want a lighter boot with a protective toe cap and reliable grip on trails, and prefer comfort straight out of the box.