Hiking shoes typically have uppers with synthetic mesh, offering more breathability than a traditional pair of leather hiking boots. The Best Hiking ShoesBest Overall :: Best Cushioned :: Best Re-soleable :: Most Lightweight :: Best Trail Runner:What to ConsiderThink about terrain and weather. Know when to wear hiking shoes versus hiking boots. For more on hiking shoes versus hiking boots, check out our deep dive on the subject. Unless you're hiking in snow or slush, you don't need waterproofing on your hiking shoes.