Waterproofing

• Podiatrist and foot surgeon Howard E. Friedman writes on the New York-New Jersey Trail Conference website that the brand name Gore-Tex indicates superior waterproofing material. Most-Comfortable-Shoes.com points out that full-grain leather, while less breathable than other materials, enhances waterproofing. Waterproof liners act as a second barrier if water finds it way into the boot.
  
  

Types of Leather

• Research the type of leather used in different brands, as each kind has pros and cons. The Boy Scouts say lightweight, split-grain leather has a softer feel on your foot, but offers less water resistance. Full-grain leather often requires breaking in, and may mean a durable, higher-priced boot with more ankle support.
  
  

Construction

• Assembly also influences durability, cost and quality of a boot. Look for boots with fewer seams, Friedman writes, as more seams typically equal more points on the boot with the potential to rip or let water past. Compare how boots' soles attach, suggests Most-Comfortable-Shoes.com, because stitching provides the highest-quality product compared to cheaper boots with cemented soles.