The latest in waterproof shoes will surprise you—the same protective qualities you’d expect in your rugged hikers are now popping up in casual boots and even dress loafers. The result is dry-foot comfort in the face of the season’s first cold rains.
Dr. Martens's Waterproof Rigger
Dr. Martens’s Waterproof Rigger abrasion-resistant motorcycle boot, with padded ankles for safety and comfort, will most likely outlive your interest in bikes. 0; 800-460-3885, BLUNDSTONE 500, HAVANA JOE's 7TH AVENUE, TIMBERLAND's TORRANCE CHELSEA
ROCKPORT's DRESSPORTS H20, BOSTONIAN NONSTOP PROGRESS, ROCKPORT DRESSPORTS H20 ROANE
RUGGED ROVERS
From top: The classic BLUNDSTONE 500 Australian work boot, with oil-treated leather and slip-resistant sole, can go both ways—dressed up with cords or down with thrashed jeans ($140; 866-763-4772, ); HAVANA JOE‘s 7TH AVENUE lace-up mid-boot is the ultimate walking shoe, with an ultrasoft calfskin liner and durable thermal-plastic tread ($155; 800-848-2774, ); TIMBERLAND‘s TORRANCE CHELSEA boot is Blundstone’s American counterpart, made with oiled leather and sealed seams to keep the wet stuff out while you tromp across the planet ($125; 800-258-0855, ).
CITY SLICKERS
From left: ROCKPORT‘s DRESSPORTS H20 Carson oxford lace-up is foul-weather gear for the suit-wearing set ($90; 800-762-5767, ); on a rainy, windswept night, slip on a pair of full-grain leather BOSTONIAN NONSTOP PROGRESS loafers—with nylon stretch tongue and springy poly-foam footbed—and armor your feet against the elements ($100; 800-345-2786, ); if pavement’s stressing those tired toes, don the lightweight, felt-lined ROCKPORT DRESSPORTS H20 ROANE loafer, with its breathable, bubble-cushioned heel, and your dogs will stop barking ($90).