adidas Terrex Free Hiker 2.0 Gore-Tex Hiking Shoes (Women's)

Why it's a stealThirty bucks for hands-free outdoor slip-ins with a real Goodyear rubber outsole is the kind of price that makes lacing up for a trail walk feel old fashioned. Water repellent outside, memory foam inside, and you just step in and go. Trail shoes this cheap usually fall apart by spring; Skechers does not.

Why it's a stealTwenty five dollars for real leather ankle boots from Rockport is clearance pricing that usually vanishes by morning. The low block heel and side zips make them a work and weekend pair, and at 83% off they cost less than a pair of drugstore sneakers.