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The KEEN Headout Waterproof Mid is a leather-and-mesh hiking boot with a KEEN.DRY membrane, a wide Original Fit forefoot, speed-lace webbing and a KEEN.ALL-TERRAIN rubber outsole with 4mm lugs. It sits in KEEN's value hiking line, below the Targhee, so it offers waterproofing and a stability shank without the heavier build of premium boots. The wide toe box suits hikers who find most boots cramped. Owners are split: the roomy fit and dry feet earn praise, but the 3.1-star average reflects complaints about durability and comfort on long days.
In stock
Lowest price we've seen: $99.99 on Nov 8 at Lenny's Shoe & Apparel. Tracked across 1 store since Nov 8.
Ratings are middling at 3.1 out of 5 across 294 reviews. Buyers who like them cite the wide fit and reliable waterproofing; unhappy owners report comfort and wear problems.
The KEEN Men's Headout Waterproof Mid Hiking Boots have a waterproof leather and performance mesh upper with a quick-dry lining. A KEEN.DRY waterproof, breathable membrane seals out moisture from the inside. The PFAS-free durable water repellent also repels water.
The KEEN.ALL-TERRAIN rubber outsole has 4mm multi-directional, non-marking lugs for traction. A foam midsole adds lightweight cushioning, and a stability shank adds lightweight stability. A heel-capture system adds stability.
The Original Fit leaves generous space across the forefoot so toes can splay. A speed-lace webbing system gives a snug fit, and the foam insole is removable.




