Autumn Kicks

1.
It’s called the Terrain for a reason—Børn‘s hand-sewn, full-grain-leather slip-on has a sturdy sole and internal moisture control, so you can keep going when the pavement ends. $117; www.bornshoes.com
2.
You don’t have to live in Seattle to appreciate Ecco‘s Fusion, which has a direct-injected watertight seal made without glue or stitching, ensuring long-lasting durability. $140; www.eccousa.com
3.
Thanks to its stretchy elastic siding, you can slip Camper‘s Locus London leather boot on in less time than it takes to call for another pint. $220; www.campershoes.com
4.
Keen‘s Silverlake aims at replacing your do-everything shoe. It’s made with moisture-wicking synthetic lining, waterproof leather, a grippy rubber outsole, and a removable EVA footbed worthy of Dr. Scholl’s. $90; www.keenfootwear.com

5.
Kenneth Cole calls it the Rocky Mountain, but with distressed Italian calfskin and an angled side zipper, this boot leans more toward fine dining than fourteeners. $355; www.kennethcole.com
6.
In addition to being street sleek and comfortable (with a cork insole), Simple‘s Postman Boot is also eco-friendly (at least for a leather shoe): It’s made with nontoxic, water-based glue and shipped in minimal packaging. $100; www.simpleshoes.com
7.
Part Transformer, part classic Timberland boot, the oiled and distressed Speke Moc Toe Chukka has a removable SmartComfort multidensity chassis, which can be adjusted for various levels of support. $100; www.timberland.com
8.
If one shoe could look good on both LeBron James and Johnny Depp, Dry-Shod‘s basketball-inspired Cannon, made with handcrafted Italian leather, is it. $190; www.dryshodfootwear.com