'Ideally, I could run around the city in the boots and handle several inches of snow upstate'
Photo: A. R. Coster/Getty Images In our advice column, Ask the Strategist, we take your most burning shopping questions and survey friends, call up experts, and draw on our own personal experience to answer them. As always, please comment with any questions of your own — we’re here to help.
Lace-up black winter boots Merrell Legacy Lace Waterproof When I think of Merrell, “sleek” is the last word I’d use to describe the brand. But I actually kind of love these boots. They look like a combat-hiking hybrid and have a couple of hooked eyelets at the top and a woolen cuff that adds a nice touch, even if it means the boots are not all black. Plus, the leather shaft can be folded down Peter-Pan style if you want to show more of the cuff.
$155 at Zappos Buy Timberland Jayne Waterproof Hiking Bootie Or, if you don’t mind a little extra bulk, consider these waterproof hiking boots from Timberland. They have a much sleeker silhouette than that of the brand’s ubiquitous work boots, but still have all the features — thick rubber lug sole, cushioned foot bed, and padded leather collar — you need for trekking through rain and snow. The polished leather makes them a little dressier, and the camo cuff and swirly green eyelets are fun.
$180 at Nordstrom Buy Cougar Derry Waterproof Boot For something that leans more toward the hiking-boot look, try this pair from Cougar . The waterproof leather boots with lug soles have a plush fleece lining and a knit collar to keep your feet extra dry and cozy. While this isn’t the sleekest boot, it also doesn’t scream “winter shoe,” either.
Blondo Prima Waterproof Lace-up Boot Canada’s got the market cornered on stylish, cold-weather footwear. Blondo, another company from up north, has been around for more than 100 years, so it probably knows a thing or two about keeping your feet protected from the elements. All of its shoes are waterproof, including this suede combat-style boot that features a special seal to protect against water, calcium, and salt.
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