The Best Men’s Winter Boots for Keeping Your Feet Warm, Dry, Supported, and Even Sort of Stylish

These are great for handling icy terrain both in the city and out on the trail. These Danner’s are extremely durable, made with rich leather, and have a Vibram outsole, so you get grip and traction no matter where you’re walking.

Conquer the city or the trail in these boots. They are casual and almost look like sneakers, but remain waterproof, grippable, and easy to lace up. These boots were made for walking (anywhere).

I personally wear these rain boots even when it’s not raining. “They have a Vibram sole that I was in desperate need of as a constant tripper, slipper, and slider, and yet, they still don’t weigh me down like other winter boots do.” Plus, they are the most stylish boots equipped for winter you can find.

The Targhee II boot is more of a hiking boot than a winter boot per say but it’s completely waterproof and warm and supportive, all of which are things your feet will appreciate in the winter. And who doesn’t like good traction provided thanks to an aggressive tread pattern.

If you’re facing serious wintry conditions, like sub-zero temps, stacked up snowbanks, and ice aplenty, then you need a serious winter boot. The Bugaboot was designed for winter expeditions, so if you’re headed for a glacier, bring a pair along. Ditto if you simply have a long trudge across the city or if you really don’t want cold feet while shoveling snow from the driveway.

The Cody boot has an extra high 12.5-inch rise so you won’t get snow falling down into the shaft and you can count on great ankle support, a benefit when conditions are slippery. A 20 mm thick removable liner and an 11mm felt insole help insulate your foot from even the coldest of conditions.

If you are going to be highly active when temperatures are quite the opposite of high, the Glacier II is a great choice. These boots are warm and durable and were designed to be extremely comfortable. The flexible footbed offers support and rebound while the breathable waterproof exterior and sweat-wicking liner help keep your foot dry and warm but not overheated.

Getting winter boots on and off when you’re wearing gloves can be a frustration up there with paper cuts and spilled coffee mugs. These slip-on winter boots are easy to don or remove even when you’re fingers are tucked away in gloves or mittens, and they’re even pretty easy to get on with one hand. And yes, they’re warm and waterproof and have good traction and all that good stuff.

If you want to stay dry but also stay stylin’ then the Storm Surge boot is a fine choice. These boots are waterproof and durable and will look good with jeans or even some slacks. Just note that they have less insulation than others on the list, so get yourself some good warm socks.

These mid-rise boots have a subtle style that looks more suitable to city wear than use on the trail, but they will perform just fine on moderate backcountry treks when snow covers the ground. They’re at their best on the streets or in the bar after a long day of work during the season of long, cold nights.

Scouted Contributor Morgan Thompson doesn’t dread rainy days anymore thanks to these boots. He writes, “Muck boots are made with the durability and waterproofing required of actual farmers and outdoorsmen, which means they can handle pretty much any terrain.” When he puts them on in the morning, he feels invulnerable.

Look, these aren’t the most stylish boots ever, but they’re super low priced for footwear that will keep you warm and dry and that provides decent foot and ankle support. And the 9.5-inch shaft (as measured from the arch, not the ground, FYI) will keep all but the deepest snow from finding its way into the collar.