By now, you’ve likely realized this winter that the right gear (starting from the ground up) can make or break a day spent in the great outdoors or around town. Lace up the wrong winter boots and you’ll realize it right away, as I like to say. On the other hand, lace up some of the best winter boots for men, and navigating slippery streets might start to even seem… dare I say it… somewhat easy? Or easier than most days, particularly if the Filson Uplander Boots are the rugged leather boots you’ve got on your feet.

Naturally, Filson has a long-running penchant for delivering overbuilt, seriously cool gear for men that works and works — and works, no matter the weather. Of course, Filson wool outerwear and Filson shirt jackets are especially impressive, but the Filson Uplander Boots are worth considering (and investing in), as well.

For starters, note the taller 10-inch shaft height, ideal for winter coverage, and pay special attention to the tongue, which is gusseted with the brand’s famed Tin Cloth fabric for protection against moisture.

The Filson Uplander Boots are well-built in plenty of different areas big and small, for good measure. The heavyweight full-grain leather is oil-tanned for both supple performance and long-lasting durability, while the seams on the Filson Uplander Boots have been sealed for weather-ready protection. The sole is done up with a Goodyear welt for years of wear (like any great Filson product), and the Filson Uplander Boots are also outfitted with a sturdy rubber lug sole.

Taken altogether, the Filson Uplander Boots perfectly fuse heirloom style and modern performance in a way that looks positively great from day to night. The rich brown leather will fade and break in even further over time, making the Filson Uplander Boots a useful style move with tan chinos (perhaps flannel-lined?) or inky blue Filson selvedge denim.

And yes, the Filson Uplander Boots boast a price tag of nearly $400, but if you’ve tried any gear from Filson lately, you know they’re certainly worth the investment.