If you’ve kept up with this blog, and with your search for the best winter boots for men, perhaps you’ve happened upon FRYE, the rustic, rugged, all-American company with a penchant for making durable, finely crafted men’s boots. And yet, you might have been waiting for the right moment to add your new favorite pair of boots to your wardrobe. Well, as we cross through mid-November, the right time to shop for the best boots for men is, well, right now.

And that brings me to the cool, throwback-inspired, tough-as-can-be FRYE Prison Boots, some of the most durable men’s boots you can shop right now. If you’ve already shopped FRYE men’s boots in your quest for the best Chelsea boots, consider the FRYE Prison Boots like the more rugged alternative for everyday wear in inclement conditions.

Ideally, these stylish lace-up boots are made to be worn more casually (so, with pieces like the best men’s trucker jacket and your favorite blue jeans), so they certainly check an important box in your winter wardrobe — but that’s not all, my friends.

The FRYE Prison Boots are just a classic-yet-modern pair of boots made the right way, boasting a Goodyear welt design that means they can be re-soled after years of wear. And given that the FRYE Prison Boots are made in the U.S.A from premium materials (including a sturdy rubber sole), well, you’ll certainly want to wear them as often as possible. The small touches on these stylish boots for men are also done the right way, including the tough waxed fabric laces and eye-catching antique brass hardware.

For good measure, the FRYE Prison Boots boast a shaft height that hits well above the ankle for maximum winter coverage. While the overall design is similar to hard-wearing leather work boots, the FRYE Prison Boots are versatile boots you can style with everything from dressy wool trousers to tailored stretch chinos or even slim black denim for a nice touch of stylistic contrast.

Sizes are going quickly despite the fact that these boots retail for more than $400, a mark of their quality. When it comes time to lace up the best men’s boots, turn to these timeless FRYE men’s boots.