Snow Day Vibes: A Ton of Winter Boots Are Currently on Sale

Slush? Never heard of her.

Updated February 13, 2024 9:58 am
a collage of winter boots on sale on an icy background
No need to wait for deals and steals on cold-weather footwear: the best winter boots for men are already on sale.
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Mom! Wake up! Snow day! It is coming down across much of the eastern seaboard, enough to make us question our choice to forgo copping a pair of snow boots this winter. Then again, it is February, so do you really need to spend $400 on a pair you’ll wear once and then put away for 10 months? The answer, as it often does, reveals itself in the various sale sections of online stores a la Huckberry, Zappos and more. They call it retail therapy for a reason. That’s right: given the mass amount of discounted stock up for grabs and the fact that you’re a chilly, chilly little guy, now is the perfect time to grab a pair of winter boots on sale.

The Best Boots for Men, From Chelsea to Chukka and Beyond
Boots were made for walking. Ask anyone.

We’d be remiss not to point out that it’s more than just snow shoes and duck boots we’re talking about here: all this sick winterized footwear comes in many shapes and sizes. Sleek Chelseas for the weekday warrior, hefty work boots for the blue-collar chap, technical hikers for the Gorpcore-obsessed, even cozy slippers for the indoor enthusiasts. No matter what tribe of winter boots you prescribe to, chances are you, you can find a quality pair below, on sale no less. From ROA to Salomon to UGG and beyond, the best on-sale winter boots for men.

Italian label ROA’s rise as one of the premier gorpcore bootmakers is due in large part to the brand’s knack for marrying aesthetic and performance, as seen here on the Andreas Boot. They’re not cheap, but we can attest to their quality and general ability to make you look sick.

Waterproof and leather go together like sledding and snow days.

Hey! I’m walkin’ here!

Head to Zappos and grab a pair of on-sale Sperry Cold Bay Chelsea boots — they’re a winning combo of a durable rubber shell and microfleece lining.

Not the UGGs that you expected, but the UGGs that you deserve.

Astorflex’s bruiser of a hiking boot, the Rockflex, handles shitty conditions with unparalleled ease. Pick up a pair for almost $100 off at Huckberry.

We’re not saying that we’ve seen Jacob Elordi in these discounted PRL boots. But we’ve definitely seen him in boots that look like these boots.

Bean boots? Look again — the reinvented J.Crew is cribbing heritage style with their latest quilted duck boots. Not that we’re mad, given that they’ll make you look like you own a house in Rhode Island.

Are Todd Snyder’s suede Nomad boots the best for trudging through 6″ of snow? Probably not, but they’re a damn fine chukka, and over $100 off.

Proper rain boots are never a fault move when multiple inches of slush are in play.

Forget the Hydro Guard membrane and Vibram outsole — Norse Projects’ Trekking Boots sure are lookers, aren’t they?

It’s right there in the name…and the waterproof nubuck leather with a Vibram megagrip outsole construction.

Danner’s rugged Bull Run Boots are positively all-American, with a Vibram sole and nubuck leather to boot.

No one at the office has to know that your sharp suede Mr P. Chukka Boots are fleece-lined. No one.

The “mother of all boots” doubles a pretty good snow stomper, too.

Salomon makes some of the best technical boots money can buy, and regardless of whether you’re hitting the trails or flexing with your Arc’teryx, these X Ultra Pioneer’s will crush winter’s worst.

There are certain shoes that really fit the “essential” bill — we’re talking Converse, Blundstones, maybe a pair of Allen Edmonds. Bean Boots are up there on that list, and if you don’t have a pair of fall, nows is the time to shop — the style is currently up to 20% off at L.L. Bean’s webstore.

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