It doesn’t get much more textbook than this. Built to military specifications, this is the cheapest all-wool beanie you can get. It may not be the softest headwear option out there, but the classic watch cap design paired with all-natural materials, a made-in-USA pedigree, and a miniscule price tag, it’s hard to beat.

You often can’t walk more than fifty feet without spotting one of Carhartt’s popular beanies. They’re the de facto beanie for tradespeople and hip Zoomers alike, thanks to their soft feel, chunky knit, warmth, and low price.

Skull cap beanies are far from the most popular choice in winter hats, but they’ve been gaining steam as fashion’s cognoscenti look to sidestep anything remotely mainstream. Smartwool’s is also just really practical and warm.

If you loved seeing Timothée Chalamet rocking the (extremely sold out) Arc’teryx Toque, this reversible North Face skull cap is the next best thing.

Pretty much a blanket for your head, KAVU’s fur ball beanie is designed to combat the kind of cold campers feel in their tents at 5 a.m.—so it should take care of you on your commute.

We’re not really surprised that Patagonia’s famous fleece material translates well to beanies. Are you? Even better, this one is made from recycled fibers and spun into a cozy cap that’s got a sweater-knit outer shell and a plush fleece interior.

One of the best things about this moisture-wicking beanie is that it’s snug enough to wear under a bike helmet. Another of the best things is that unique zigzag texture.

Affordable, available in plenty of colors, and with a great softness-to-warmth ratio, the Qlo is once again there when you need it.

Todd Snyder’s beanie is knit in Peru from a mix of breathable cotton and toasty merino wool, with a touch of added stretch, and comes in five colors. In short, they thought of everything, as always.

I don’t know much, but I do know that virgin wool is not normally attainable for under $100. The wide-ribbed stitch here is nice, too—it means it’ll never get too tight.

The designers at Howlin’ have become world-famous for freaking their sweater fabrics in all kinds of colorful twists. Kindly, they’ve extended those impulses to their beanies.

Unsurprisingly, we’re fans of the lambswool beanies from Drake’s, worked up in all sorts of cool-weather colors—deep burgundy, burnt orange—that have some real personality of their own.

Leave it to the sweater experts at William Lockie to make some of the finest beanies on the planet. They’ve been crafting high-quality knits since the 1800s and this ribbed cashmere beanie, made from a luxurious Mongolian cashmere, is just one sweet taste of what the storied label can do.

When you think of donegal wool, you’re probably thinking of a beefy sweater worn by some guy with a beard and a few sheep. But in beanie form, the distinctly flecked wool has the looks to bring a little extra seasoning to your jeans-and-Blundstones weekend beater fits.

If you came to this story looking for a colorful cashmere beanie, your search is over. This is one of, get this, eighteen colors it comes in.

The options are so good, we had to include two. Especially when cashmere beanies so rarely come striped.

Sort of punk, sort of tailored. The Mfpen sweet spot.

100% cashmere is amazing, as are the the contrasting thicknesses of the inner and outer ribbing.

Beanies can get the patchwork treatment too, and the textile gods at Kapital have produced one of the coolest head-warmers of the season.

Johnstons of Elgin’s beanie is snug around the head, roomy in the body, and made from the same quality cashmere that earned the brand a Royal Warrant.

This designer beanie gives ‘Drake in the “Headlines” video.’ And that’s a good thing.

No-one does flecks quite like Inis Meáin, whose designs somehow reflect the remote landscapes of the island the brand is named after.

This cheery, thick cashmere beanie was knitted in Italy—the pleasing flecks in all kinds of primary colors will lift you on winter’s dreariest mornings.

While Uniqlo is out here democratizing cashmere, SoCal’s The Elder Statesman remains focused on using it in the most relaxedly opulent ways possible. The results are expensive, and exquisite.