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Recently, we declared bike gear the pandemic-era style flex. This oft-skintight sportswear category still has our attention, so we're at it again, going deeper into the virtual aisles of pedal-ready attire.

Though primarily function-first, cycling-inspired pieces have featured more and more heavily in runway collections over recent seasons, with names like Off-White™ carving out new paths for the style. Combine the Virgil Abloh blessing with a number of labels cropping up over the last decade that occupy the intersection of cycling and fashion —think Pas Normal Studios, Rapha, Café du Cycliste — and you’ve got what looks like an exponential trajectory for cycling looks.

The prospect of going for a ride is much less appealing now but the wheels don’t need to stop turning just because the temperature has dropped. We all know that once you’re actually up, out of the house, and on the bike, it all makes sense. Upgrading your winter riding gear is a quickfire way to remove those ‘is it too cold?’ doubts. Thermal base layers and lightweight jackets allow you to say whatever to the weather and just get pedaling.

Shop the best winter cycling gear below.

Café du Cycliste Leonie Thermal Padded Jacket

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Café du CyclisteLeonie Thermal Padded Jacket
$252
Buy at Matches

Café du Cycliste’s Leonie Jacket features a paneled, insulated torso inspired by the high winds and winding roads that set the backdrop to the brand’s home, Nice.

Ashmei Cropped Wool-Blend Technical-Jersey Bib Leggings

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AshmeiCropped Wool-Blend Technical-Jersey Bib Leggings
$217
Buy at Matches

Quality takes time, that’s why Ashmei took three years to perfect this pair of cropped leggings. Cut from thermal merino wool, they fit like a second skin and trap all the warmth while wicking sweat.

Nike Wide Knit Headband

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NikeWide Knit Headband
$15
Buy at NIKE

Nike headbands are a classic piece, but this wide-knit iteration gives the style new life. A fleece lining forms the basis of the wide, double-knit outer layer which provides a very useful under-helmet warmer.

Rapha Stretch-Wool Jersey Snood

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RaphaStretch-Wool Jersey Snood
$40
Buy at Mr Porter

You can’t be faffing around with the loose ends of a scarf when you’re sweating it out, trying to conquer the hill you’ve been eyeing for weeks. This wool snood from Rapha is naturally odor-resistant and wicks moisture so you’re warm and dry all the way home.

Oakley Jawbreaker Cycling Performance Sunglasses

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OakleyJawbreaker Cycling Performance Sunglasses
$160
Buy at Browns

Oakley’s super-techy sunglasses go way beyond just exercise wear, and while we’ve been sporting a pair all summer, their time has come to graduate to the big leagues. We’re talking ice-cold, early-morning training.

Rapha Pro Team Transfer Logo-Print Wool-Blend Jersey T-Shirt

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RaphaPro Team Transfer Logo-Print Wool-Blend Jersey T-Shirt
$80
Buy at Mr Porter

When the weather’s cold, your warm-up and cool-down routines become even more important than normal. This training tee from Rapha is made for the moments off the bike.

Arc'teryx Kyanite Fleece Jacket

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Arc'teryxKyanite Fleece Jacket
$176
Buy at Farfetch

When you’re on the bike, going bold is not only encouraged but very necessary. This bright orange Arc’teryx fleece jacket is cut to a more relaxed fit than most skintight cycling pieces but that makes it the ideal insulating top layer for when you’ve just finished or you’re taking a break.

Café du Cycliste Paneled Shell And Faux Leather Gloves

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Café du CyclistePanelled Shell And Faux Leather Gloves
$85
Buy at Mr Porter

Your fingerless cycling mitts just won’t cut it against the whipping icy winds of winter so avoid the numb fingers and opt for this pair of padded gloves from Café du Cycliste.

Pas Normal Studios x Descente Allterrain Hooded Shell Jacket

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Pas Normal Studios x Descente AllterrainHooded Shell Jacket
$497
Buy at Browns

Techwear is a very exciting corner of fashion right now. Of course, there are the technological advances being made in materials, but there are also a number of new names breaking into the scene. Descente Allterrain is one such brand and teams up with Pas Normal for this lightweight shell jacket which we’ll most likely be wearing out of the saddle as well.

Rapha Stretch-Wool Knee Warmers

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RaphaStretch-Wool Knee Warmers
$70
Buy at Mr Porter

In classic Rapha style, this pair of knee warmers has been considered down to the last stitch. Silicone grips to the interior prevent them from slipping down while you pedal and the wool-blend construction is naturally anti-bacterial and therefore odor-resistant, too.

Pas Normal Studios Off Race Shield Trousers

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Pas Normal StudiosOff Race Shield Trousers
from $195
(Available at 2 Merchants)

During fall and winter, we’re often fighting more than the cold. When the rain starts to fall reach for this pair of Pas Normal Studios Shield Trousers. Slip them over your insulating lycra to make use of the durable water-resistant shell.

Pas Normal Studios Control Base Layer Long-Sleeve T-Shirt

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Pas Normal StudiosControl Base Layer Long-Sleeve T-Shirt
from $100
(Available at 2 Merchants)

Cut from a mixed-blend Polartec Power Wool, this Pas Normal Control base layer is super lightweight, sweat-wicking, and quick-drying. It ticks every box and with a minimal text logo to the chest, it looks quite good, too.

Our designated Selects section features products that we love and want to share with you. Highsnobiety has affiliate marketing partnerships, which means we may receive a commission from your purchase.

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