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Sunski Dipsea Sunglasses ($55)

Shield your eyes from glare with these polarized , packaged in a stylish silhouette and a lightweight frame that’s comfortable for daylong use.

Stance Solo ­Voyage Outdoor Socks ($20)

Stance’s calf-high are made with a merino-­synthetic blend, which is perfectly warm, wicking, and stink resistant. But we really love ’em for the fun pattern.

The North Face ­Access Pack ($235)

Your laptop and other electronics are safe within the . A water-­resistant polyester-nylon fabric covers the aluminum frame, and the clam­shell top opens wide for easy stowing. It locks, too.

Marmot Featherless Trail Vest ($125)

Layer this cozy under your waterproof shell for extra warmth. It has a helping of synthetic insulation—for those lingering cold days—with a fitted cut.

Bose Soundsport Earphones ($150)

We’re in the golden age of podcasts. Listen better with the : there’s no cord to get in the way, and the shape won’t slip from wet ears. Oh yeah, the sound quality is stellar, too, and they’ll pump for six hours on a charge.

Lululemon Cloud Crush Jacket ($228)

City slicker, meet high-performance rain shell. This lightweight waterproof , with sealed seams and a knee-length cut, keeps moisture out even in a downpour.

Sealskinz Ultra Grip Gloves ($220)

These touchscreen-compatible water­proof are lined with merino wool to make their moisture-­wicking prowess high and their breath­ability even higher.

Rapha Jeans ($220)

They look like typical midrise skinny , but bikers take note: rolling up the cuffs of these stylish dungarees reveals reflective piping. Consider them your commuting uniform.

Kodiak Alma Boots ($165)

Galoshes are workhorses, but they leave feet hot and sweaty. This sleek , with a leather upper and grippy outsole, is a definite upgrade.

Pendleton Pueblo Cross Bandana ($15)

Buffs are commonplace on the mountain, but they don’t earn style points on the street. To protect your face and neck from the elements, try this instead.

Filson Wax Logger Mesh Cap ($35)

With a stout water-resistant brim to keep your face dry in a deluge, this is as suited to your walk to the train as it is to a day on the river.