It's Functional-Dressing Season—5 Winter Buys That Are Secretly So Practical

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Danish fashion influencer Singe Emilie Olesen wearing black leather gloves tucked into a leather cord belt around a white blazer.

Here in New York, I shall be plagued by the elements for the foreseeable future. We hardly get the fun of snow anymore, which leaves us with the good old-fashioned biting cold, some occasional pouring rain, and the far more common winds off the East River that chill your bones to the core, requiring an immediate shower to warm up the second you step foot in your apartment.

As a result, this is the time of year when pure aesthetics aren't necessarily enough to get me excited about a purchase. I want my boots to low-key be waterproof without looking like I'm en route to Glastonbury. I want gloves that I don't have to take off to use my phone. I want chic alts to regular old puffer coats and knit beanies that will keep me feeling nice and warm and somewhat stylish when I'm braving the elements to walk my dog. If this is also you, please enjoy these chic winter buys —they're perfect for this season and secretly so practical.

Balaclavas and Scarves

When it comes to keeping your head cozy this season, there are two trending alternatives to a standard knit beanie. Balaclavas are back and every bit as snug as last winter, but my personal favorite winter trend this year is a knit triangle scarf tied under the chin.

Essential Triangle Striped Scarf

Free People

Essential Triangle Striped Scarf

Fionn Ribbed Cashmere Scarf

&Daughter

Fionn Ribbed Cashmere Scarf

Knitted Balaclava - Women | Mango Usa

Essential Triangle Scarf

Free People

Essential Triangle Scarf

Ribbed Knit Hood

Heidi Knit Headscarf

Topshop

Heidi Knit Headscarf

Padded Headscarf

MW, Merino Wool Waffle-Knit Bandana

Madewell

Merino Wool Waffle-Knit Bandana

Heidi Knit Headscarf

Topshop

Heidi Knit Headscarf

Klosters Ribbed Cashmere Balaclava

Arch4

Klosters Ribbed Cashmere Balaclava

Ribbed Drawstring Hood

Zara

Ribbed Drawstring Hood

Alpaca-Blend Balaclava

Perfect Moment

Alpaca-Blend Balaclava

Ilo Cashmere-Blend Bouclé Balaclava

LISA YANG

Ilo Cashmere-Blend Bouclé Balaclava

Knit Bandana With Wool

Zara

Knit Bandana With Wool

Capes

Capes are such a big trend this winter, from draped coats with attached scarfs to blanket-like wool wraps. They're the perfect elegant touch to elevate an easy jeans outfit—I vote for adding a brooch for a little extra drama.

Wool Blend Asymmetric Cape Zw Collection

Zara

Wool Blend Asymmetric Cape

Asymmetric Wool Cape

& Other Stories

Asymmetric Wool Cape

Tilda Wool Blend Double Face Cape

Universal Standard

Tilda Wool Blend Double Face Cape

Wool Blend Brooch Cape Zw Collection

Zara

Wool Blend Brooch Cape

Bandana Check Fringe Wool & Cashmere Cape

Burberry

Bandana Check Fringe Wool & Cashmere Cape

Knitted Cape With Contrasting Trim - Women | Mango Usa

Mango

Knitted Cape With Contrasting Trim

Wool-Blend Cape

Cape Scarf Buttons - Women | Mango Usa

100% Cashmere Cape Sweater

Massimo Dutti

100% Cashmere Cape Sweater

Asymmetric Knit Cape

Zara

Asymmetric Knit Cape

Wool Blend Scarf Cape

Zara

Wool Blend Scarf Cape

Manteco Wool Blend Asymmetrical Cape Zw Collection

Zara

Manteco Wool Blend Asymmetrical Cape

Leather Gloves

Gloves are a cold-weather nonnegotiable, but in leather and elbow-length iterations, they're also quite forward and chic.

Celia Leather Gloves

AGNELLE

Celia Leather Gloves

Cashmere Lined Leather Touchscreen Gloves

Nordstrom

Cashmere Lined Leather Touchscreen Gloves

Simon Leather Gloves

THE ROW

Simon Leather Gloves

Horsebit-Detailed Leather Gloves

GUCCI

Horsebit-Detailed Leather Gloves

Gwen Faux Leather Gloves

Apparis

Gwen Faux Leather Gloves

Points Leather Gloves

Cole Haan

Points Leather Gloves

Waterproof Footwear

If there's one thing I hate, it's wet socks and chilly feet, so low-key weather-ready footwear is one of my favorite winter purchases. No, waterproof doesn't have to mean rain boots—let's talk about secretly waterproof zip-front boots, on-trend leather loafers, and Gore-Tex sneakers in case you're feeling sporty.

Deon Genuine Shearling Waterproof Bootie

La Canadienne

Deon Genuine Shearling Waterproof Bootie

+ Sorel Caribou Rubber and Leather Platform Mules

Proenza Schouler x Sorel

Caribou Rubber and Leather Platform Mules

Simaya H2o Waterproof Platform Bootie

Dolce Vita

Simaya H2O Waterproof Platform Bootie

Caribou Leather Winter Chelsea Booties

Sorel

Caribou Leather Winter Chelsea Booties

Freda Salvador Brooke Waterproof Lug Sole Boots

Freda Salvador

Brooke Waterproof Lug Sole Boots

Abba Genuine Shearling Lined Waterproof Bootie

La Canadienne

Abba Genuine Shearling Lined Waterproof Bootie

Ultra-Thin Turtlenecks

Adding a thin turtleneck layer under another sweater or shirt is one of my favorite styling tricks for winter, whether it's a ribbed knit in a poppy color, a nearly sheer style in a fun print, or a chic neutral bodysuit for a layer guaranteed to stay tucked in and cozy.

Wool Blend Turtleneck Sweater - Women | Mango Usa

Mango

Wool Blend Turtleneck Sweater

Aerie Essential Turtleneck Layering T-Shirt

Aerie

Essential Turtleneck Layering T-Shirt

Modern Rib Cropped Mockneck Shirt

Gap

Modern Rib Cropped Mockneck Shirt

Devar Turtleneck Sweater - Brown

The Frankie Shop

Devar Turtleneck Sweater

Layering Turtleneck

Eloquii

Layering Turtleneck

Sprwmn Long Sleeve Top

Donni. the Rib Turtleneck

Supima® Cotton T-Shirt

Zara

Supima Cotton T-Shirt

Afrm Zadie Turtleneck Long Sleeve Top

Afrm

Zadie Turtleneck Long Sleeve Top

Merino Turtleneck Sweater

& Other Stories

Merino Turtleneck Sweater

We the Free Good Good Turtleneck

We The Free

Good Good Turtleneck

Commando Ballet Body Turtleneck Bodysuit

Commando

Ballet Body Turtleneck Bodysuit

Faith Regenerative Merino Fitted Turtleneck

Reformation

Faith Regenerative Merino Fitted Turtleneck

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