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Dressing for chillier weather is no easy feat -- yes, even in the Southern Hemisphere. All too often we can feel swallowed up by giant jackets or like we’re sweltering in too many layers. Alternatively, we’ve run out of the house in a mad panic and are left shivering on the Saturday morning sports sidelines.
Our tip for surviving winter in style is to invest in a seasonal capsule collection, key pieces that you’ll have for years to come. At Calexico, this means winterizing our famous signature look, one that begins with underwear and ends with accessories.
Check our stylists’ top picks off your list and you’ll never be left out in the cold.

1. The Jacket


Got to head outside? Brave the elements in an elegant puffer that helps you look incredible and stay warm on the go.
Our pick: The Yves Salomon jacket in black is resistant to cold and light rain. Even better, it features a removable fur lining with practical snap buttons, zip closure, and side pockets that double as stylish hand warmers.

2. The Jean


Let’s be real -- at Calexico, jeans are a staple all year round. However, this is especially true in winter. A skinny jean cut is like the Swiss Army knife of a wardrobe, meaning it can get you out of every cold weather catastrophe.
Our pick: Citizens of Humanity Skyla Mid Rise Cigarette in Rosetta. Cut for a classic straight-leg silhouette, with a mid-rise, and button fly detail it’s practically perfect in every way.

3. The Knit


The most common winter styling tip we heard from our stylists? L A Y E R S -- but make it cashmere. Super soft, textured, and above all warm, a cashmere knit is going to save you a lot of wardrobe anxiety.
Our pick: This cashmere knit from Enza and Costa. Wear it anywhere from the couch to the streets with sweatpants or jeans.

4. The Knee High


Over jeans? Consider a knee-high boot the winter hack that lets you stay warm and still rock a hem.
Our pick: These Gianvito Rossi's smokey-grey Rolling knee-high boots are a trans-seasonal wardrobe classic. Sculpted in Italy from panelled suede leather with matching lining and set on a stacked 45mm block heel.

5. The Ankle Boot


Elegant but casual, luxurious but comfortable, and forever versatile. Investing in a comfortable ankle boot with a small heel that can take you from day to night is an absolute no-brainer.
Our pick: The Frankie boot by Gianvito Rossi is handmade in Italy from 100% calf leather. Choose brilliant black and prepare to wear them with everything until it’s warm enough to return to an open toe.

6. The Nicky Belt


Buckle up, it’s cold outside but you can still make a statement. Honestly, is there anything easier than this Nicky Belt to upgrade an outfit? Inspired by a vintage piece Nicky found in Paris, it was recreated for Calexico by Italian leather makers Post&Co.
Our pick: We’re loving it in grigio with its silver double buckle for versatility and elegance all winter long.

7. The Felt Hat


Not only does a felt hat add instant rocker glam to any outfit -- it also keeps your head warm and solves for bad hair days. We call that a styling triple threat.
Our pick: Hats off, our pick is Rag & Bone's Kate Felt Hat in Black.

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