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Style

How to Do Holiday Dressing Like a Fashion Editor

From a thoughtful layering lesson to a sequins cheat sheet.

By FASHION Staff
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When the weather turns crisp and the soirées start stacking up, getting dressed becomes a celebration in itself. Striking that sweet spot between festive and fashion-forward takes a little planning, a touch of polish, and a wardrobe full of mood-boosting pieces.

That’s where WINNERS comes in. Whether you’re hunting for a show-stopping sequin skirt or easy-to-dress-up denim, WINNERS remains the go-to for discovering brand-name gems at great prices. While the pressure to nail your outfit can be dialled up during the holiday-party circuit, the secret is straightforward: have fun. The right holiday ensemble should still feel like you, just with an extra touch of festive flair.

fabulous finds at winners

The bedazzled boot

The bedazzled boot

The embellished wool coat

The embellished wool coat

The statement earrings

The statement earrings

To help make your season all the more stylish, the FASHION Closet has teamed up with WINNERS. Read on for the ultimate editor-approved guide to mastering holiday dressing.

Layer from day to night

How does one transition seamlessly from a corporate office setting to a chic cinq-à-sept? The answer is a versatile base. Begin with your go-to office uniform, and build out from there. This can be as simple as adding in a spectacular shoe or an eye-catching outerwear piece once it comes time to leave work.

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For instance, start with a crisp white collared shirt and wide-leg trousers with a hint of shimmer. It’s an office-appropriate pairing that’s primed for a party, but you can take things a step further. Once the workday winds down, zhuzh it up by slipping on a bedazzled blazer and swapping your slingbacks for glittery pumps. Suddenly, you’re exuding aperitif elegance.

Lean into sparkle

Metallics, rhinestones, sequins—’tis certainly the season to shine. The trick to pulling off all that glitz without veering into costume territory? Balance. At WINNERS, you’ll find long-lasting basics alongside high-impact statement pieces. By bringing the two outfit categories together, you can perfect glitzed-out glamour without feeling out of character.

Case in point: Try pairing wide-leg jeans (a comfort-zone classic) with a paillette-covered blouse (a braver, bolder choice). The final effect is one of skillful contrast: true blues balanced by a high-shine chemise. It packs a playful punch, but still feels practical.

Accessorize with intention

Holiday accessorizing is an art form, and this season, the more adornments the merrier. From scarves and gloves to bold, metallic jewellery, the coolest outfit add-ons let your personality come through. The goal isn’t to reinvent your outfit around your accessories, but to elevate it with those special details.

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Next time you’re reaching to complete your look, think about crafting aesthetic harmony. Pair a chunky chain-link necklace with a soft cashmere sweater. Cluster vintage brooches on a traditional houndstooth blazer. Challenge yourself to trade in your everyday flats and leather tote for blingy boots and a statement clutch. At its best, finishing-touch finery feels both effortless and extravagant. Sometimes it’s the smallest details that have the biggest impact.

Have fun

Whatever fancy fête you have on your calendar this season, remember that a stylish outfit will only help you step into the spirit. For more fabulous finds, head to WINNERS.

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fabulous finds at winners

The bedazzled boot

The bedazzled boot

The embellished wool coat

The embellished wool coat

The statement earrings

The statement earrings

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