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Holiday dressing outfit inspiration
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Style

The Ultimate Guide to Dressing For The Holidays

From cozy knits to jewel-toned silks, we’ve gathered the very best outfit inspiration for all your festive occasions this season.

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When it comes to holiday outfit ideas, the best looks blend elegance with ease, offering just the right amount of festive flair and effortless refinement. From intimate dinner parties to nights spent dancing under twinkling lights, ’tis the season to lean into styles that shimmer with polished simplicity.

Ahead, discover inspired ways to dress for every merry moment on your holiday calendar. Think sparkly accessories that instantly elevate even the most relaxed outfit, cozy-chic layers that balance comfort with style and sharp tailoring that adds a touch of poise to any ensemble, no matter the dress code.

Rudolph Red

Holiday dressing holiday party red
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The gem-toned hue makes an immediate statement, striking the chord between festive and fashion-forward. An all-red monochromatic look feels deliberate and elevated, particularly when layered with rich fabrics like satin, velvet or wool. Like the iconic reindeer’s glowing nose, it’s a shade that naturally commands attention without trying too hard.

SHOP THE LOOK

Sentaler Long Wide Collar Wrap Coat

Sentaler Long Wide Collar Wrap Coat

Petal & Pup Cer Knit Top

Petal & Pup Cer Knit Top

Reformation Julia Tassel Pump

Reformation Julia Tassel Pump

Dynamite Flap Pocket Mini Skort

Dynamite Flap Pocket Mini Skort

Aritzia Everyday Opaque Tights

Aritzia Everyday Opaque Tights

Chanel Quilted Clutch

Chanel Quilted Clutch

Suited Up

Holiday dressing holiday party looks suited up
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There’s no better time to let your outerwear take centre stage, and a statement-making coat delivers just that with a laid-back sense of stylish ease. Worn over tailored slacks and a sheer or subtly textured shirt, the look feels considered and fashion-forward without sacrificing polish. Finish with a sleek dress shoe, and you’ll easily be the best-dressed at your next holiday cocktail hour.

SHOP THE LOOK

American Tall Wool Coat

American Tall Wool Coat

RW&CO. Tailored-Fit Essential Pant

RW&CO. Tailored-Fit Essential Pant

Phix Lace Embroidery Shirt

Phix Lace Embroidery Shirt

BOSS Kensington Leather Derbies

BOSS Kensington Leather Derbies

Alex Perry sunglasses

Alex Perry sunglasses

Blazing In

Holiday dressing holiday party looks blazers
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Perhaps the best part of holiday dressing is the chance to give wardrobe staples a festive upgrade. Take your trusty blazer, for example: with a touch of thoughtful layering and a hint of extra sparkle, it transforms from a go-to office throw-on into the cornerstone of a balanced, effortlessly stylish holiday party outfit. Cheers to the ultimate versatile hero of any holiday wardrobe!

SHOP THE LOOK

Smythe Double Breasted Blazer

Smythe Double Breasted Blazer

Quince Silk Maxi Skirt

Quince Silk Maxi Skirt

Uniqlo Cashmere Crew Neck Sweater

Uniqlo Cashmere Crew Neck Sweater

Panerai Luminor Marina Bronzo

Panerai Luminor Marina Bronzo

Dream Paris Karrie Stiletto Pump

Dream Paris Karrie Stiletto Pump

Kara Yoo Mira Ring

Kara Yoo Mira Ring

Party Dress

Holiday dressing holiday party looks gowns
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For your season’s most sophisticated soirées, embrace the glamorous spirit by donning a statement gown. Perfect for fancy holiday dinners or formal New Year’s Eve parties where the dress code is elegant and elevated, a richly textured or subtly embellished dress is always an eye-catcher. Pair with understated accessories and sleek styling for a look that feels confident, stylish and completely put-together.

SHOP THE LOOK

Ever New Isra Dress

Ever New Isra Dress

Sam Edelman Lilian Stiletto Heel

Sam Edelman Lilian Stiletto Heel

Lulus Faux Fur Stole

Lulus Faux Fur Stole

Bottega Veneta Knot Padded Clutch

Bottega Veneta Knot Padded Clutch

Bohème by Vero Rose Sand Mini Earrings

Bohème by Vero Rose Sand Mini Earrings

Frosty Fur

Holiday dressing holiday party looks faux fur
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Built around an outerwear staple you won’t want to take off, this look is all about the luxe faux fur coat. Whether you’re opting for a plush all-over offering or a long trench with a soft, textured lining, this jacket will keep you warm and toasty while adding instant sophistication to any outfit. Ideal for seasonal activities that require a little extra time outdoors—think holiday markets or evening walks under flickering lights—the richness of the coat allows the rest of your look to remain simple while staying festively on trend.

SHOP THE LOOK

Brunette The Label Diane Jacket

Brunette The Label Diane Jacket

Honey Hilary Knit Turtleneck Sweater

Honey Hilary Knit Turtleneck Sweater

Veronica Beard Kalinda Wide-Leg Ponte Pant

Veronica Beard Kalinda Wide-Leg Ponte Pant

Patricia Nash Sicily Boot

Patricia Nash Sicily Boot

Strathberry Mosaic Bag

Strathberry Mosaic Bag

Warby Parker Adela Sunglasses

Warby Parker Adela Sunglasses

Maanesten Sanja Earrings

Maanesten Sanja Earrings

Merry and Bright

Holiday dressing holiday party looks knits
Photography via Getty Images

You can never go wrong with a crisp white knit during the holidays. Not only are they supremely cozy, but they’re also endlessly versatile and easy to style. Pair your favourite with simple accessories and classic tailored slacks for a timeless look, or take your holiday outfit up a notch by opting for a silk pant in one of this season’s vibrant gem tones for an extra pop of joyful colour.

SHOP THE LOOK

Gentry Cotton Textured-Knit Polo

Gentry Cotton Textured-Knit Polo

Vince High Waist Fluid Satin Pant

Vince High Waist Fluid Satin Pant

Common Projects Original Achilles Leather Sneakers

Common Projects Original Achilles Leather Sneakers

Loro Piana Icer Sunglasses

Loro Piana Icer Sunglasses

Fossil Carraway Automatic Brown Croco Leather Watch

Fossil Carraway Automatic Brown Croco Leather Watch

COS Double Chain Necklace

COS Double Chain Necklace

This article contains affiliate links, so we may earn a small commission when you make a purchase through links on our site at no additional cost to you.

Stephanie Davoli is the editorial assistant at FASHION Magazine. With a passion for all things fashion, beauty and pop culture, she’s inspired by fashion psychology, sustainability and industry innovations. Her previous bylines include The Toronto Star, Chatelaine and The Quality Edit. When she’s not working, you can find her shopping, taking a Pilates class or combing through the Vogue archives.

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