Holiday Party Outfits for Every Occasion to End (And Begin) Your Year in Style
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There is no better season for fashion than the holidays. Yes, even arguably more than Fashion Week. Though styles get more ostentatious and risk looking tacky, this underlying tone of sophistication that is universally accepted during the season makes up for the bold attire.
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For times like these, when it might be hard to distinguish what’s garrish vs. regal, I often follow two rules: When picking out a holiday look, the silhouette should remain classic, as if time does not exist. If you can’t see yourself wearing it in 20 years, chances are it’s not a good piece for the holidays. And two, Look at Golden Goose for inspiration. Their unique blend of Italian regalia with an LA edge is a perfect model to follow year-round, particularly during the holidays. Their products and how they style them provide a high vs. low duality that feels elevated yet down-to-earth.
Be the standout this season with some of the best holiday party outfits and accessories. You’ll be the talk of the party and will head into the new year with unrivaled style.
Holiday Party Outfits, Shoes, and Accessories
Free People Night Gaze Mini
It might be cold outside, but you’re ready to hit the town! In that case, there is nothing quite like a Free People Night Gaze Mini to put you in the mood for the holidays. Now, if you’re looking for a bit of warmth, take the Katie Holmes route and pair this dress with some jeans, like these wide-leg pair. You’ll be much warmer and still look effortlessly chic with a touch of Y2K nostalgia. (Currently available in sizes XS-XL)
Skims Fits Everybody Mock Neck Sleeveless Maxi Dress
They say if it works, buy one in every color. That might be the case with the Skims Fits Everybody Mock Neck Sleeveless Maxi Dress. The classic silhouette comes in a range of sizes, is made of ultra-stretch fabric for comfort, and comes in a range of colors for whatever occasion you find yourself in this winter. And rather than a heel, pair this with a sneaker, like these newly released Adidas Sambas. (Currently available in sizes XXS-2X)
Samba OG Sneaker
Speaking of the Adidas Sambas, these are the perfect sneakers for those holiday looks if you can avoid the slush. The new gold-on-chocolate brown colorway is delicious enough to eat and will ground any regal look with a bit of swagger. (Currently available in size 8.5-14)
JW PEI Tessa Shoulder Bag
Edgy, bold, and at a price point that won’t destroy the bank, the JW PEI Tessa Shoulder Bag is an excellent addition to your holiday outfits that will surely get you a compliment or five. Though the bag comes in a range of colors, this deep magenta is eye-catching and perfectly on trend for the holiday season.
Golden Goose Denim Jacket With Stripes
Denim fabric can easily be dressed up when needed but retains a casual quality. For events where you want to look sharp but not taken too seriously, try pairing this Golden Goose Denim Jacket with a pressed pair of Topman pants and a dress boot. (Currently available in XS-XL)
Love Again Sequin Jumpsuit
It’s the late 70s, and Studio 54 is calling your name! Everything about the Disco era is currently alive and vibrant (thanks to Beyoncé’s Renaissance tour), so why not embrace it with this Love Again Sequin Jumpsuit? It’s flashy, bold, and with the right ballet flat, will take your look from 0 to 100. (Currently available in XS-XL)
Skinny Fit Textured Dress Pants
Speaking of dress pants, they are a staple that can make any look feel elevated year-round, especially during the holidays. Pair them with a Nirvana band tee for a devil-may-care look, or a button-up and jacket for a classic suiting. (Currently available in 30-38)
Coach Patent Signature Leather Penn
To say I love all my Coach handbags would be an understatement. They are incredibly high quality, and if I’m being honest, they are much more durable at their lower price than the handbags I’ve paid thousands for. For the holidays, if you’re looking for a fabulous handbag, check out the Coach Patent Signature Leather Penn. It’s tiny chic, and the longer straps allow you to drape the bag over your shoulder, even in those big, cozy sweaters.
Classic Silk Pajamas
Personally, I love silk pajamas for a night out. It’s sexy, cute, and comfortable — the holy trifecta. These Classic Silk Pajamas from Nordstrom are a fantastic purchase for a night out and a night at home. Pair them with a cute heel and a bag to have the perfect holiday fit. (Currently available in 1X-3X)
Madewell Oversized Blazer
Sometimes, standing out means going classic rather than flashy. A simple pinstripe blazer, like this Madewell Oversized Blazer, is chic without being overstated. Pair It with a crisp white button-up for a totally stylish look. (Currently available in S-XL)
Golden Goose Low Debbie Boots
Add a touch of rock soul to your look with a nice heel, like the one on these Golden Goose Low Debbie Boots. Crafted in 100% leather, these boots are great for holiday parties and a staple that can last in your closet for years. (Currently available in 41-47).
Mac Duggal Metallic Bateau Neck Column Gown
As temperatures drop, the parties get hot. Whether you’re headed to a chic cocktail night with friends or a holiday party where your colleagues are in attendance, this Mac Duggal Metallic Bateau Neck Column Gown is a stunner that will have everyone gawking at your look. If you want to balance out the regal appeal of the dress, pair them with some sneakers rather than a heel for some rocker-punk style. (Currently available in sizes 0-14)
JW PEI Sara Mule Heeled Sandals
JW PEI doesn’t just make handbags. Their selection of shoes rivals the designs of high-end retailers at much more affordable prices. The JW PEI Sara Mule Heeled Sandals are a cute short heel that comes in various colors, though the metallic ones are especially perfect for holiday parties. (Currently available in size 5-10)
Pattern Sequins Blazer
Very few occasions allow for a sequin jacket; even then, few jackets don’t scream tacky. However, this Pattern Sequins Blazer is just enough to balance the right amount of class and cheese you need for the holidays. I recommend ordering a size up from your traditional size for something boxy rather than fitted and pairing this with a white button-up and a pair of baggy light-wash jeans to add a casual touch. (Currently available in XS-3X)
Reformation Black Casette Maxi Dress
A classic silhouette with simple, intriguing details like the cowl neck, flared hem, and ruching side seams, the Reformation Black Casette Maxi Dress is a great option with everlasting style and appeal. For colder temps, try layering a leather trench for something classy with a slight edge. (Currently available in sizes XXS-XXL)
Grace Karin Sequin Wrap Dress
Wrap dresses are perfect for comfort, especially if you plan on indulging in some food or drink at the parties. But if you want to make a statement, try opting for the Grace Karin Sequin Wrap Dress, which combines the comfort of a wrap dress with some holiday flair. (Currently available in S-XXL)
Golden Goose Mini Star Bag
Inspired by New York’s metropolitan attitude and rock-star energy, the Golden Goose Mini Star Bag is the perfect accessory for carrying those small touchup items you need for a night out. Not to mention, it’s designed with a crossbody chain so you can keep your hands free without fear of losing your bag at the party.
Lila Zizi Silk Satin Pajama Set
If you’re looking for a pajama set with a bit more flare for the parties, look no further than this Lila Zizi Silk Satin Pajama Set. Before starting her label, Olivia Von Halle was a trend forecaster, searching the world for the hottest colors and prints you didn’t know you needed. Now, as one of fashion’s few brands focusing on loungewear, she’s developed products perfect for those looking for style in their pajamas. (Currently available in women’s XS-XL)
How Rolling Stone Editors Make Their Fashion Selections
Style is incredibly subjective. That is why we take care in choosing the clothing, shoes, handbags, and jewelry that we present to our readers. While we review trends to showcase fashion-forward selections, we also rely on promising customer feedback or first-hand experience with the products and brands. The result is a carefully considered shopping list with you in mind.
Pride yourself on shopping only the best selections when it comes to fashion? Us too. We are tastemakers dedicated to bringing you the finest in clothing, shoes, and accessories. Shop like a Rolling Stone editor and check out more of our recommendations.
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