What to Wear to Every Holiday Party You Have This Season

holiday party outfits
8 Holiday Party Outfits to Wear This Season

Every year it seems like the holiday season comes out of nowhere and all of a sudden it's a panic to get dressed for the many, many events on one's social calendar. And really, who wants to spend time fussing over their outfit when there is merriment and good cheer—and perhaps some bubbles— to enjoy. To take some of the stress out of getting ready for your next holiday party, I styled eight looks (more to come) so you have ample ideas for what to wear in the flurry that is festive season.

LOOK ONE

Person in casual attire stands in a room with artwork and plants
Outfit Credits: Ralph Lauren Sweater, Me + Em Corduroy Pants, Calzedonia Socks, Margaux Flats, Jenny Bird Earrings. Roxanne Adamiyatt

When it comes to dressing for the holidays, I think there is no better investment to make than in a Ralph Lauren Polo Bear Sweater. They're actually having a bit of a moment! But to me, they are eternally chic, very comfortable, and cozy for that matter. And so easy to style from day to night. I paired mine with a pair of corduroy tuxedo pants, and a red sock for a touch of color. Patent flats and a pair of chunky earrings make the look a bit more elevated, but it's not overly dressy for daytime, so this is great for a day-to-night moment when you don't have time to change. Or, if you want to go a bit more evening, swap in a taller heel.

LOOK TWO

a woman wearing a metallic dress and patent leather shoes
Outfit Credits: Me + Em Dress, Clare V. Clutch, Margaux Shoes. Roxanne Adamiyatt

Holiday metallics can go the way of tinsel if one isn't careful, but there is a way to do them tastefully. Take this bronze and black dress with transparent panels. It has texture, lots of movement, and a hint of sparkly. It's also a very festive take on wearing black and brown, which is very trendy at the moment. I'd run with that theme doing the same color play with accessories—and throw in a Deborah Pagani gold hair pin for a bit of gold in a unfussy chignon.

LOOK THREE

a woman wearing a red dress and black accessoires
Outfit Credits: The Fold London Dress, Jennifer Behr Bow, Christian Dior Bag, Neil J. Rodgers Boots.

There is possibly no holiday color palette more classic than black and red. Bonus points if you add a velvet bow. Just ask the Princess of Wales, who wore a pointsetta red coat and oversized black bow to her annual Carol Service. This is an outfit I wear every year and plan to do so until I simply cannot anymore.

LOOK FOUR

A person wearing a cozy sweater and satin skirt stands in a stylish indoor space
Outfit Credits: Silk Laundry Dress, Sea Jacket, Calzedonia Socks, Emme Parsons Pumps. Courtesy Roxanne Adamiyatt

I am of the mentality that everyone looks luminous in winter white. I've been watching a lot of movies from the ‘30s, so silk dinner dresses are on the mind—and this bias cut long sleeve dress from Silk Laundry is a moment by itself, but I love pairing it with a knit cropped jacket. If I had my druthers, I’d add gold Emme Parsons Veneto pumps because I love them!

LOOK FIVE

A person wearing a sleek shiny brown dress stands in a well decorated living room
Outfit Credits: Banana Republic Slip Dress, LeSet Satin Pants, Clare V. Cluth, Manolo Blahnik Mary Janes. Roxanne Adamiyatt

The dress over pants look is definitely one to experiment with, particularly if you want to change up the look of a slip dress that you've worn before. Plus, it's a smidge warmer and more forgiving. I'd also add that this slip dress in particular has a liquid look to it, and as a result is a bit more dressed down by the muted satin pants' subtle sheen. The key here is to keep accessories minimal to not overcrowd the statement—and before you say anything, yes, here at T&C we consider leopard print a neutral!

LOOK SIX

Person standing in a dimly lit room with stylish decor
Outfit Credits: Reformation x Shrimps Sweater, Almada Satin Skirt, Malone Souliers Mules, Agmes Cuff, Alexis Bittar Bangle, Completed Works x Merit Earrings. Roxanne Adamiyatt

The next two looks are evidence of why every woman needs a sweeping black maxi skirt in her wardrobe. You can wear it for day, and in this case, wear it for night. With this look, it's all about the contrast of the sweater's color palette and keeping the visual line along the body connected. I don't tend to wear entirely black, so I like how the white detail on the turtleneck really makes this look pop. As it's all about contrast, there's no better accessory than a red lip. If black isn't your color, I'd suggest adding gold accessories like I did (the chunkier the better) to keep things a bit warmer.

LOOK SEVEN

a woman wearing a furry coat and silk skirt
Outfit Credits: Charlotte Simone Coat, Almada Skirt, Malone Souliers Mules. Roxanne Adamiyatt

This look is a bit Charli XCX and a bit Morticia Adams and I have to say… I love it. Perhaps for an evening affair that's a little less buttoned up? Though I'd say between the fur jacket and the sweep of the skirt, there is no shortage of drama here. To keep things from getting overdone, I'd say keeping earrings to posts would be the move— though if you want to amplify the glamour, opt for a pair of oversized drop earrings.

LOOK EIGHT

a woman wearing a corduroy skirt and fair isle sweater
Outfit Credits: Alex Mill Corduroy Skirt, J. Crew Fair Isle Seater, Jenni Kayne Cashmere Socks, Emme Parsons Pumps. Courtesy Roxanne Adamiyatt

A bit more on the casual spectrum in terms of outfits, I would say this is a great look to wear for a daytime get together. Or maybe wear it to decorate your tree? There's something so wintery and delightful about a fair isle knit and this one is no exception. Plus, a good pair of cashmere socks with a low heel looks very cute. If you're going to be cold, layer a pair of transparent tights underneath.

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