Your December calendar is probably packed with holiday events like after work drinks, friends dinners, family get-togethers and hopefully a glamorous cocktail party or two. No matter what the occasion is, the lingering question is always – what to wear?! Dressing this season can feel overwhelming, but it’s also a great way to tap into the holiday spirit and have fun with festive looks. Here are five stylish holiday outfits to serve as inspiration this season: from casual gatherings to the most special occasion you have planned. Holiday dressing just got a little easier.
COLLECTION SATIN MINI DRESS, J. CREW / CASSANDRA CLUTCH, VINTAGE YSL / PEEP TOE PUMPS, CORREGES / COLLETTE EARRINGS, DORSEY
Friends Holiday Dinner
Red may be cliche this time of year, but there is no denying this little red mini is hot all year round and is a major upgrade to a little black dress. Plus it really captures the holiday spirit! Paired with chic red accessories and sparkly jewelry, you’ll stand out at any dinner party you attend this season.
LEFT: NOLITA CUTAWAY BLAZER, MADEWELL / FRANNY STRAIGHT JEANS, ALEXA CHUNG X MADEWELL / INFINITY KNOT STUDS, GORJANA / ALINA BAG, DOLCE VITA / SAKAI PUMPS, TONY BIANCO RIGHT: SATIN TAILORED JACKET, VERONICA BEARD / 90S STRAIGHT JEANS, AGOLDE / KNOT EARRINGS, BOTTEGA VENETA / LUCA BAG, SIMKHAI / CUTOUT LEATHER PUMPS, TOTEME
Family Gathering
Because I truly feel that great style is accessible to anyone who wants to participate, I wanted to show you how you can create a look with high end pieces or less expensive alternatives. This is not meant to be “the look for less” – but to show that an outfit can look really stylish at various price points. I have friends who love to invest in designer bags and other friends whose entire life’s mission is to find a deal (on literally anything!). All of them have incredible style and put together looks that are equally enviable!
This Veronica Beard jacket and Madewell style both have a similar cut and fit. Pair either of them with your favorite straight leg jeans and accessorize with a black & gold bag, slingback heels and simple gold earrings. It’s the perfect dressy-casual look to navigate any dress code when going to a family gathering this holiday season and looks really elevated no matter the price point.
ALINA SWEATER, NILI LOTAN / LOXLEY LEATHER SKIRT, KHAITE / REMY KNEE BOOT, REFORMATION / PEARL HOOP EARRINGS, ULLA JOHNSON / ELONGATED-BUCKLE BELT, MADEWELL
Work to Cocktails
This look combines two trends I’m loving this season—fair isle sweaters and luxurious leather. The skirt is sleek & polished while this soft sweater keeps things on the cozy side. Paired with pearl earrings, a statement belt and tall black boots, it’s professional enough for the office and effortlessly cool for cocktails straight after. Cheers to that! And if you wear this to the holiday office party, congrats on being named best dressed.
AMORA BOW SATIN GOWN, AS IT MAY / BECKA HEELS, TONY BIANCO / PEARL CLUTCH, CULT GAIA / PEARL DROP EARRINGS, EF COLLECTION
New Year’s Eve Party
This dress hits all the marks this party season and especially for a NYE formal affair. A sexy silo with flirty little details, it’s the perfect choice to ring in the new year. Hate the chit-chat at parties? Let the dress do all the talking! Keep the accessories simple with strappy heels, a pearl clutch and dainty earrings. Stylish holiday outfit complete.
ASSYMETRICAL BLOUSE, MANGO / WIDE-LEG LEATHER PANTS, TWP / SATIN SANDAL, MANGO / THE SMALL HUDSON BAG, DEMELLIER / COLETTE HOOPS, JENNY BIRD / BOLD CHAIN RING, MEJURI
Girl’s Night Out
Because the girls know: brown is the new black this season. A head-to-toe monochromatic look always feels effortlessly chic. And this top’s asymmetrical one-shoulder design adds just the right amount of drama for this particular holiday party. Throw some faux fur over it for the commute, and you’ve got the most stylish GNO-O (girl’s night out outfit) of the season.
All of these holiday outfits are a great way to celebrate this season in style! We only feature items we think you will love and may earn a small affiliate commission through the links on this website.
