The holiday season is here, and the calendar is filling up with all your favorite events. The big question? What to wear. I’ve got you covered and I’m sharing 18 looks for every holiday occasion. These outfits are perfect for your next holiday or work party, Christmas dinner with family and friends, casual looks for shopping, and everything in between! With a great mix of casual and dressed-up styles to choose from, they make the list of stylish must-haves this holiday season!
If you’ve been waiting all year to pull out your sequins, velvet, and pops of color, It’s finally time! Your holiday party gives you the perfect excuse to put on something with an extra touch of glam. I personally love dressing up and this velvet romper from Express is amazing! It’s classy and chic and has an open back & a tie waist. I recommend pairing it with this beaded mini tote and your go-to holiday heels for an elevated party-ready look.
Express has so many amazing holiday finds this year. Two pieces I’m loving are this metallic maxi and wide-leg jumpsuit. The metallic finish adds that extra shimmer, making it the perfect choice for your next holiday party. The wide-leg jumpsuit is also a great option to keep things comfy. To finish the look, pair them with a fun rhinestone bow heel and a gold statement clutch.
This sleeveless velvet midi dress from J. Crew is so fun for the holidays. I love the green color and of course, the pockets are a great bonus! Pair it with a faux fur party jacket and throw on a fun statement earring to complete your chic, party-ready look.
Say yes to the sweater dress for all your work party needs! I love sweater dresses. They’re classic, timeless, and comfortable, making them a wardrobe staple. These pieces easily transition between seasons, making them super versatile. I’m loving the ribbed knit tie-waist option with a side slit for an elegant vibe. Pair it with a holiday heel and a gold statement clutch. Another great option is this turtleneck midi. It’s flattering and perfect for layering. To dress it up, throw on knee-high boots and an over-the-shoulder bag.
Another great option for your Christmas work party is this faux-leather dress. For office chic, layer a button-up underneath. For a more relaxed vibe, add a turtle neck or another knit long sleeve. I paired it with this festive plaid blazer that is absolutely stunning! The print is amazing and perfect for the holidays. Complete the look with holiday heels or style casually with slides, ankle boots, or over-the-knee boots. This dress is the perfect versatile piece to take you through all four seasons.
Next up are a few looks that I think are perfect for Christmas dinner. How amazing is this winter white monochromatic aesthetic? It’s such a great neutral color to add to your winter wardrobe. I love this fuzzy mock turtleneck sweater from Target. It’s so soft and cozy, and comes at a great price point. I paired it with this chic tweed skirt with fun beaded embellishments. These pieces are great to mix and match with items you already have in your closet too! Finish the look with a holiday heel and statement clutch for the perfect Christmas dinner-ready outfit.
Sticking with the skirt theme, I styled this black faux leather mini two ways. It’s truly the perfect skirt for any occasion, offering so many styling possibilities. To infuse those holiday vibes, I paired it with an embellished pullover and this stunning sequin tunic that can also double as a dress! For a chic finish, it pairs perfectly with tall boots or heels and a statement clutch.
I’m in love with the vibrant colors and feminine details of this mini dress. The belted waist and flattering fit are so good! It’s the perfect blend of fashion-forward and vintage-inspired style. Whether it’s Christmas dinner or any occasion, this dress has you covered from fall right through the holiday season. I’ve styled it with a chic knee-high boot, a gold clutch, and the cutest pair of drop earrings.
Sunday brunch is a personal favorite, but Christmas brunch? Even better! I’ve curated a few looks that are the perfect match for all your brunching needs, with an added touch of holiday vibes. Brunch calls for a classic combo: a cozy sweater and faux leather pants. I love this V-neck option from Loft. It’s got just the right amount of shimmer for an elevated look. To complete the outfit, I paired it with the ultimate day-to-night accessory: this gorgeous clutch. Trust me, it’s your go-to for every occasion, from office parties to dinner dates.
A good pair of denim is a must for brunching, so I styled these next two looks with the perfect pair of cropped wide-leg jeans. These are a must-have closet staple that can easily be dressed up or styled casually. For our Christmas brunch theme, I paired them with this gorgeous long-sleeve top. I love the sheer sleeves and ruffle detailing. For a more classic vibe, I paired them with this neutral pullover. I recommend accessorizing with a stylish belt and this scallop necklace. It’s so pretty and elevates the entire look.
Our list of 18 holiday looks for every occasion isn’t complete without a few Christmas shopping outfits. Here are two classic winter looks that you’ll love.
First up is this striped turtleneck, denim, and cardigan combo. It’s a great set of neutral pieces you can easily mix and match with other items in your closet. I’m especially excited about this sweater jacket. It falls somewhere between a jacket and a cardigan and is an elevated piece that’s perfect for layering. Style this look casually with comfy boots or slides or dress it up with heels.
Another great option is a sweater paired with a maxi skirt. This floral skirt is a personal favorite of mine and has been on repeat. It’s so comfortable with an easy pull-on waist. I added a ribbed sweater and styled with a fashion belt. This look is super versatile and is perfect for the office or even everyday wear. Finish the look with boots and an over-the-shoulder bag for a stylish holiday shopping outfit.
I hope these 18 holiday looks for every occasion inspire your seasonal wardrobe. Wishing you a season filled with joy, happy holidays!