The Outfit It-List for Holiday Parties and Winter Nights Out

As the holiday season approaches, it’s time for all of the fun and festive events too! While we don’t have too many crazy plans, I love to get dressed up for the season. It’s one of the few times in my normal life where I can go big and wear the sequins and bold red colors that always look amazing this time of year.

We are hosting a small dinner party in a few weeks and I already told everyone to dress the part! We don’t get too dressed up often, and having an excuse like this is always such a treat!

Whether you’re going to a friend’s party, work event, NYE, favorite things party or dinner party, these outfit ideas will inspire you to wear something fun and festive.

15 Holiday Outfits for Women

Red Sweater with Jeans

One of my go-to looks that can be dressed up or down depending on the occasion is a red sweater with jeans.

For a chic holiday party or night out, pair a vibrant red sweater with your favorite dark-wash jeans and a pair of heeled ankle boots or pumps. I like to opt for a fitted or slightly oversized knit to keep it cozy, and elevate the look with statement accessories like oversized earrings or a bold clutch.

Holiday Monochromatic

Another look that never fails to impress is a statement monochromatic look in a bold holiday color like red or green. I love the idea of pairing a red sequin skirt or red slip skirt and soft v-neck sweater with some strappy heels in a metallic or classic black. A fun pair of shoes like these silver ones really adds some fun pizazz!

Silver Sequin Skirt

For a holiday party or fancy night out, pair a silvery sequin skirt with a cozy cashmere v-neck sweater or velvet top for an elegant yet comfortable look. This color is so versatile and can be worn with so many different colors and styles of tops on top. Stick with solids in different textures, but skip overly patterned tops to not create too much busy-ness.

Opt for a fitted or slightly oversized sweater to balance the sparkle and shape of the skirt, and tuck it in at the front to define your waist.

Complete the outfit with strappy heels and a statement clutch to elevate the look, ensuring you shine bright while remaining stylishly warm.

Cable Knit Sweater & A-Line Skirt

For a holiday party, elevate your cable knit sweater by pairing it with a chic A-line skirt in a festive color, such as deep red or emerald green or a classic black.

Opt for a skirt with a bit of shimmer or texture to add a touch of glamour, and finish the look with statement earrings and strappy heels or heeled ankle boots for an effortlessly stylish ensemble that balances cozy comfort with holiday elegance.

Black Jeans & Black Velvet Blazer

Another fun and chic look for the holidays is a pair of cropped straight black jeans with a silk camisole and a black velvet blazer. Pair with some strappy heels and some silver jewelry

Sequin Shirt with Wide Leg Jeans

For a holiday party or night out, pair a sequined shirt with wide-leg jeans to create a stylish and balanced look. Opt for high-waisted wide-leg jeans to accentuate your waist, and tuck in the sequined top to highlight your silhouette.

Complete the outfit with strappy heels and statement earrings to add a touch of glamour, while a sleek clutch will keep your essentials chic and convenient.

Sweater Dress

For a festive holiday party or a stylish night out, a sweater dress paired with knee-high boots creates a chic and cozy look. Opt for a fitted or belted sweater dress in a rich color like deep red or emerald green or soft warm cream to enhance the seasonal vibe.

Complete the outfit with suede or leather knee-high boots—choose a heeled option for added elegance—and accessorize with statement earrings or a bold clutch to elevate your style effortlessly.

Velvet Pants Outfit

I had this pair of velvet pants a few years ago and they were my favorite go-to holiday look! It creates such a festive and chic look that’s unexpected.

Pair them with a crisp button up, cozy sweater, or a sleek silk shirt. Finish the look with heels or ankle boots or even chic flats.

Mix Red & Green

Mixing red and green for a holiday party or night out can create a vibrant and festive look that captures the spirit of the season.

Consider pairing a striking red dress with elegant green accessories, like some green statement earrings, a stylish clutch or green shoes

Or try something bolder—a green top with red trousers can offer a chic and playful twist, making you stand out at any holiday gathering.

Red Skirt & Leopard Heels

For a chic holiday party look, pair a classic red skirt with leopard heels to create a striking contrast that exudes confidence and style.

I wore this look to a Christmas high tea and love the simplicity and chic-ness of this classic look. A simple and lightweight cashmere sweater is the perfect combination!

Winter White Outfit

Styling a winter white or all cream outfit for a holiday party or night out exudes elegance and sophistication. It’s easy to put together if you have some bone or ivory colored pants or creamy silk skirt too. Just use what you have or grab just one additional piece.

Instead of stark white, opt for a cream knit sweater paired with tailored cream trousers or a chic midi skirt, and elevate the look with gold or metallic accessories for a touch of shine. Complete the ensemble with creamy nude or metallic heels to elongate the legs, ensuring you remain effortlessly classy and festive throughout the evening.

I’m so excited for all the festive holiday parties to dress up—I hope these holiday outfits for women gave you some good ideas and inspiration for the season!

BTW, gift guide for her, and how to host a super easy holiday party.