It’s the most wonderful time of the year—and not only because we get to experience all the pretty lights, delicious food and quality time with the family. These are definitely some of the best aspects of the season, but something that really gets us excited about the holidays is the dresses. Finding the best holiday dresses to wear for the season isn’t always easy, though. There are so many retailers pushing festive frocks that feel cheesy instead of special. It can be difficult to sift through all of them and strike holiday dress gold! Whether you need something to wear to a cocktail party with friends, your family’s annual soirée or a last-minute NYE bash, our fashion team has your back with the picks below.
To give you a bit of a rest during this busy season, we searched through all your favorite retailers to find the cutest holiday dresses out there. Think of this like your curated holiday shop—the only stop you need before you find the perfect festive ensemble. The holidays are approaching ridiculously quickly, so don’t wait to snag your favorite dress before you’re in a sugar cookie coma. (We’ve all be there, right?)
It also helps to be a bit strategic when searching for your own winning dress (or three). Keep an eye out for frocks you can wear throughout the following year in addition to during the holidays. If you can wear the dress to a wedding, a bachelorette party or even a dressy date night out as well as your annual Christmas Eve party, you’ve probably found a winner. Seek out unique textures and flattering silhouettes for looks you can wear over and over without getting sick of them.
Below, you’ll find holiday dresses sure to get you through the entire season—and beyond. We won’t blame you if you end up purchasing more than one.
Our mission at STYLECASTER is to bring style to the people, and we only feature products we think you’ll love as much as we do. Forever 21 is a STYLECASTER sponsor, however, all products in this article were independently selected by our editors. Please note that if you purchase something by clicking on a link within this story, we may receive a small commission of the sale.
Sweater-Knit Midi Dress & Shrug Set
One of the harsh realities about dressing for holiday parties is that it’s cold outside, which requires covering up to stay warm — and that inevitably kills the vibe. But not so with this genius set which is not only made of a cozy ribbed sweater material but comes with a matching shrug that’s equal parts chic and functional. What more could you ask for at less than $30?
Jamie Ruffle Sleeve Mini Dress
This dress is a soiree in the front and a party in the back with the oversized statement bow on the back of the dress.
Short Sequin Dress
This sequin mini dress is both sexy and delicate with its sheer sequined overlay. Layer it over tights for any office holiday parties or go bare leg for a fun night out.
Sequin Maxi Dress With Slit
The halter neck on this blue sequin dress is glamorous and sophisticated. Since this dress is blue, it could work all year round—it’s available in plus sizes 14-28.
There’s something extra flirty about a dress with feathers and this option comes in pink or black.
Burnt Orange Lullah Halter Satin Maxi Dress
This burnt orange dress has a subtle holiday vibe but will also work year-round.
Satin Camisole Dress
Green is obviously a big color during the holiday season and I love that this slip dress is a unique way to play into the tradition. Pair it with a faux fur coat to turn things up a notch.
Velvet Mini Dress With Wrap Skirt
This green velvet mini dress has a subtle puff sleeve and will be your go-to for every party. It’s available in three colors and sizes 14-28.
This slip dress has a beautiful high-low shape and will shimmer in the evening light.
Cassie Mini Dress
I love the combination of the puff sleeve and open back on this green sequin mini dress.
Paisley Print Dress
This paisley dress has major ’90s vibes. Pair it with an oversized blazer and strappy heels.
Atsu Bow Midi Dress
If you like attention, this bright pink gown is for you! It’s available in petite, standard and plus sizes and it has pockets.
Voluminous Mini Dress
This purple mini dress is festive without following a traditional holiday color scheme. It would look amazing with platform heels.
Velvet Dress With Gem Buttons
Velvety is the ultimate holiday fabric and this beautiful blue wrap dress is the epitome of chic.
Mr. Gibson Mini Dress
Chocolate brown is the color to wear this season. All eyes will be on you in this long sleeve dress.