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25 Cute Christmas Dresses for Every Holiday Occasion

Sparkles, bows, and plaid, oh my! ✨

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Every item on this page was chosen by a The Pioneer Woman editor. We may earn commission on some of the items you choose to buy.

The best part about the holiday season is that there's something for everyone to look forward to. There are holiday feasts, gift exchanges, Christmas soirees—and plenty of other Christmas activities and parties! You never seem to run out of excuses to wear your favorite Christmas outfits. Given that, there's no better time to find at least one special dress that makes you show off your Christmas spirit in style.

If you'll need a go-to outfit, we've rounded up the best Christmas dresses, so you can be your most festive no matter the event! We found work appropriate dresses for office parties, whether they are day or night. There are also more casual looks that can easily be winter dresses all season long, but we also included some sparkly finds for the dressier occasions. You can wear them to cocktail parties, and they can double as winter wedding guest dresses, too!

There are plenty of traditionally red, green, and plaid numbers that bring instant Christmas cheer as soon as they are zipped up. Wear a maxi dress to cover your legs if you’re cold or go bold with a mini and pop on a pair of tights. And no matter what length you like, we found options that cover every price point. We even found looks around $50, so you don't have to break the bank while you're also shopping for all those last-minute gifts. So go ahead, give one of these holiday dresses a whirl. All those Christmas gatherings await!

1
Add Some Sparkle

Devika Sequin Dress

Devika Sequin Dress
1
Add Some Sparkle

Devika Sequin Dress

$128 at Revolve
Credit: Revolve

Christmas lights won't be the brightest thing in the room when you're wearing this sequin number this holiday season. This long sleeve mini dress is complete with bright red sequins, an open back, and a flowy silhouette, so it's comfy without sacrificing style. Plus, it's fun enough to take you from holiday party to night on the town!

2
Editor's Pick

Free People Carmel Floral Midi Dress

Carmel Floral Midi Dress
2
Editor's Pick

Free People Carmel Floral Midi Dress

Now 62% Off
Credit: Bloomingdales

Florals? For winter? Now that may actually be groundbreaking! This floral-printed mesh maxi dress pays homage to popular Christmas florals that color the season. Featuring side slits, a boat neck, and sleeveless, ruched shoulders, the details on this one take the (Christmas) cake.

3
For All Seasons

Giselle Pleated One-Shoulder Maxi Dress

Giselle Pleated One-Shoulder Maxi Dress
3
For All Seasons

Giselle Pleated One-Shoulder Maxi Dress

Now 20% Off
Credit: Abercrombie & Fitch

Talk about a dress you can wear any day of the year! Dress it up for Christmas with some sparkly heels, and keep it on rotation in your closet through the summer wedding season. It's made of luxe stain, features all-over pleating, and has a fun one-shoulder neckline.

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4
Best Bow Detail

Jacquard Bow Babydoll Dress

Jacquard Bow Babydoll Dress
4
Best Bow Detail

Jacquard Bow Babydoll Dress

Now 62% Off
Credit: Sugarlips

This bright red dress is just begging for a cute pair of flats during the day and some statement jewelry at night! The festive jacquard fabric, short ruffle sleeves, and velvet bow make it extra special, no matter what time of day it is.

5
For the Office Party

Long Sleeve Shirtdress

Long Sleeve Shirtdress
5
For the Office Party

Long Sleeve Shirtdress

Credit: Nordstrom

With its deep evergreen mesh fabric complete with the shimmering stars that cover it, this maxi dress is the easiest way to emulate the beauty of a Christmas tree. The ankle length hem, long sleeves, and collared neck make it appropriate enough to wear to an office Christmas party while the side slit and metallic pops of gold set it apart from your typical corporate garb.

6
Pretty Lace Details

Long Sleeve Lace Mermaid Dress

Long Sleeve Lace Mermaid Dress
6
Pretty Lace Details

Long Sleeve Lace Mermaid Dress

Now 57% Off
Credit: Amazon

A little lace is always a good option during the holiday season! This mermaid style midi dress has a sweetheart square neckline and ruched, ruffle detailing for a classy yet flirty look. Its made of anti-wrinkle lace fabric and is fully lined throughout the bodice and skirt, so you won't have to worry about any wardrobe malfunctions as you dance the night away.

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7
Romper Option

Lilly Pulitzer Sarina Square Neck Romper

Sarina Square Neck Romper
7
Romper Option

Lilly Pulitzer Sarina Square Neck Romper

Credit: Lilly Pulitzer

If the "dress" part of Christmas dress sounds unappealing, but you still want all the festive vibes, look no further than this square neck romper. The evergreen diamond leaf eyelet fabric will match perfectly with your tree (and our picks of cute Christmas jewelry).

8
Ree's Style

The Pioneer Woman Tiered Ruffle Dress with Long Sleeves

The Pioneer Woman Tiered Ruffle Dress with Long Sleeves
8
Ree's Style

The Pioneer Woman Tiered Ruffle Dress with Long Sleeves

Credit: Walmart

Take a page from Ree's holiday style guide with this stunning tiered ruffle dress. The red satin floral print is atypical from the usual holiday florals, while still maintaining a color scheme that's perfect for the wintery occasion.

9
Best Little Black Dress

Smocked Trim Velvet Burnout Dress

Smocked Trim Velvet Burnout Dress
9
Best Little Black Dress

Smocked Trim Velvet Burnout Dress

Now 25% Off
Credit: Nordstrom

Contrary to popular belief, you can in fact get away with a little black dress this Christmas. The deep red velvet floral burnout details on black sheer mesh combine traditional elements of Christmas fashion with the the slimming, chic nature of a little black dress. The smocked trim and bow waist-tie also add a subtle yet festive flair.

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10
Day to Night

Make it Merry Button-Up Mini Dress

Make it Merry Button-Up Mini Dress
10
Day to Night

Make it Merry Button-Up Mini Dress

Credit: Lulu's

Red velvet isn't reserved for your Christmas dessert table thanks to this mini dress. What makes this dress special are the details — like the functional covered buttons that run the length of the A-line silhouette, the deep V-neckline, and the plush velvet composition. Dress it down with boots for Christmas brunch, or up with a statement necklace and festive kitten heels for a cocktail party.

11
15+ Colors Available

Puff Sleeve Wrap Mini Dress

Puff Sleeve Wrap Mini Dress
11
15+ Colors Available

Puff Sleeve Wrap Mini Dress

Now 12% Off
Credit: Amazon

You can't go wrong with a flattering, solid green dress! We also can't get enough of the fun long puff sleeves and asymmetrical hem. They add a dramatic flair to a wrap silhouette, and the color is just perfect for the holidays.

12
For An Evening Out

One Shoulder Sequin Dress

One Shoulder Sequin Dress
12
For An Evening Out

One Shoulder Sequin Dress

Now 38% Off
Credit: Amazon

While a red or green dress is the easy option for a Christmas party, gold is an underrated option that will make you the star of the show. This one shoulder, knee-length option is made of a stretchy sequin fabric that reviewers say hugs all the right places. It also comes in metallic shades like silver and rose gold, as well as classics like red and green, so you can customize your formal holiday party look to your liking.

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13
Sleeveless Option

Amanda Uprichard Walden Dress in Red

Amanda Uprichard Walden Dress in Red
13
Sleeveless Option

Amanda Uprichard Walden Dress in Red

Now 61% Off
Credit: Revolve

Business in the front, (Christmas) party in the back. This festive bright red silk midi number features a gorgeous open back and the attached sash adds a dramatic flair to the simple silhouette.

14
Knit Option

Knit Fit & Flare Dress

Knit Fit & Flare Dress
14
Knit Option

Knit Fit & Flare Dress

Credit: Amazon

The great thing about a flattering fit and flare dress in green is that it happens to work perfectly for Christmas, but you can wear it all winter long, too. This is great for casual day gatherings and work parties.

15
Best for Dancing

Sequin Faux Wrap Mini Dress

Sequin Faux Wrap Mini Dress
15
Best for Dancing

Sequin Faux Wrap Mini Dress

Now 52% Off
Credit: Maurice's

A bit of bling is always a good option during the holiday season! This faux wrap style has sequins from V neck to hem with just enough swing to make it comfy for having a jolly good time during a night out.

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16
$30 Find

Stretchy Swing Party Dress

Stretchy Swing Party Dress
16
$30 Find

Stretchy Swing Party Dress

Credit: Amazon

Finding an affordable dress that's flexible to dress up or down and go from day to night is not impossible! Look at this pretty little stretch number with flattering flutter sleeves. It's so easy to accessorize, and it also comes in other Christmas-friendly colors like green bright red.

17
Machine Washable

Peter Pan Collar Fit and Flare Plaid Dress

Peter Pan Collar Fit and Flare Plaid Dress
17
Machine Washable

Peter Pan Collar Fit and Flare Plaid Dress

Credit: Amazon

A classic windowpane plaid, peter pan collar, and bow detail―what's not to love about this fit and flare dress? Go day to night by popping on some heels and a little bling or wear it to any daytime activity.

18
Best Wrap Dress

Velvet Wrap Mini Dress

Velvet Wrap Mini Dress
18
Best Wrap Dress

Velvet Wrap Mini Dress

Now 41% Off
Credit: Gap

A night out on the town to celebrate the holidays calls for a flirty velvet dress! This wrap silhouette has added elegance thanks to the ruffle hem detailing and gorgeous shade of forest green.

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19
Lovely in Lace

Ruffle Crew Neck Lace Shift Dress

Ruffle Crew Neck Lace Shift Dress
19
Lovely in Lace

Ruffle Crew Neck Lace Shift Dress

Now 47% Off
Credit: Amazon

A little lace is always a good idea. With a ruffle crew neck, floral lace elastic cuffs, and a flattering waist tie, this affordable number is an instant party classic.

20
Fun Print

Candy Cane Tunic Dress

Candy Cane Tunic Dress
20
Fun Print

Candy Cane Tunic Dress

Credit: Amazon

If you really want to celebrate, show it off with a little Christmas print. This comfy A-line number is covered in red and white stars and candy canes. Talk about instantly festive!

Headshot of AnnMarie Mattila
AnnMarie Mattila
Commerce Editor

AnnMarie Mattila is the Commerce Editor for The Pioneer Woman, covering products ranging from home, fashion, beauty, and more. 

Lettermark


Nitya Rao is the editorial assistant at The Pioneer Woman, covering stories ranging from food, fashion, beauty, lifestyle, news, and more.

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