Casual Dresses for a Winter Dinner when It’s Freezing Outside

Icy temperatures hampering your winter fashion style? We’ve got you covered (literally!). Bundle up in these cozy ideas for casual yet chic dresses to wear to a holiday dinner party. They’ll keep you nice and warm all evening long, in styles ranging from dressy enough for a winter engagement dinner, fun and festive for a holiday celebration, to comfy for an at-home wine-and-cheese-tasting party.

Complete your chosen outfit with a scarf or muffler as needed, a pair of tights and ankle or knee-high boots. And you’re ready to brave the wintry chill in fashionable form! (*this post contains affiliate links)

Our Editor’s 10 Picks for Casual Dinner Dresses this Winter

1 – ANRABESS Turtleneck Oversized Sweater Dress

This pullover style piece we found on Amazon is ready for winter partying in a scrumptious pumpkin hue, plus the added stylish touch of drop shoulders ending in lantern sleeves.

2 – PRETTY GARDEN Lantern Sleeve Tie Waist Knit Cocktail Dress

Those lantern sleeves again! This time on a pastel-shade knit mini dress that gets a slimming cinch from a soft waist sash. Comes in a total of 25 color choices, available on Amazon.

3 – MIROL Women’s Long Sleeve Plaid Swing Tunic Dress

Fittingly festive for a holiday gathering in red buffalo plaid, this is another easy-wear pick from Amazon—featuring fitted long sleeves and a fun flared skirt.

4 – PRETTYGARDEN Women’s Long Sleeve Mini Tunic Ruched Dress

Also on Amazon, this mini tunic dress has a slanted, ruched seam as a stylish front detail. Plus the muted khaki shade can easily be dressed up with gold accessories and a party-ready bag.

5 – Dofaoo Long Sleeve Tunic Dress with Pockets and Side Buttons

Clever touch having pockets hidden in the button-down side seams of this denim-look knit dress (available in 7 other colors, too) spotted on Amazon. Perfect for a casual get-together.

6 – Eteviolet Turtleneck Cable Knit Sweater Dress

Must include this cold-weather classic, a cable knit sweater-style dress available on Amazon. Sure to keep you cuddly warm, as the burgundy color captures the holiday vibe.

7 – City Studios Juniors’ Mock-Neck Long-Sleeve Fit & Flare Dress

This pretty pick we found on Macy’s has a youthful flared skirt, but still comes across as dressy with its black and silver metallic fibers giving a subtle shimmer.

8 – Juniors’ Scarf Sweater Dress

This cozy-chic sweater dress, also from Macy’s, flatters with 3/4-length sleeves, a ribbed waistband, and a detachable plaid scarf—set against “merry and bright” red!

9 – Karen Kane Color Block Jersey Turtleneck Dress

Now from Bloomingdale’s, this color-block jersey dress will give a decidedly modern look to your winter party attire. The bold royal blue and snug turtleneck will keep the focus on your face, too.

10 – AllSaints Xonda Hoodie Dress

Not all holiday gatherings are dress-up affairs. So for a laid-back get-together this winter, why not a casual pull-over style dress like this one from Bloomingdale’s? Note its trendy details like a hood, zip front closure, raw edges at the sleeve cuffs and hem, and a distressed-wash finish in wild berry.

Let the wintertime festivities begin! You’ll be chic (without the shivers) in any of these dress styles for different occasions. Enjoy!