A Guide to Holiday Dressing

‘Tis the season to jingle, mingle, and be jolly. Here are a few inspirations on what to wear for that upcoming holiday party!

Disclosure:  Some of the links on this post are affiliate links, which means I may receive a small commission if you click a link and purchase something I have recommended. While clicking these links won’t cost you any extra money, they will help me keep this site up and running and keep it ad-free! Please check out my disclosure policy for more details. Thank you for your support!

Blinking lights, shopping for presents, and a calendar full of holiday parties—this most beautiful time of the year requires a lot of outfit planning. I get it – it can be overwhelming to think of these things!  I’ve created a list for you below to help break down the different events to give you some ideas of what to wear to each one!  Get ready to celebrate in holiday style!

christmas cover
Shop the dress here

Holiday Work Party

Suits are a great idea for a work event, but give it a touch of red like this red plaid suit!  You can mix and match the blazer or pants with something more neutral (opt for a black solid velvet blazer or gold pleated midi skirt) or just be bright and bold by pairing them together!


If you’re not into dresses, then jumpsuits are a great alternative!  This stretchy jumpsuit has metallic accents with just the right amount of bling to make it festive!

Cocktail Party

Give me anything that will shimmer under the lights! This is the time of year where you can wear anything bold and bright! Be the center of attention in this attractive dress!


A crushed velvet texture elevates this puff sleeve, midi dress styled with front buttons.   Finished it off with sparkly accessories like statement earrings, a bag, and strappy heels.


We could always use a little black dress! A rich, velvety finish elevates this party-ready mini styled with bishop sleeves and ruffled hem.  Perfect for the holidays with strappy heels and a gleaming purse.



Go glam in a formal gown.  Nothing says holiday like a gorgeous red dress; it adds style and grace.  For your hair, style it with old Hollywood waves to add sophistication to your look!

This vintage dress is no longer available, but I have linked a few couple similar below.

Relaxed Gathering

A plaid midi skirt is a great way to add holiday cheer.  Wear with a solid turtleneck and velvet green headband to round off the festive vibes!

A fun sweater dress like this animal print is perfect for an elevated casual look.  Wear with boots and a red lip, and you’re good to go!


I’m not sure about you, but our family gatherings tend to be more on the casual side.  Sweaters and denim are the usual attire, paired with booties. 


Another option is to wear sweater pants.  You’ll feel comfortable wearing pajamas but look far more sophisticated.  Finish the look with cozy shearling slip-on shoes.


Leave a Reply

Your email address will not be published. Required fields are marked *

Guide to Holiday Dressing