Holiday Party Outfit Ideas | Sydne Style

Looking for holiday party outfit ideas? I’m bringing my how to wear one piece three different ways into holiday season over on Instagram. You shouldn’t have to buy a new outfit for each holiday party. With the right stying, you can wear pieces from work holiday parties into festive family affairs.

Keep checking back for new outfit ideas… and head over to my Instagram Reels to see the outfits in video form.

Flare Split hem leggings

Want to stay comfy at your next holiday party? Try flare leggings! They’re more elevated than traditional leggings but provide the same amount of comfort (a major bonus if you’re pregnant like me!) Here are three holiday party outfit ideas with leggings:

look 1 By tucking in a black tank and adding a belt, high waist leggings give the look of a jumpsuit. Add a fun jacket like my fringe one to make a festive statement.

look 2 A little sparkle goes a long way. I layered a crystal mesh top over the tank and leggings and slipped into my fave crystal pumps.

look 3 A pop of color is always welcome during the holidays. Play with a printed sweater and matching pump.

Plaid party dress

I always love plaid for holiday season. And Crosby’s colorful take is so fun! The puffy sleeves and dropped waist make the dress twirl worthy and roomy enough for holiday indulgences (or a baby bump!). Here are three outfit ideas with the dress:

look 1 I played with the different colors of the print by adding a blush bag and festive green feather pumps.

look 2 In cold weather I love pairing black rights with fun black party pumps. The embellished headband gave it Gossip Girl vibes.

look 3 Another cold weather tip? Layer a fitted turtleneck underneath your dress. I added booties for a more casual feel.

Want more holiday party ideas? Check out my Outfits page where you can search by season, item type or occasion! You can also add more than one item into search. For example, if you’re looking for transitional outfits for fall, simply tap summer and fall into the seasons category.