4 Ways To Celebrate & Connect This Season, According To Your Holiday Style

As an expectant mom, when I learned I was having a second boy, I figured I had it made in the shade. It’d be all hand-me-downs and recycled favorites from my first son (easy-peasy, right?) Wrong! I skipped over the notion that my second might have a sense of fashion all his own. Where my oldest babe still wears anything set out for him, my littlest looks to curate his own outfits and express his personality. And I get it: After all, he is my child, and I’ve got plenty of preferences of my own (#SherpaEverything).

With the holidays almost here, I’d rather spend more time making gingerbread houses and less time arguing over jeans vs. khakis — more time trimming the tree than debating over sweaters and hoodies. This season is about connecting with each other, and if (like me) you want to squeeze in as many happy holiday moments as possible, help your whole fam celebrate in whatever it is that speaks to their personality. That’s why I’m picking the best pieces from Gap to bring you a style-personality holiday guide to dress everyone in this holiday season and beyond.

Bold, bright, and just-right for holidaying both indoors and out, this look combines a fresh take on Fair Isle with the soft knits the season calls for. It’s designed for those spirited, adventurous ones with vibrant colors and a hint of sparkle. The ensemble is perfect for gift swaps with friends, taking a family ride in search of the best holiday lighting displays around, or trying something new (ice skating, anyone?). Nothing is off limits with this cheerful look to keep up with the ones who are up for anything.

Did someone say holiday photos? Inspired by the easy breezy and effortless types, these picture-worthy looks deliver a subtle cheerfulness that’s just right for the holiday season. Versatile and timeless, they’re built for those days spent gathered in the kitchen, decorating gingerbread houses, and perfecting holiday cookie recipes — right before bundling up to deliver them to waiting friends and neighbors.

Comfort seekers know that staying cozy at home does not have to mean sacrificing style, and this look is designed with that in mind. Whether decking the halls or snuggling up on the couch for a family movie night, a night in has never looked so good. And calming colors plus softer-than-soft fabrics means it never felt so good, either. Bring on the comfort and joy!

Here’s to the ones who always know what’s on trend, and are never scared to make those looks their own. They’re born to stand out and wouldn’t have it any other way, which includes vivid colors, oversized pieces, and mixing and matching textures, fabrics, and fits. These fashion-forward looks are just right for small holiday gatherings with family and friends, and spreading good cheer while taking every opportunity for self-expression.