Tis the Season: 5 Cozy + Trendy Christmas Sweatshirts (and How to Wear Them)
It’s officially sweatshirt season, and that means twinkling lights, peppermint lattes, and cozy nights in. This year’s Christmas styles are all about comfort with character: vintage-inspired prints, whimsical text graphics, and soft fabrics that make these shorter days day feel a little more festive.
Whether you’re wrapping gifts, meeting friends for a festive late, or watching your favorite Christmas movies on repeat, these five sweatshirts will keep you feeling cute and cozy all season long.
Whimsical Christmas Stamps Sweatshirt
A classic design that captures the festive season with a sweet vintage vibe — ideal for everyday wear or casual coffee dates.
How to style it:
Wear it with wide-leg gingham trousers with cozy socks peeking out of your ballet flats
Layer over a collared shirt and style with corduroy pants for an effortlessly vintage look.
Add a knit scarf and beret for that cozy “holiday in Paris” aesthetic.
Vintage Christmas Deer Sweatshirt
This retro-inspired deer design feels like it leapt off a mid-century Christmas card - sweet, soft, and a little nostalgic.
How to style it:
Pair with corduroy pants, a pleated skirt, or over tights and tall socks for that timeless winter look.
Add a headband or bow for a 1950s-inspired twist.
Throw on a faux-fur-lined denim jacket for a cute “après ski” feel.
Santa’s Workshop Graphic Sweatshirt
This bold Santa’s Workshop sweatshirt is playful and cheerful with a touch of lux. Perfect for that effortlessly chic vibe.
How to style it:
Go casual with wide leg denim and chunky sneakers.
Dress it up with a pleated skirt and loafers for a quirky “North Pole chic” outfit.
Add a beanie, black leggings, and crossbody bag for coffee runs or holiday markets.
Festive Faux Patchwork Bow Sweatshirt
Bows are trending this Christmas season and for good reason! The faux patchwork bow in a classic color palette gives it that handmade, nostalgic feel while keeping things trendy and easy to wear. And the tree detail on the sleeve gives a sweet unexpected surprise. Perfect for tree-decorating, cookie-baking, or matching with your favorite red mug.
How to style it:
Pair with a red sequin mini skirt, black tights, and knee-high boots for a festive-but-chic vibe.
For cozy days at home, wear it with cream joggers and fuzzy socks — perfect for wrapping gifts or baking cookies.
Layer a collared shirt underneath paired with a pleated mini skirt for a sweet, preppy holiday look.
Silent Night Society Sweatshirt
This sweatshirt delivers the whimsey aesthetic of a quiet night in by the fire, watching snow fall and sipping something warm.
How to style it:
Dress it up slightly with red gingham wide-leg trousers and gold jewelry for a “chic cozy” aesthetic.
Try layering it under a neutral trench coat with heeled boots for an elevated everyday look.
Pair with cream or oatmeal sweatpants and a mug of cocoa for the ultimate self-care outfit.