The season of gatherings, lights, and long evenings by the fire is officially here—and with it, our latest drop of holiday sweaters is ready for you.
At Dress Up, we believe a great sweater doesn’t just keep you warm—it becomes the focal point of your look. This year’s collection brings festive spirit, fresh silhouettes, and styling flexibility no matter your plans.
Gingerbread & Whimsical Prints
For those who love a playful nod to the season, our gingerbread-print sweaters are the perfect pick. These designs feature charming motifs—from gingerbread men to seasonal sweets—and are crafted in soft knits that feel as good as they look. Pair them with dark denim or corduroy for a casual outing, or tuck into a leather skirt for a quirky party-ready look.
Statement Sayings: “Merry” & More
If you like your sweaters to speak for themselves, our lettering styles—like the iconic “Merry” sweater—bring instant cheer. Available in rich reds, neutrals, and subtle metallics, these sweaters work well dressed up or down. Layer under a blazer with tailored pants for office‑ready style, or keep it casual with jeans and sneakers for everyday festive vibes.
Classic Plaids & Timeless Patterns
Nothing says holiday like plaid, Fair Isle, or other traditional patterns. These sweaters have a refined charm that transitions seamlessly from casual family gatherings to festive brunches. Style with straight-leg jeans, boots, and a simple scarf, or add a satin skirt and statement jewelry for a more polished look.
Cozy, Oversized, & Luxe Lounge Options
For laid-back days at home—or casual meetups where comfort is key—our oversized sweaters and soft fleece-lined options are a dream. Pair with leggings or joggers, throw on a cozy scarf or slippers, and you’re ready for a relaxed, stylish holiday day. Some of our plushest pieces also work layered with collared shirts or under jackets for a pulled-together, cozy-chic vibe.
Make It Your Own
The magic of this collection is versatility. Mix prints, textures, and layers to create looks that are uniquely yours. A playful gingerbread sweater can pair with classic plaid accessories, while a “Merry” statement piece pairs perfectly with luxe textures like satin or leather. Whatever your holiday plans, there’s a sweater to suit every mood and occasion.
Ready to Find Your Favorite?
From whimsical prints to timeless patterns, this season’s holiday sweaters bring warmth, style, and festive spirit. Explore the full collection in-store or online at Dress Up—and find the piece that will carry you through every holiday moment in style.