Winter is officially here—which means it’s time for warm layers, cozy textures and the kind of outfits that make you want to go out even when it’s freezing. But the trick to getting dressed this season isn’t about piling on sweaters—it’s about finding the right mix of practicality, comfort and personality.
That’s where Stitch Fix Stylists come in for your next Fix. These are the 10 pieces we’re loving most for winter—and how to make them your own.
1. Statement Winter Jackets
Cropped bombers, quilted barn coats, sleek puffers—this season’s outerwear isn’t just about warmth, it’s about attitude. A great jacket pulls any outfit together, even if there’s just a tee and jeans underneath. Stylist Jackie’s go-to? “Layer a barn coat over a simple sweatshirt and leggings to stay comfortable but still on trend.”
Why we love it: It’s a conversation starter that also keeps you warm. Choosing one with a cool texture, contrast trim or unique silhouette can make your entire outfit feel intentional.
“Layer a barn coat over a simple sweatshirt and leggings to stay comfortable but still on trend.”
-Kate, Stylist
2. Novelty Knitwear
Classic sweaters are timeless, but this winter it’s all about knits with personality—think Fair Isle patterns, sparkly yarns or playful textures. “I love Fair Isle sweaters because they can easily be dressed up with a midi skirt and heels, or down with jeans and fun boots,” says Stylist Erin.
Why we love it: They’re cozy with a twist—just as easy to throw on as your old favorite, but twice as fun. A good sweater can set the tone for your whole outfit, whether you want something playful, nostalgic or polished.
“I love Fair Isle sweaters because they can easily be dressed up with a midi skirt and heels, or down with jeans and fun boots.”
-Erin, Stylist
3. Fresh Denim Silhouettes + Washes
Wide-leg, barrel and flare silhouettes are everywhere—and they’re easier to wear than you think. The trick to pulling them off? Structure up top, flow down below. It’s all about balance (and confidence). And in our personal opinion, when the temperatures drop, dark-wash denim is your winter foundation. “Darker tones are typically more apropos for chilly weather and are really easy to dress up for a party or work with the right pieces,” says Stylist Jackie.
Why we love it: They balance winter’s chunkier layers and instantly make your outfit look current. A darker wash especially adds polish, while structured denim keeps cozy sweaters feeling sharp.
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“Darker tones are typically more apropos for chilly weather and are really easy to dress up for a party or work with the right pieces.”
-Jackie, Stylist
4. The Feminine Blouse
A pretty blouse is the unsung hero of winter layering. Lace, ruffles, bow ties—these soft details peek perfectly from under cardigans and blazers. Stylist Kate says,“If you tend to live in knits, swap in a blouse once a week—it refreshes your whole wardrobe.” Stylist Erin chimes in with an outfit idea: “A flowy, boho blouse paired with high-waisted dark skinny jeans, tall boots, a longline coat for a cozy, romantic winter date night.”
Why we love it: It’s the perfect way to balance winter’s heavier textures. Pair it with something tailored or rugged to create that effortless “I just threw this on” energy.
“If you tend to live in knits, swap in a blouse once a week—it refreshes your whole wardrobe.”
-Kate, Stylist
5. Suede (Everything)
Nothing says “winter sophistication” quite like suede. Whether it’s a jacket, boot or bag, suede’s soft texture adds instant interest to any outfit. “The rich texture of suede adds a warm, cozy feel that perfectly complements the season,” says Erin. She continues, “Pair knee-high suede boots with a soft knit turtleneck, a flowy midi skirt and a cropped jacket or long vest.”
Why we love it: It brings depth and warmth to neutral outfits. Even the simplest jeans-and-sweater combo feels elevated with a suede finish.
“The rich texture of suede adds a warm, cozy feel that perfectly complements the season.”
-Erin, Stylist
6. Party Pieces
Sequins, velvet and lace are this season’s showstoppers for any special occasion. They add a festive feel to even the simplest of silhouettes and styles to bring in that holiday magic. Stylist Kate adds, “These pieces can go beyond the party, too! Layer a sequin cami under a chunky cardigan or pair a velvet skirt with boots and a turtleneck.”
Why we love it: A little shine brightens even the coldest day. You can dress these fabrics down just as easily as you can dress them up.
Need more styling advice or help with a dress code? You can now chat directly with one of our expert Stylists! Head to our app to access Stylist Connect and start your conversation with a Stylist. Ask all your outfitting questions or even collaborate on your next Fix together!
“These pieces can go beyond the party, too! Layer a sequin cami under a chunky cardigan or pair a velvet skirt with boots and a turtleneck.”
-Kate, Stylist
7. Collegiate Cool
Prep is having a moment again—rugby polos, varsity stripes, cable knits—rooted in nostalgia but styled for now. “Pair the classic rugby shirt with your favorite pair of jeans and retro-looking sneakers for a vintage-type look,” suggests Stylist Erin.
Why we love it: It’s easygoing but polished. There’s something about collegiate style that makes you look effortlessly put-together, even on days you’re running late.
“Pair the classic rugby shirt with your favorite pair of jeans and retro-looking sneakers for a vintage-type look.”
-Erin, Stylist
8. Polka Dots
Polka dots are back—and they’re surprisingly versatile. From cute tops to dotted dresses, this playful print adds dimension without feeling too bold. Stylist Jackie says, “If you’re a minimalist, polka dots are an easy entry point into prints—they play well with solids.”
Why we love it: Dots have that nostalgic charm that somehow works with everything. They’re timeless yet unexpected, especially when styled in fresh ways.
“If you’re a minimalist, polka dots are an easy entry point into prints—they play well with solids.”
-Jackie, Stylist
9. Boots That Mean Business
No winter list is complete without great boots. Tall, moto, heeled, western—there’s a pair for every mood. Stylist Jackie adds, “Once you find your go-to pair, you’ll plan outfits around them.” We love tall boots with sweater dresses, moto boots with denim and a barn jacket or sleek pointed boots with wide-leg jeans.
Why we love it: Boots instantly ground your outfit (literally). They bring structure to soft knits and dresses, and they’re the most reliable piece in your winter rotation.
“Once you find your go-to pair, you’ll plan outfits around them.”
-Jackie, Stylist
10. Oversized Bags
This season’s oversized bags are the ultimate winter sidekick. Stylist Kate says, “Think of it as the modern power tote—it holds everything you need but still looks elevated.” They’re big, beautiful, and, of course, functional.
Why we love it: When you’re juggling gloves, scarves and about three different coffee orders, a roomy bag just makes sense. And it happens to look chic while doing it.
“Think of it as the modern power tote—it holds everything you need but still looks elevated.”
-Kate, Stylist
Find Your New Winter Essentials
Feeling excited to refresh your winter wardrobe? Take your style quiz, order a Fix and let your Stylist do the work for you. They’ll choose just-for-you pieces to save you time (and a trip to the mall). Keep what works, and return the rest—or get special discounts when you keep 5+ pieces. Shipping and returns are always free—no subscription required. It’s as easy as 1, 2, 3.
