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Between the winter social events, weekend plans, and all the activities that fill our calendars during the coldest months, our plates are full. And while managing a packed schedule can feel overwhelming, I’m excited about having reasons to get dressed up. Thankfully, with a solid capsule wardrobe of heavy-hitting winter basics, your cold-weather mood board is well within reach.
The Best Cozy and Elegant Winter Basics
Our winter basics are those you continue to go back to on a seasonal basis. And sure, in a world of “core” after “core” trend, the idea of finding a timeless piece can feel like a needle-in-a-haystack situation. But don’t worry, no matter the occasion you’re dressing for, these winter basics have you covered.
Weekend Brunch and City Exploring
Every winter weekend deserves at least one day dedicated to catching up with friends over a latte and wandering through your favorite shops. For such occasions, the focus is on comfort while still incorporating pieces that guarantee compliments. A tailored blazer, cozy but flattering pant, and statement accessories complete the formula. It’s easygoing while still garnering a solid spot on your feed.
The Blazer
The trick to selecting a timeless blazer that’ll take you from weekend brunch to evening events is opting for one with structure that still moves with your body. Look for a style with enough give to layer sweaters underneath, but with enough tailoring to elevate even your most casual looks.
Abercrombie
The Tailored Pant
A great tailored pant is the ultimate secret weapon in your winter wardrobe—structured enough to look polished, but with enough stretch to keep you comfortable through hours of browsing. The key is finding a high-rise style with a slim or straight leg that skims (not clings to) your curves, ideally in a ponte or wool-blend fabric that holds its shape while feeling as forgiving as your favorite yoga pants.
M.M. LaFleur
Athleta
The Understated Statement Necklace
Forget clunky statement pieces that overwhelm your look. The secret to winter accessorizing is finding a necklace that makes its presence known without stealing the entire show. The ideal piece offers just a hint of sparkle or architectural interest, working as beautifully with a basic tee and blazer as it does with an elevated evening look.
The Statement Bag
‘Tis the season for structured, top-handled bags. Look for one that makes space for the essentials while adding that perfect pop of visual interest to your winter looks. Find a bag with clean lines and interesting details (think: unique hardware or an unexpected texture) that can anchor everything from your casual coffee run outfit to your evening-out ensemble.
O My Bag
JW PEI
The Casual Dinner Party
Dinner parties call for an elevated, comfy look. You want to look put together but also comfortable enough to help in the kitchen, curl up on the couch for after-dinner conversations, and move freely as you mingle with other guests.
The Chunky Sweater
If you want the perfect chunky sweater that walks the line between polished and cozy, look for one with interesting texture or knit patterns that elevates it beyond basic loungewear. The winning formula is an oversized (but not overwhelming) fit in a neutral shade that you can french-tuck into high-waisted pants, creating that effortlessly chic silhouette that works perfectly for intimate dinner gatherings.
Jenni Kayne
Banana Republic
The Perfect Jeans
A great pair of jeans is the foundation of your casual dinner party look. Opt for a straight-leg or relaxed fit in a dark wash or black denim to strike the perfect balance between dressed-up and laid-back. Look for a high-rise style with just enough stretch to keep you comfy.
The Cozy Slide
For a dinner party at home, the right footwear is essential. Cozy slides are the perfect choice—they’re easy to slip on and off, polished enough to complement your outfit, and endlessly comfortable. Look for slides in luxe materials like suede or shearling with a supportive sole that keeps you light on your feet.
Cozy Night In
Whether you’re hosting a casual wine and cheese night, settling in for a movie marathon, or treating yourself to a proper self-care evening, your outfit should strike that perfect balance between put-together and supremely comfortable. Choose pieces that make you feel elegant even as you sink into your favorite corner of the couch.
The Cardigan
A cardigan is the ultimate layering piece for a cozy night in—soft, warm, and effortlessly chic. Look for one with an open-front design and a slightly oversized fit.
Haven Well Within
Jenni Kayne
The Silk Skirt
A silk skirt brings a touch of luxury to your cozy night in, striking that elusive balance between loungewear and elegance. Find one with a bias cut that skims your body for a flattering fit without feeling restrictive. Pair it with your cozy sweater and a sleek bodysuit to keep your outfit effortless yet refined. It’s all about ease while still looking polished enough to feel special.
The Hair Bow
The hair bow is the perfect finishing touch, adding a hint of whimsy and elegance. Opt for one in a luxe fabric like velvet or silk, and choose a size that complements your hairstyle—larger for a statement look, smaller for a delicate accent. Whether you tie it around a loose ponytail, clip it into a soft bun, or use it as a headband, a hair bow elevates even the simplest outfits. Stick to classic shades like black, navy, or blush for a timeless vibe that feels effortlessly chic.
Anthropologie
Tuckernuck
LELET NY
Winter Evening Events
When it comes to winter events, whether it’s a gallery opening, a wine tasting, or a special dinner out, a few materials and textures will instantly elevate your look. I love the impact of velvet-everything. It goes beyond monochromatic and creates an instant, luxurious appeal.
Velvet Everything
Velvet is the quintessential winter fabric, effortlessly combining luxury and warmth. For evening events, embrace head-to-toe velvet or mix and match pieces for a statement look. A velvet blazer can be paired with tailored trousers or layered over a slip dress for an elegant twist. Velvet pants are both sophisticated and comfortable, offering an elevated alternative to jeans or standard trousers. And of course, a velvet dress is a showstopper on its own—look for rich jewel tones or classic black to capture the season’s glamour. The key to pulling off velvet-everything? Balance with sleek accessories and subtle textures to let the fabric shine.
A Fur Topper
This is the ultimate way to add drama and warmth to your winter evening look. Whether you opt for faux or vintage fur, the key is choosing a piece that feels both glamorous and versatile. A cropped fur jacket or cape pairs perfectly with a sleek dress or tailored velvet pants, while a full-length coat makes a bold statement. Stick to neutral tones like cream, black, or camel for timeless appeal, or go bold with a rich jewel tone for extra impact.
Metallic Accessories
Metallic accessories are the easiest way to add a touch of glamour to any winter evening look. These pieces catch the light beautifully, creating a festive vibe without feeling overdone. Opt for balance—pair metallics with rich textures like velvet, silk, or fur to keep the look elevated. Whether you prefer bold gold or sleek silver, metallic accessories are the perfect finishing touch for a chic winter ensemble.
Heaven Mayhem
Madewell
Anthropologie
Winter Weekend Mornings
For me, winter mornings are all about embracing the season’s invitation to slow down. I’m talking soft loungewear, warm layers, and elevated basics that transition seamlessly from your morning coffee to an afternoon of errands. Whether you’re heading to a yoga class or meeting friends at your favorite café, these pieces will keep you both stylish and comfortable.
Live-In Activewear
Activewear is the ultimate winter weekend uniform—functional, cozy, and effortlessly stylish. Look for high-waisted leggings in luxe fabrics that offer warmth and stretch, paired with a cropped hoodie or oversized crewneck for a balanced silhouette. Neutral tones and muted hues keep the look polished, while textured details like ribbing or quilting add visual interest.
Varley
Haven Well Within
Cute and Comfy Socks
Nothing completes a cozy winter morning outfit quite like a pair of cute, comfy socks. Opt for chunky knit or cashmere-blend styles to keep your feet warm and stylish, whether you’re lounging at home or slipping them into your favorite boots. They’re the perfect finishing touch that makes even the simplest outfit feel thoughtfully put together.
Athleta
Haven Well Within
