
Photo Courtesy of Anthropologie
January has a way of testing even the most fashion-obsessed among us.
The days are short, the cold is relentless, and motivation—especially when it comes to getting dressed—can feel low. But we’ve found that leaning into outfits that spark a little joy can make all the difference. Lately, that looks like reaching for a tweed jacket and a great pair of jeans.
The beauty of the combo lies in its simplicity. Jeans offer comfort and familiarity, while a tweed jacket brings that unmistakable air of refinement. Together, they strike a balance that feels intentional without trying too hard—a welcome relief during the winter doldrums. And with fashion houses like Chanel and Dior spotlighting tweed in their Pre-Fall 2026 collections, the look feels timely, not tired.
Street style has embraced the pairing in endlessly wearable ways: think relaxed denim with boxy tweed jackets, layered over turtlenecks or thin knits, finished with loafers or boots. It’s a formula that works whether you’re heading into the office or stepping out for a weekend coffee run.
When the season feels heavy, sometimes all it takes is the right outfit to shift your mood—and this one does exactly that. Keep scrolling for our curated tweed + jean outfit formulas that make winter dressing a little more bearable.
Styling the core basics
ASTR the Label Chiara Jacket
Let’s start with a chic tweed jacket. We’re loving this neutral ASTR the Label jacket that’s very easy to layer over a turtleneck and countless thermals. The best part? It’s only $59 right now.
Levi’s 501 Original Cropped Women’s Jeans
We’re here to tell you, cropped jeans are a must when you’re trudging through various piles of snow. The last thing you want are soaked jeans in the freezing cold, and this pair of Levi’s not only looks polished, it’s also cropped at the perfect length.
Start with a trending scarf coat and bright sneakers
WOWULOVELY Women’s Winter Oversized Scarf Jacket
Scarf coats were quietly taking over our feeds toward the end of 2025, and it’s safe to say they’re sticking around for 2026’s brutal winter. Look for an easy, layer-friendly option—like this forgiving shawl-style version from Amazon—that slips effortlessly over thermals and tweed jackets.
Puma Speedcat Sneakers
Nothing cuts through the winter blues quite like a bold red sneaker, and this viral Puma style looks good with everything from straight-leg to slouchy denim.
A dark leather shirt and oversized bag
ASOS DESIGN Oversized Faux Leather Shirt in Plum
We’re here to prove that dark leather shirts look especially good layered under burgundy jackets. This plum ASOS version is made from a heavier-weight material, making it a smart pick for winter.
ASOS DESIGN Elongated Clutch Bag in Chartreuse
Winter outfits don’t have to stay neutral. A chic oversized clutch brings a hit of color that instantly brightens tweed layers and dark indigo wide-leg jeans.
A turtleneck and dramatic sunglasses
Unqilo HEATTECH Cashmere Blend T-Shirt
For a more understated approach, matching layers always deliver. A black Heattech turtleneck anchors the look and layers cleanly under a tailored tweed jacket.
Free People Sunday Afternoon Aviator Sunglasses
Oversized visor-style sunglasses aren’t just for summer—they elevate your winter look, especially when paired with baggy denim and sharp point-toe boots.
A crochet scarf and two-tone heels
Old Navy Chunky Scarf for Women
A crochet scarf over a tweed jacket is winter styling made easy. This thin red Old Navy find is cute, cozy, and under $10.
Anne Klein Women’s Brooklyn Pointed Toe Slingback Heels
Classic two-tone pumps are the chic finishing touch, grounding the fun hues and textures of your ensemble. Snag these for under $50.
How We Choose
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