Winter style hits different when you have pieces that feel good the second you slip them on. The textures. The colors. The “oh, this just works” magic. So instead of building a trend report from the outside looking in, we went straight to the people who try on every fabric, check every stitch, and live in these clothes long before they hit the site — our buying team.

These are their true Winter 2025 favorites from our Top 100. No fluff. No overthinking. Just the pieces they reach for on real winter mornings.

If you’re searching for Winter 2025 fashion trends, cozy winter layers, or new ideas for building your cold-weather wardrobe, this is a good place to start.

Below are the four styles our team immediately gravitated toward — with their real words, winter scenarios, and easy styling ideas you can copy.

Some tops are simple. And then there are the ones that look easy but have that little something special going on; the kind of piece you pull on when you want comfort but don’t want to look like you grabbed the first tee on the floor. That’s exactly the vibe of the Britt Patchwork Top.

What makes it so good is the fit. It has that easy, oversized shape you can relax into, but it still drapes in a way that feels intentional. It’s basically your favorite basic tee… but with a boho twist that gives your winter outfits more personality.

Why Our Team Loves It

• The oversized fit makes it effortless.

• Soft mini stripes through the body add just the right amount of visual texture.

• The patchwork sleeves bring in color, pattern, and that handmade-feeling detail we all love in winter.

• It plays well with denim, lounge pants, overalls — truly a mix-with-anything top.

Where You’ll Actually Wear It

Running errands, cozy days at home, school pick-up, casual weekend plans… this is a top for the parts of winter that happen in between the big moments.

How to Style It

For maximum comfort, pair it with our Relaxing Robin Pants and the My Boyfriends Denim Jacket — a combo that basically says, “Yes, I’m comfy… but I still look cute.”

If you want something a little more structured, throw it on with jeans or layer it under your favorite overalls. The colors in the patchwork make it ridiculously easy to match.

Nicole’s the kind of person who needs a jacket she can take anywhere — holiday lights, last-minute errands, spontaneous winter strolls. This is her go-to.

Her take: “Cozy jacket, nuff said! Plus cute 3BN button hardware.”

We love that it’s structured enough to look intentional but soft enough to feel broken-in from day one.

What stands out:

• Signature buttons that feel special without trying too hard
  

• A shape that layers comfortably over tees, knits, jumpsuits
  

• The kind of denim wash that works in every season, but especially winter
  
  

Where you’ll catch her in it:

• Checking out holiday lights with something warm in hand.

How she wears it:

• With literally anything — “my fav jumpsuit or separates”, she said. That’s the beauty of a classic denim jacket.

These overalls are for the days you don’t want to think too hard but still want to look put together. Anissa summed them up perfectly:

“Cool, oversized and easy to wear and pair.”

Why our team loves them:

• The floral blue wash feels playful but wearable
  

• They’re relaxed without being shapeless
  

• They instantly add personality to a simple base layer
  
  

Where she wears them:

Everyday life — coffee shops, farmers markets, quick runs out the door.

Styling notes:

A fitted long sleeve or tee underneath and sneakers. That’s it. That’s the outfit.

She's Obsessed:

“Such a cool jumpsuit that doesn’t require a lot of thought! You feel cool and put together just by throwing it on.”

Some pieces just have presence. The Sami Jumpsuit is one of them. Natalie called it “perfectly structured for the ultimate silhouette”, and honestly, that’s the whole vibe. It flatters, it shapes, and it still feels comfortable.

Details that make it special:

• Snap buttons that add subtle polish
  

• Western-inspired pocket design
  

• A wide-leg cut that moves beautifully
  

• A structured waist that feels tailored rather than stiff
  
  

Where she imagines wearing it:

Thanksgiving gatherings. Add a chunky knit and you’re instantly in that “casual chic but still festive” space.

How she styles it:

With cowboy boots and a hat when she wants the western notes to shine.

Her final take:

“Great quality, amazing silhouette and a classic piece that will never go out of style!”

One thing all four buyers agreed on: these pieces aren’t just pretty — they’re practical. They mix, match, and layer into real winter life, not just photoshoots.

A few ways to use their insights:

These pieces are part of our Top 100 Winter Styles, curated and loved by the people who know every stitch, cut, and detail. If you’re building a fresh winter wardrobe or just need a few great go-tos, their picks are a solid place to start.