Winter 2025 Fashion Trends: Checkmate's Picks

Checkmate

19 November 2025

The season is changing, and so are our wardrobes. We’ve rounded up some of the hottest styles expected to dominate this winter season.  ❄️

Making its debut as Pantone’s color of 2025, brown is the new black this season. With so many ways to style this timeless color, it’s the perfect addition for your winter wardrobe. 

The office siren look is making a comeback, and what better way to channel that look in the winter than with midi skirts. From denim to leather to satin, you can pair a midi skirt for every occasion.

The cowgirl aesthetic has made its way through each season’s trends, and winter calls for the era of fringe. From coats to bags, fringe is channeling boho-chic this season.

It may come and go, but this winter, velvet is here to stay. Keep it classy with simple black, or spice up your outfits with a bold color palette.

Move over mini-purses, slouchy bags are here to stay. Not only do slouchy bags provide chic style, they provide functionality as well, with lots of space for on-the-go. Perfect for a night on the town, or for everyday use, it’s no wonder why the slouchy bag is projected to be this season’s “it bag”.

Are you ready to begin building your winter wardrobe? Install Checkmate to save your fav pieces and start building that collection (we’ll even notify you when the style goes on sale!)