There’s been a few major style shifts in the works over the past couple of seasons: Fits are getting looser and baggier from top to toe, ‘90s and Y2K styles are infiltrating our closets again, and brown and cream are taking the place of go-to blacks and whites.
If you’re in need of a few new pieces to get you through the rest of the winter and into the spring, consider this your guide to the best men’s shirt trends to get in on right now — plus the coolest picks for each.
“For winter, the best men’s shirts are the ones that balance comfort with structure,” says Anna Lavo, celebrity fashion stylist. “I love a well-cut button-up in heavier fabrics like brushed cotton, twill, cashmere or flannel: They feel warm but still look polished, especially layered under a coat or blazer.”
But if you’re someone who likes to stick with the basics, that’s cool too. Just pay attention to fit and fabric quality for a look that’s always elevated.
“Fit matters more than trend here: A clean shoulder line and the right length instantly elevate even the simplest shirt,” says Lavo.
Ready for an update? We spoke with stylists to get their top picks from the biggest men’s shirt trends in 2026. Read on to discover and shop their favorites.
Stylists’ top picks for men’s shirts this year
Rugby shirts: KOTN Rugby Shirt, $148. This boldly striped rugby shirt is a modern take on a vintage great.
Textured button-downs: Mr. P Organic Cotton-Corduroy Western Shirt, $266. Rich chocolate tones elevate a rugged staple for layering or wearing alone.
Quarter- and half-zips: BURBERRY Checked Wool Half-Zip Sweater, $1,150. Make zip sweaters cool again with this investment piece that’ll last season after season.
Cashmere polos: THE ELDER STATESMAN Dume Rugby Cashmere Polo Sweater, $1,490. The definition of quiet luxury in a wear-forever shirt in a modern cut.



