4 of the coolest men's shirt trends to shop right now, according to stylists

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.

Expert Spotlight

Anna Lavo is an NYC-based celebrity fashion stylist who has run her own company for more than 11 years. She’s worked with more than 500 clients, including not just individual clients but celebrities, fashion campaigns, social media content, photoshoots, and model styling.

Sahra Brandt is the LA lead stylist at Shop the City. She’s spent the last 18 years in the fashion industry, from model to buyer, and has been a personal stylist for the past eight years. She received her degree from New York City’s LIM College with a degree in fashion merchandising. Brandt’s also written for New York Magazine and been featured in Real Simple, People, Bustle, and more.

Vancouver-based Heather Jude is the founder and designer behind bespoke fashion label Jude Canada, which specializes in elevated, romantic women’s eventwear. She debuted her first runway collection in May 2025; prior to launching, she was a former senior designer at Tonic Active and a freelance stylist.

FAQ

  • We only spoke to qualified dermatologist to recommend products for this article. 
  • All recommendations from the featured dermatologist and skincare professionals are independently chosen. They don’t have any brand affiliation with featured brands or products.
  • We never pay experts for their recommendations.

If These Walls Could Talk” operates independently and exercises sole editorial discretion in all content decisions. While certain brands, products, or services referenced may have current or prior relationships with our affiliated marketing agency, such relationships do not influence our editorial content. We disclaim any liability for conflicts of interest, omissions, or outcomes arising from reliance on our content. All information is provided for general informational purposes only and should not be relied upon as professional or individualized advice.

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