We’re sharing five men’s fall fashion trends for 2026 and 20 of our favorite picks from Macy’s, including rugby shirts, Fair Isle sweaters, overshirts, Henleys and flannel.

From coffee runs and casual Fridays to date night, game day and Thanksgiving, these 12 men’s fall outfits for 2026 are built around real-life occasions.

Fall 2026 menswear is warm, textured and a little bookish. Ten pieces worth buying, the colors to get them in, and how to wear each one.