5 of the Best: Grant Woolhead's Top New York Fashion Week Looks

Grant Woolhead, Fashion Director: "I just want to own this wooly, black, teddy bear of a coat by Marc by Marc Jacobs. It's both chic and grungy, a classic piece from Marc that can be worn with anything."

Grant Woolhead, Fashion Director: "With the shearling wig, overblown orange and purple check coat shown over circular-cut check pants, my favorite look from Duckie Brown looked like a Constructivist clown. But when it's broken up, the pants worn with a cashmere sweater, or the coat worn with some black pants, you can see that they are incredibly beautiful pieces."

Grant Woolhead, Fashion Director: "Again, big on the uniform dressing. Something felt a little mailman-like about some of the looks in this collection...maybe it was the way the suits were belted plus the little felt caps, but I absolutely love this tone-on-tone grey look from N. Hoolywood. The styling is pretty fantastic—this is exactly how I like to see a man wear clothing: masculine yet slightly skewing traditional ideas of dress."

Grant Woolhead, Fashion Director: "Some things never go out of style, and a black nylon bomber jacket can look chic worn as a uniform, over a suit, or simply with jeans. This Tim Coppens look feels fresh when modernized with shoulder patches and zip details on the sleeve."

Grant Woolhead, Fashion Director: "This overcoat looks like a classic military piece that you might buy from the Army Navy Store. It reminds me of Russian soldiers' uniforms—it's all about Russia and uniforms this season. The leather touches and sheepskin collar give it a little extra luxe that makes me love this look."