Pairing a dress with boots is a foolproof outfit formula for transitional weather. Whether you lean boho or preppy, there's a version of this outfit for everyone. Find 15 examples here.

For a pleated skirt look that leans into the preppy aesthetic, pair a cozy knit, long socks, and comfortable sneakers with a ...

Who What Wear's associate shopping editor, Audry Hiaoui, is predicting that preppy style will be back, as well. "I feel like ...

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Bring summer's favorite half-pants into the fall season, by styling your capris with a boxy blazer. The added volume will ...

Joseph Oversize Turtleneck Sweater We'd wear Joseph's oversize turtleneck sweater ($345) over a dress or skirt for that casual Fall layering touch.

For a little help with transitional styling, here’s six outfit ideas for how to wear summer dresses in the fall.

What to Wear to the Office This Fall What’s in, what’s out, and a fashion stylist’s “formula” for dressing with confidence.

Are you looking for ideas on what to wear to a winery in the fall? One of my favorite activities year-round is wine tasting. However, dressing for the occasion can be tricky. (You don't even want ...

If costumes are required, follow the rules and come in costume. What to wear to a black-tie-optional fall wedding Black-tie optional might just be the other hardest fall wedding attire.