How to Wear 3 of Fall's Coolest Styles

Photo: Marko Metzinger/Studio D

How to Wear: The Soft Trench

As comfortable as a bathrobe—but far more stylish—the latest trenchcoat is easy, relaxed, and the perfect layering piece. Try it with loungewear for a casual-chic weekend look, or belt it loosely over a dress for evening.

Day

Top and pants, Baja East; HirshLeifers.com. Sneakers, lacoste; Zappos.com. Coat, $298; FrenchConnection.com.

Photo: Marko Metzinger/Studio D

Night

Dress, H&M, $50; HM.com. Scarf, Elizabeth Gillett. Sandals, Jimmy Choo. Coat, $298; FrenchConnection.com.

Photo: Richard Majchrzak/Studio D

How to Wear: Plaid

The print of the season is plaid, but there's nothing schoolgirl about these checks. The most modern way to wear them is to mix your patterns. Just remember to keep everything in the same color family, and vary the scale of each print so the look's not overwhelming.

Weekend: Tartan

Coat, Maison Scotch, $255; Scotch-Soda.com. Jeans, $278; CitizensofHumanity.com. Scarf, 424 Fifth. Bag, Coach. Flats, Sole Society.

Photo: Richard Majchrzak/Studio D

Work: Tartan and Buffalo

Sweater, $310, and Skirt, $450, Sea New York; Barneys.com. Bag, Trina Turk. Boots, Stuart Weitzman.

Photo: Richard Majchrzak/Studio D

Evening: Windowpane

Top, $60, and Pants, $60; Mango.com. Bag, Reece Hudson. Sneakers, Dune London.

Photo: Marko Metzinger/Studio D

How to Wear: Knits

Sweaters aren't just for casual days anymore. Instead of pairing them with your usual jeans and boots, try them with dressier skirts and tops—I love the contrast of plain and fancy in these looks.

Long

The perfect elegant yet relaxed outfit for a dinner party.

Sweater, $189; ShaeNY.com. Skirt, Elizabeth and James, $365; ShopBop.com. Bag, Kayu Design. Bangle and Bracelet, Alexis Bittar.

Photo: Marko Metzinger/Studio D

Midi

This eclectic mix is inspired by the season's boho trend.

Sweater, $695; ToryBurch.com. Skirt, Lauren Ralph Lauren, $125; Macys.com. Bag, Elizabeth and James. Flats, Pretty Loafers.

Photo: Marko Metzinger/Studio D

Mini

Cool mint green and warm olive are an unexpectedly fresh color combo.

Sweater, H&M, $50; HM.com. Shirt, $60; Gap.com. Skirt, $50; Zara.com. Bag, Cambridge Satchel. Sneakers, Charles Philip Shanghai.