Middle Women

Go Gray

Embrace one of this season’s most flattering tones and opt for gray head-to-toe. Just go darker or lighter depending on your complexion and hair color.

SHOP NOW: Gray Cardigan, $79

Casual Encounter

A shawl or wrap is a great layer for any season. Wear yours with a T-shirt or even over another sweater as the weather turns colder.

SHOP NOW: Shawl, $54

Dark Days

The all-black outfit has become a uniform for so many of us because it just works. Add texture through knits and materials like leather or silk for a more interesting spin on this look.

SHOP NOW: Black Sweater Dress, $195

Wild West

Americana will be back in a major way next spring, so get a jump-start on this trend with a denim button down or a pair of reworked cowboy boots.

SHOP NOW: Denim Shirt, $50

Sail Away

Let nautical-inspired stripes take you away from the everyday. Perfectly paired with a blazer, jeans and ballet flats, stripes make this outfit effortlessly chic.

SHOP NOW: Striped Top, $100

Back to Earth

Natural tones like gray, brown and beige are fashionable alternatives to basic black. Secret stylist tip: These shades are always interchangeable and complementary.

SHOP NOW: Brown Corduroy Pants, $60

Instant Classic

That fall staple, the trench coat, will always make you feel pulled together, whether layered over jeans or a suit.

SHOP NOW: Trench Coat, $100

Ride On

Riding boots, whether black, brown or two-tone, are one of the must-have silhouettes of the season.

SHOP NOW: Riding Boots, $220

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