H&M Pants, $50
They look like expensive silk shantung, but these pants are actually a polyester- and-cotton blend. Sharp front pleats and a subtle shimmer make them a stylish alternative to khakis.
To Buy: hm.com for select locations (available Oct. 20).
Amici Accessories Scarf, $18
An ombre-dyed scarf in a cotton-blend gauze is a lightweight spin on a cozy wool muffler.
To Buy: amiciaccessories.com
Old Navy Heels, $34.50
Say good-bye to strappy sandals and hello to versatile peep-toes, which strike the balance between practical (navy patent leather) and playful (those cute baubles).
To Buy: oldnavy.com for locations.
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Simply Vera Vera Wang Tunic, $54
A color-block top in an airy polyester material has a drawstring waist that cinches to a perfect fit.
To Buy: Kohl's, kohls.com
Isaac Mizrahi For Target Dress, $35
Wear a sleeveless turtleneck dress in stretchy jersey alone when the days are warm, then add a cardigan and tights as the air grows cooler.
To Buy: target.com
Old Navy Handbag, $29.50
The neutral tones of this slick patent-leather tote will let it segue easily as you move from summer brights to rich autumnal shades.
To Buy: oldnavy.com for locations.
American Eagle Outfitters Blazer, $59.50
Not chilly enough for wool or leather? A hefty cotton-twill blazer will keep breezes at bay - and the refined cut makes it office-ready.
To Buy: ae.com for locations.
Lands' End Corduroys, $39.50
Somewhere on the fabric spectrum between heavy tweed and light cotton lives corduroy, the perfect medium (here in a deep teal).
To Buy: landsend.com
Timberland Loafers, $80
Much like trusty flip-flops, these leather-and-suede loafers with rubber soles offer slip-on ease and all-day comfort.
To Buy: www.timberland.com for locations.
Ann Taylor Loft Shirt, $46
Bridge the gap between flirty summertime tops and more serious duds with a ruffled cotton shirt in a feminine floral.
To Buy: anntaylorloft.com
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