Choose a versatile dress that gets a cold-weather update by layering basics like turtlenecks and opaque hose.
On Harry: Rugger shirt, $118; Vest, $128; Pants, $298. All Gant, 1-800-652-9839. Bass shoes, $100, Town Shoes.
Under
$100: Bow tie, $68, Brooks Brothers.
On Lucy: Sand dress, $650, The Bay. Bag, $348, J.Crew. Tights, $18,
Mondor.
Under $100: ring, $30,
K.Amato. Bracelet, $70, Swarovski. Shoes, $39, Joe Fresh.
You can't go wrong with chic tartan-patterned pieces in cooler weather.
On Lucy: Jacket, $190, Esprit. Top, $255,
Pink Tartan. Watch, $339, Thomas Sabo.
Shoes, $180, Dr. Martens.
Under $100: Ring,
$80, Calvin Klein. Skirt, $69, Jacob.
Tights, $18, Mondor.
On Harry: Moon Apparel Jacket, $175, The Bay. Rugger pants, $298, Gant.
Under $100: Shirt, $60; Tie, $74; Belt, $35,
all Gap.
On Emily: Shirt, $15; Skirt, $18,
H&M. Tights, $7; Shoes, $20, Old Navy.
Invest in an everyday jacket that adds charm to all your fall basics.
On Lucy: Sand Jacket, $695, The Bay.
Skirt, $295, Lundström. Tights, $27,
Mondor. Shoes, $380, Cole Haan.
Under $100: Blouse, $50, H&M.
Bangles, $38-$40, K.Amato.
On Emily: Hairband, $25;
Dress, $17; Shoes, $20, all Old Navy.
Bracelet, $50, Banana Republic.
Mix and match graphic patterns in luxe fabrics.
On Lucy: Sweater, $255, Pink Tartan. Watch, $435,
Calvin Klein. Sand pants, $395, The Bay.
On Harry: Pants, $195, J.Crew.
Under $100: Shirt,
$35, H&M. Belt, $35, Gap.
On Emily: Sweater, $27; Dress , $27, all Old Navy.
Home accents: Rug, $229; Cushion covers,
$13-$20, all Ikea.
Midnight is the new black. Classic evening fabrics like lace and velvet look fresh and chic in dark blue.
On Lucy: Moon Apparel dress,
$89, The Bay. Cuff, $190,
Calvin Klein.
Under $100:
Ring, $95, Michael Kors.
On Emily: Dress, $35,
H&M. Shoes, $20, Old Navy.
On Harry: Tuxedo suit, $1,995; Bow tie,
$165; shirt, $195, all Hugo Boss.
Watch, $435, Calvin Klein.
Shoes, $230, Cole Haan.
A berry lip is easy and sophisticated.
On Lucy: Pants, $118, J.Crew.
Under $100: Shirt, $74; Necklace,
$95; Bracelet, $50; ring, $50, all Banana Republic.
The silhouette of the season is slim and elegant. Pair it with a sexy blouse and transform this 9-to-5 skirt into a trendsetting look.
On Lucy: Mykita Esmeralda sunglasses, $530, Josephson.
Shirt, $295, Lundström. Skirt, $360, Lida Baday.
Bag, $275, Ecco.
Under $100: Bracelet, $35,
Banana Republic. Ring, $20, Laura.
There's no reason play clothes can't be pretty—and dress-up clothes can't be comfortable.
On Emily: Baby Banz sunglasses, $17, Little Peeps. Dress,
$35, H&M.
On Harry: Robert Marc sunglasses, $525,
Josephson. Shirt, $128, Ben Sherman. Pants, $195, J.Crew. Shoes, $230, Cole Haan.
Under $100: Belt, $35, Gap.
Get country-girl chic with a mix of cozy cashmere, a comfortable walking skirt and traditional riding boots.
On Lucy: Sweater, $129, H&M. Gloves,
$55, Danier. Dennis Merotto skirt,
$525, Reia Studio. Boots, $698,
Stuart Weitzman.
On Emily: Dress, $23, Old Navy.
Subscribe to our newsletters for our very best stories, recipes, style and shopping tips, horoscopes and special offers.