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New York City
The classic little black dress was tailor-made for the city that never sleeps. This season, pick one with some festive shimmer and shine.
Los Angeles
Embrace L.A.'s Hollywood heritage with dresses in shades of glittering gold and glamorous white.
Washington, DC
Look to the District's #1 style icon, Michelle Obama, for holiday dressing cues. The rich, deep florals, soft pleating and lace patterns the FLOTUS favors are a perfect pick for party season.
Chicago
In the Windy City, it's important to stay warm during all those eggnog toasts and marshmallow roasts. Pick a party dress with long sleeves—Kate Middleton would certainly approve.
Houston
Everything's bigger and bolder in Texas. Go for a look with an eye-catching print, voluminous skirt or dazzling embellishment, and you'll be the life of the party.
San Francisco
West Coasters know how to take it easy—particularly in laid-back San Fran. Go for dresses in swingy but simple shapes, or a cool dropped-waist number.
New Orleans
Nod to The Big Easy's rich French culture with delicate lace, feminine florals and statement-making sleeves.
Seattle
Plaid, velvet and floor-grazing silhouettes are sure bets in the city that spawned the grunge phenomenon. But don't be mistaken—these looks are far more Alexa Chung than Kurt Cobain.
Charleston
Spending the holidays in the Deep South? Choose a sweetly retro tea dress patterned with polka dots, cheery florals or teensy bugs to reflect Charleston's charming, historic vibe.
Miami
From daring cutouts to thigh-high slits to bright 'n' beachy colors, nothing's off-limits in South Beach. Just remember to pack some SPF and crazy shades.