Dress: We love the "Mad Men"-esque cut of this classic party dress. The belted waist is flattering on nearly every figure, and the neckline keeps just enough covered to ward off creepy Kevin from accounting.
Cardigan: During the day, cover the top of the dress with a cardigan, which has a classy Chanel feel.
Shoes: The holidays are a marathon, not a sprint. We like to keep that in mind when choosing footwear. That's why these Liz Claiborne flats are a great bet. The classic shoe dresses down the party look at the office, while allowing you to rule the dance floor after dark.
Bag: We hate to break it to you, but that massive work tote you're sporting just isn't going to cut it after hours. Instead, leave the baggage at the office and transition into night with this glam Art Deco-inspired clutch.