It happens every year without fail: I click my iCal over to November and suddenly realize there are a dozen events I get to dress up for. A glimpse at the month ahead for me: a charity event, the Kate Spade holiday party, a friend’s surprise party, Thanksgiving, Will’s company Christmas party, and a cocktail party for the launch of our pop-up shop… Not to mention all the fun little things that always pop up at the last minute! Because I know you’re all in the same boat (whether you’re wondering what to wear to a holiday party, sorority formal, or winter wedding), I’ve done my annual round-up of holiday-ready dresses. For those of you on a tight budget, I’ve included some picks from Rent The Runway so you can score a designer look without the price tag.

one  //  two  //  three  //  four  //  five

six  //  seven  //  eight  //  nine  //  ten

eleven  //  twelve  //  thirteen  //  fourteen  //  fifteen

sixteen  //  seventeen  //  eighteen  //  nineteen  //  twenty

I’ve already ordered this one and this one so stay tuned for a couple festive outfit posts in the weeks to come! What’s on your holiday calendar and, more importantly, what are you wearing?!

Shop the post:

P.S. Excited to start your holiday shopping? I have some seriously awesome gift guides coming your way starting this Thursday (and I’ll probably be posting twice a day so don’t be shy!). In the mean time, you’ll find new gift picks every day right here!