Introducing the first ever Gossip Girl Watch & Win Sweepstakes! Watch the episode “Beauty and the Feast” from Monday, 10/3 and answer the question below to be entered to win a $1000 gift card to Rent the Runway, all 14 Gossip Girl books, 4 seasons of DVDs, and more!

This week's question: What type of hat does Charlie wear to meet Serena?

A. Bowler Hat
B. Fedora
C. Baseball Cap

(And don’t worry if you miss the episode! Watch it here for free when it goes live: http://cwtv.com/cw-video/gossip-girl.)