$5 is hard, you can't really get much for that...
Hmm. Maybe a nice set of pens; I know I personally really like my nice pens that write well, not the cheap crap they offer at work. I buy my own and take them.
Chocolates
Hot chocolate packets in a nice mug
Chocolate covered pretzels or chocolate covered oreos, etc in a holiday tin/box
Christmas socks/jewelry
Small Bath and Body works items, like hand sanitizers,purse sized lotions, etc