Bear is a cool town, but there isn't much in the way of stuff besides the mtn. There's some bars, but only a few aren't sketchy. Women are rare to be had in Bear, and you're better off going down the mtn to either OC (Newport) or LA. Jobs are around. You can always work for the mountain, and they hold a job fair sometime late summer/early fall. Things to do at night? Night ski Friday/Saturday, and meet up with buddies and hang out. There isn't much nightlife, actually theres none at all.
Meet people from the mountain and go to house parties while skiing and working. You'll have fun.