It's all personal. You'll have "thugs" that wear XXL NFL jerseys with baggy jeans or you'll have "preps" with nicely pressed khaki pants and a Ralph Lauren polo. It's just who you are. Most people will wear something similar to what they wear off the mountain. Some people like to be "loud" with the bright, flashy colorways, others wanna go the "street" route with flannel jackets and skinnier fit pants.
As for brands, I like 686. They have some pretty nice outerwear with lots of pockets; media pocket, season pass pocket, goggle pocket, regular pockets. The SMARTY line is really nice because you get a removable fleece liner included with the jacket. It's a pretty nice fleece too. One you can wear around once the lifts close. If it's a hot day, rock just the shell. If it's cold, layer up with the shell and fleece. I feel like 686 gives you some pretty good bang for the bucks.