I am not much help when it comes to the living in an area where you can walk vs. a greater distance. Almost everything is a greater distance here (people could turn out some fantastic loft apts in town here, but they don't utilize the space), but I say do what makes you happy. I would probably opt for the cheaper apt, but if you think you can swing it, and would enjoy all the access, go for it!!
When I hear terms like "hipster" I think, who told cliques they could leave high school??