I got one idea, why not make the users in the bar be unlocked after the player beat some levels? Like, The bar will be locked until a certain point, and the toad in charge of the bar ask Mario to go through some levels and call some attention to the bar when it got opened, so more and more persons would come, so the player will need to revisit some levels and ask the users to go to the bar. something like it. Like a + quest after the player finish the game.
EDIT: I decided to try and draw a toad town GFX, it's a simple redraw of the current one.
Still working on it. Should i finish it?