I'm trying new places all the time, but these are my faves thus far:

Taco: One Taco (or Tyson's if I'm drunk & want to stick close to home)
Asian: Bun Belly & Kome
Late night vibe: Dive Bar & Dozen Street
Happy hour/study cocktails: Spider House
Sportsball viewing: B.D Riley's, but not the one downtown (Obvious choice being from New England)