Where: 400 E. Saratoga St.
When: 6 a.m.-4 p.m. every day of the week.
Why: Nothing says retro date like a big, overflowing chocolate milkshake topped with whipped cream, chocolate sauce and sprinkles -- a milkshake that is so thick you need to eat it with a spoon. Happily, the Hollywood Diner in downtown Baltimore knows how to make them. One milkshake costs $2.60, and we recommend sharing one, no matter how hungry you are.