TOURIST: Excuse me, I’m so sorry to bother you. Which way is 44th?
RORY: Oh, um, that way.
44th Street is two blocks north of the bus terminal, and Rory has sent the tourist south instead. As Jess says, they will hopefully soon notice that the street numbers are getting smaller rather than bigger, and turn around. (The tourist made a rookie mistake by not asking at least one other person for directions!).
44th Street is in the theatre district, with numerous hotels, clubs and restaurants the tourist may have been looking for. It’s also the site of The Algonquin Hotel, at 59 West 44th Street, so this minor interaction feels like a hidden homage to Dorothy Parker.
The Annotated Gilmore Girls 