[Lorelai and Rory start to walk down the steps, but stop when they see a bunch of people downstairs.]
LORELAI: Dentists. Boston dentists. Cocktail hour at the Cheshire Cat.
LORELAI: So our exit is blocked.
RORY: Let’s just rush pass them.
LORELAI: Too risky.
RORY: They’re not assassins.
Unbelievably, Lorelai and Rory find themselves unable to leave their room to get food because they can’t walk downstairs and past a group of strangers. Normally you can’t shut Lorelai up, now she’s incapable of exchanging a few words with a handful of people on her way out to buy dinner. As a plot device to trap Lorelai and Rory in a room together, it’s a pretty lame one.
By what psychic powers Lorelai knows the people downstairs are all dentists from Boston must remain a mystery, but presumably cocktail hour is marked on the activity sheet LaDawn gave them.