Litchfield

LORELAI: So where’d this business trip take you?
CHRISTOPHER: Your neck of the woods, actually. I’m in the Litchfield area.

Litchfield is a historic town in Connecticut with a population of around 8000 (about the size of Stars Hollow). This comment seems to place Stars Hollow in Litchfield County, the location of Washington Depot, Milford Green, and Woodbury, which can be seen as inspirations for the town and its setting.

What business Christopher could be doing there is a bit of a headscratcher – he works for a Boston company that helps struggling technology companies trim their resources, presumably softening them up for corporate takeovers. Litchfield County is a rural area with a low population density, farmland, and small towns: what tech company could possibly be located there?

I can only think he is actually in Hartford or New York or something, or the whole thing is a lie. Perhaps Christopher has actually lost his job?