2x10 - The Bracebridge Dinner
While Rory (Alexis Bledel) struggles to keep the budding rivalry between Dean (Jared Padalecki) and Jess (Milo Ventimiglia) under control, Lorelai (Lauren Graham) invites most of the citizens of Stars Hollow to an elaborate feast complete with Elizabethan costumes and horse-drawn sleigh rides, during which Richard (Edward Herrmann) announces to Emily (Kelly Bishop) that he has retired.