Amidst her sadness about Christopher, Lorelai has an intriguing dream about Luke; Rory returns from Washington to realize that she still may have feelings for Jess, but a chance encounter at the First Annual Stars Hollow End of Summer Madness Festival makes her realize that he may have moved on to someone else; relationship quarrels abound -- Sookie and Jackson over decorating their house, Lorelai and Rory over Jess versus Dean, Emily and Richard over Lorelai and Christopher -- but are on the path to resolution; and Rory once again guides Paris through the rocky shoals of preparing for a date.

Rory's application for Harvard arrives, plunging Rory, Lorelai and Emily into a frenzy; a Chilton seminar on college applications only adds to Rory's anxiety and sends Paris into a tizzy; Taylor steamrollers Luke into opening a soda shop next to the diner; Lane places an ad in the paper for a band and finds a musical soulmate; Lorelai and Rory have dinner with a Harvard alumni and his family which may assure her chances of acceptance; Dean has a talk with Rory about their future after she goes to Harvard.