Senior Ditch Day is coming up. Joey and Jen are on a train to New York. Dawson is playing a board game with Gretchen, who tells him of the road trip she and her friends took on Ditch Day. Dawson realizes he never does anything spontaneous, so he takes Gretchen's friends' idea and drags her out the house for a road trip of their own....
Joey and Jen arrive in New York. Joey, with her entire itinerary planned out, is going sightseeing while Jen is going attending an admissions interview at NYU
Drue and Pacey are the only two seniors who show up on Ditch Day. Drue can't ditch because of his notoriously bad disciplinary record, and Pacey is still desperately trying to graduate on time. Drue attempts to convince him to leave after his test but Pacey refuses.
Jen runs into an old friend in New York. He, of course, wants her to go back to NY to college. Joey cannot imagine attending college in such a big city, and Jen seems hesitant to go back.
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