Here, Holden realizes that he'd had enough of Pencey. He decides to leave Pencey and never come back since it's full of phonies and fakes. He didn't get along with anyone and he was surrounded by people he hated. He was already leaving for home in a few days so he decided to spend those next few days somewhere else instead. He packed up all of his stuff and headed out of Pencey for the last time waking everyone in the dorm up on the way out.
Holden catches a late train to New York City. At the next stop, an attractive older woman got on and sat right next to him. She ends up being the parents of one of his classmates. Holden really hates the kid because he's so cocky and egotistical, but he tells the mother how popular and humble her son is anyway. He lies about who he is and why he's leaving the school early too. He used a janitor's name as his own and claimed he was getting a brain tumor removed.
Once he was in New York, he booked a hotel and started roaming the city. He walked or took a cab from club to club trying his hardest to pass as a twenty-two year old for the drinks and for the ladies. However, he failed in both of these categories as he kept getting ID'd and rejected. After his clubbing was unsuccessful, he walked back to the hotel and went to sleep.
Over the next few days, Holden is in a constant battle with himself. As he continues to try to find a one night woman, he keeps failing because that's not the kind of person he truly is.
He even hired a prostitute and kicked her out before anything happened once he realized. He was even fighting a battle with himself over religion. Holden fell into a deep hole of depression as he is constantly missing his family. He realized that he knows what he wants to do but can never follow through