Dawson takes Joey up on her invitation for a weekend in Boston, but the two have reservations once there. Meanwhile, Jack is surprised when his boyfriend Tobey shows up unexpectedly forcing Jack to choose between fraternity hell week and spending time with Tobey.

Dawson is having trouble with anxiety attacks since his father's death, so he tries to escape reality on a night of debauchery with Jack and his fraternity brothers, which ends with Dawson's accusing Joey of causing his father's death.

Meanwhile, Jen seeks revenge on Charlie; Audrey's mom visits; and Pacey makes a discovery about Danny.

After watching scary movies, Joey, Pacey and Jack talk about their creepiest experiences and urban legends. Joey shares her story of how she was almost attacked by the librarian on Halloween and saved by the creepy man she was running from. Jack tells the story of when he was helping clean the frat house basement and found a guy strapped, who later he found out to be a ghost. Pacey reveals that he was chased by a black car while giving Karen a ride home, but there was nobody driving the car. Grams arrives and says she has the scariest story: the time when Jen got locked out of the radio booth.