The Goldbergs-inspired special event picks up at William Penn Academy in the 1990s as now Head of School John Glascott leads a faculty of teachers with wildly different views on how to mentor students and recruits his tough-as-nails-sister Lucy to join his staff and enroll her teenage daughters, Felicia and Gigi, as new students.

Adam loves director Steven Spielberg so much and decides to film an original script he wrote about Indiana Jones and his passion for directing is called into question. Meanwhile, Murray and Barry make a bet about whether or not a cheesesteak sandwich in New Jersey is the best one ever.

Adam gets a surprise from his past -- his first love Dana; Barry and Erica are off to college, but realize they have nowhere on campus to live.

While at school, Erica attempts to fool Beverly into thinking Parents Weekend has been rescheduled to Parents Thursday so the family won’t attend. Meanwhile, William Penn is doing “Romeo & Juliet,” the perfect play for Adam to romance Dana until someone else gets the leading lady.

Beverly scores a bargain on four paintings. Once they make it home, she and Adam determine something supernatural is causing them to be destroyed. Much to Murray's dismay, they call a psychic for help. Meanwhile, Barry decides to throw a huge "Rocky Horror Picture Show"-themed party against Erica's wishes. Their confrontation leads to a visit to the dean's office.

Murray buys WrestleMania tickets to spend time with Barry and Adam, but he buys fake tickets and they can't get in; Beverly forms her own neighborhood watch group when the Frentas decide neighbor Jane Bales will be the watch captain.

Beverly's patience with Pop Pop is put to the test due to his endless Thanksgiving demands; Barry and Erica are ready to return home for the holiday, but Uncle Marvin accidentally drives them to Pittsburgh.

Beverly Goldberg (Wendi McLendon-Covey) is famous in her own home for making delicious, and thoroughly unhealthy, dishes for her family to enjoy, but when she tries to get her recipes published as a cookbook, no one seems interested.

Hoping to outdo the Kremp family, Beverly decides the Goldbergs must do an even better family holiday card; a prank war with Barry and JTP quickly spirals out of control.

Beverly discovers Murray is actually a year younger than they knew so she plans a do-over at celebrating his 50th birthday, while Coach Mellor attempts to prepare non-athletic Adam for tryouts for pickleball.

Geoff struggles to keep his living arrangement with Erica and Barry a secret from Beverly during game night, while Adam goes to his guidance teacher for a lesson in being cool so he can get closer to a new girl in chemistry class.

A big party is being thrown at Dave Kim's house and Pops has a plan to make Adam cool for the big event. Meanwhile, Beverly's cookbook has made her "famous," leading her to become out of control and fame-hungry, but eventually she learns an important lesson.