Continuing from the previous episode, Drew takes a walk with Drewbee outside the clinic, and returns with him. As the patients discuss their aftercare plans on Day 17, Erika breaks up with Stefanos. On Day 18, to illustrate that moderation does not work, Drew introduces the patients to guest speakers Audrey Kishline and Sheryl Maloy. The patients are also tasked to address the legal and financial "wreckage of their past", during which Bob accompanies Erika to Stefano's apartment for her things. After Drewbee again leaves the clinic, Drew and Dr. Sharp, believing he has an irreversible mental problem stemming from his prior head injuries, have him transferred to a hospital for a psychiatric hold.

In the series premiere Brigitte Nielsen, Chyna, Jeff Conaway, Daniel Baldwin, Seth Binzer, Mary Carey, Jaimee Foxworth and Jessica Sierra are introduced, as are their stories of addiction. Dr Drew begins to analyze and assess his patients' struggles through a series of one-on-one meetings, but his attention is pulled away by Jeff, who has a seizure and has to be rushed to hospital.

As the patients reach the half way point in treatment and the fog of addiction begins to dissipate, they become aware of the damage drugs and alcohol have done to their loved ones.

An emotionally charged group-therapy session has the patients showing some progress.

The patients are released to the outside world, however, Dr. Drew sternly warns them that sobriety will be much more difficult in the outside world.

While some of the celeb patients are going along nicely with the program, others battle Dr. Drew and his staff. The subject of detoxing is discussed in the group meeting.

Dr. Drew is able to calm Janice down after her panic attack, but Jason Davis continues verbally attacking her despite numerous warnings from the staff.

Amy Fisher's refusal to openly confess her addiction issues with everyone else seeking treatment quickly draws unwanted attention from one of the other patients, and when Dr. Drew attempts to settle the issue, someone considers leaving the center.

Mindy is rushed to the hospital following her seizure, and learns of brain damage stemming from past domestic abuse. As the group begins to get past the effects of withdrawal, they talk about the effect that money and friendship have on their happiness. After a run-in with the police, Tom Sizemore finally arrives at the clinic, but is not fully committed to remaining.

Tom finds it comforting to be with Heidi, but Drew closely monitors him, citing concerns over whether he might turn on her. Joey is observed to be tense and aggressive, and lashes out at the camera people. The group is taken to a junkyard, where they direct their aggression to derelict cars. Drew receives a called from Sex Rehab alumnus Kari Ann Peniche, who is in the throes of addiction to speed.

After being diagnosed with both severe withdrawal and acute panic, Deanna returns to the clinic in stable condition. On Day 3, the patients deal with powerful emotions brought out during Process Group, including suicidal feelings that at least three of the patients indicate they have felt. Drewbee's father, Jeff, himself a recovering addict for 17 years, meets with Dr. Drew and Bob Forrest about his codependency with his son. Dr. Drew and relationship therapist Simone Bienne speak with Erika and her boyfriend, Stefanos, about how his drug use is harmful to her recovery. After Erika exhibits suspicious behavior, she is given a drug test, which yields positive results.

On Day 15, Family Weekend begins, during which the patients' families introduce themselves to the group and give testimonials about their history of dealing with addiction. Deanna's mother is confronted over her unsympathetic response to Deanna's past rape; Cinammon and her loved ones are told she must stay in Pasadena for three months to continue her recovery. Ashleigh reveals to her mother the child molestation that Asleigh and her sister suffered as children. Cinammon's father worries about the dangers of her relapsing after rehab, but Cinammon is infuriated when he himself does so after Family Weekend ends. Drewbee continues to refuse to submit fully to the program, despite his parents' efforts, and on Day 16, he walks out of the clinic.

Continuing from the previous episode, Eric and Ashleigh to argue over household cleanliness after their hike on Day 7. While discussing fear with Shelly during Morning Meditation on Day 8, Cinammon, when asked about returning to performing in clubs, denies that alcohol is a trigger for her, and says that her career is more important than her sobriety. Erika's irritation with Cinammon's boisterousness and the attention she feels she draws to herself leads to an argument in Process Group, though they later make amends. On Day 9, Cinammon expresses feelings of deep guilt over throwing away a baby that was born to her when she was four months pregnant.

On Day 10, the patients begin to improve as they approach the midpoint of their stay at the clinic, though Drewbee acts agitated and paranoid from the others, causing conflict that Dr. Drew feels is caused by his continued withdrawal from drugs. Michael goes to a tae kwon do cast in order to reconnect with one of his past passions, while the others go to an Alcoholics Anonymous meeting. Eric and Drewbee leave the meeting, which leads to a tense confrontation with other people on the street and later a heated exchange between him, Heather and Cinammon back at the clinic, after which Eric decides to leave the clinic.

Continuing from the previous episode, Bob finds Eric wandering Pasadena and brings him back to the clinic, but his apology and discussion over the event leads to a fight with Heather on the night of Day 10 and Deanna during Process Group on Day 11. Deanna also reacts to the release of Angel, the father of her son, from prison, and his questions over her fidelity to him while he was in prison. Drew has a one-on-one with her regarding the sexual abuse she suffered as a child, and speaks to Eric and his mother over their history. On Day 12, the group is taken to a dog park, where they speak to a motivational speaker who talks about how his work rescuing dogs helped him recovery from addiction, during which Ashleigh suffers a seizure.

Bai Ling's therapy reveals childhood trauma, and Michael Lohan's former fiancée Kate Major causes problems.

A former contestant from the reality TV competition, "Survivor," arrives at the treatment center to work with Dr. Drew on overcoming an addiction to alcohol and marijuana; an actress confronts her guilt and embarrassment for stalling her career.

In part one of this special two part edition of Celebrity Rehab Revisited, Dr. Drew and his head councilor Bob Forrest look back on Season Five and then visit with Bai Ling, Michael Lohan, Jeremy Jackson, and Amy Fisher to see how they are coping out in the real world, 150 days after discharge. Mary Jo Buttafuoco, the woman Amy shot twenty years ago, reaches out to Amy for closure.