The unannounced arrival of Jacob and Nonny Hoffman (Mark Rydell, Doris Belack) from New York is greeted with glee by Delia and Ephram. But Andy feels pressed to his limits as he tries to placate his overbearing guests, particularly his pushy father-in-law, who openly criticizes the physician's parenting skills. On top of that, Jacob obviously enjoys a special bond with Ephram that Andy can't duplicate. Meanwhile, Nonny makes her own impression in Everwood when she butts heads with Edna over Delia's affections. Lastly, Ephram sneaks out of the house to see Amy who is still emotionally recovering from the aftermath of Colin's (Mike Erwin) surgery.

Much to resident thespian Dr. Abbot's chagrin, Andy begrudgingly auditions and is offered the lead in Everwood's production of ""The King and I."" As Dr. Brown struggles with his lines, Ephram struggles with his emotions when his intense feelings for Amy are complicated by Colin's (Mike Erwin) desire to be his friend.

Although conflicted by his feelings for Amy, Ephram finds himself serving as confidante and friend to Amy's boyfriend, Colin, who continues to feel like a fish-out-of-water as he attempts to reclaim his life before the accident. Meanwhile, Andy hopes to convince Ephram to resume the piano lessons he abandoned after his mother's death; Nina's absentee husband (guest star Dylan Walsh) comes home for a visit, which proves to be far from happily ever after; and in a bittersweet turn of events, Amy and Colin are nominated for Homecoming King and Queen.

On a church ski trip chaperoned by perpetual party pooper Dr. Abbott, Amy and Colin share their first kiss since the surgery. Ephram finds himself intrigued by Colin's younger sister, Laynie (guest star Nora Zehetner), who has recently returned home from boarding school. Also, Bright attempts to get to the next base with his girlfriend (guest star Devon Reilly). Meanwhile, Andy hesitantly agrees to attend a singles mixer with the recently divorced Reverend Keyes (guest star Tim Dekay).

When traveling psychologist Dr. Gretchen Trott (guest star Jane Krakowski) comes back into town, Andy is forced to confront his potentially romantic feelings for her. In other romantic entanglements, Edna and Irv have difficulty adjusting to life after his heart attack scare; Harold and his wife Rose (guest star Merrilyn Gann) have it out after they attend couples therapy and she suggests that he's lost that lovin' feeling; and Ephram asks Laynie (guest star Nora Zehetner) out on their first date, in part to show Amy that he's moving on with his life.