Writer Kate Conklin finds herself at a crossroads when her engagement falls apart simultaneously with the cancellation of her first novel tour due to disappointing sales. Just as the dust settles, she receives an unexpected invitation from her former professor and mentor, David Kirkpatrick, to speak at her alma mater, the fictional Illinois University in Carbondale.
Upon her return to Carbondale, Kate is taken aback to discover that she will be staying at a cozy bed and breakfast right across from her old college home. There, she encounters three lively young men—Hugo, Tall Brandon, and Animal—who invite her to join their gathering that very night after a heartfelt reading. As she reminisces about her time there, she learns that her old house is still affectionately referred to as "The Writers' Retreat," which brings her a wave of nostalgia and pride.
After her event, David proffers Kate a teaching role, which she contemplates seriously. However, as she walks back in the evening, a series of unfortunate events leads her to be locked out of her B&B. Standing outside, she sees students at the party next door and decides to join them, hoping for some distraction. It’s here that she receives an unsettling text from her ex-fiancé, urging her to cease all contact. Comfort comes from Animal and his girlfriend, who generously offer her shelter for the night.
The following day unfolds at a local coffee shop where Kate consults with writing students. There, she meets April, a talented student and Hugo's girlfriend. While attempting to advise April on how to enhance her writing for better appeal, Kate is taken aback when her suggestions are outright dismissed.
Returning to her previous residence, Kate discovers that April has broken up with Hugo, and there’s lingering suspicion of an affair with Professor Kirkpatrick. Compelled to investigate, Kate, Hugo, and their friends pay a visit to Kirkpatrick’s home, only to stumble upon a shocking scene—April and David in bed together. After a rather awkward encounter, Kirkpatrick discusses his unconventional open marriage, but Kate is left disheartened, especially upon realizing he hasn’t even read her book. Disillusioned, she turns down the teaching position he presented.
Back at the house with Hugo and their other friends, an unexpected bond forms when Hugo extends an invitation for Kate to stay in her old room. As they discuss her previous work, intimacy sparks between them, leading to a romantic connection. The next morning, Kate tries to slip away but bumps into April, who realizes what’s happened and confronts Kate. They share a moment of honesty, as Kate apologizes for her past lack of encouragement, revealing that jealousy and feelings of inadequacy clouded her support.
During her ride home, Kate's driver shares his admiration for her novel, increasing her sense of validation. However, when reflecting on her journey in the literary world, she ponders if she "could have done better," leaving room for growth and new beginnings in her evolving narrative.
