Below is the complete list of Colleen Hoover’s Maybe Someday books in publication order. For this series, the chronological reading order is the same as the order of publication.
Maybe Someday Books in Publication Order
- Maybe Someday (2014)
Maybe Someday was published in 2014 and is listed as book #1 in the Maybe Someday series. - Maybe Not (2014)
Published in 2014, Maybe Not is listed as book #2 in the Maybe Someday series. - Maybe Now (2018)
Maybe Now is a 2018 release and appears as book #3 in the Maybe Someday series.
About Maybe Someday
Colleen Hoover’s Maybe Someday series is a contemporary romance sequence built around music, emotional conflict, friendship, and the difficult timing of love. The series begins with Maybe Someday, continues through the companion novella Maybe Not, and later returns to the central couple in Maybe Now. It is one of Hoover’s most distinctive early series because music is not only a decorative element; it shapes the way the characters communicate, process emotion, and reveal what they cannot easily say aloud.
Maybe Someday centers on Sydney Blake, whose life is upended when she discovers that her boyfriend has betrayed her with her best friend. The collapse of that relationship leaves her hurt, displaced, and unsure of whom to trust. Ridge Lawson, her neighbor and a musician, becomes important at exactly the wrong moment. He is talented, emotionally attentive, and deeply connected to music, but he is also already in a committed relationship with Maggie. That complication gives the novel its central tension: Sydney and Ridge are drawn to each other in a way that feels real, but their connection exists inside circumstances where acting on it could hurt someone else.
Ridge is deaf, and Hoover uses his relationship with music as one of the book’s most memorable elements. His songwriting partnership with Sydney grows through lyric writing, physical vibration, emotional intuition, and the intimacy of creating something together. Their bond develops through art before it can be openly admitted as romance. This gives the story a strong emotional pull, because the characters often understand one another most clearly through songs, even when the rest of their lives are tangled with guilt, loyalty, and restraint.
Maggie’s role is also important because the series does not treat her as a disposable obstacle. She has her own history, vulnerability, and emotional weight, especially through her long-term illness and her relationship with Ridge. That is part of what makes Maybe Someday more complicated than a simple forbidden-romance setup. Hoover asks the reader to sit with multiple kinds of pain at once: Sydney’s betrayal, Ridge’s divided heart, Maggie’s fear of being pitied or held too tightly, and the uncomfortable truth that love can be sincere while still being unfairly timed.
Maybe Not shifts the focus to Warren and Bridgette, two supporting characters whose dynamic is sharper, funnier, and more combative. Their novella adds a different rhythm to the series, turning toward roommate friction, hidden softness, and the kind of attraction that begins with irritation. It also gives more texture to the shared apartment world around Sydney and Ridge without weighing the main story down.
Maybe Now returns to the aftermath of Maybe Someday, giving Sydney, Ridge, Maggie, Warren, and Bridgette more space to deal with what comes after the emotional crisis. This later book is especially useful because it does not pretend that difficult choices create instant peace. The characters still have to manage trust, guilt, illness, friendship, forgiveness, and the challenge of moving forward without erasing what happened.
The Maybe Someday series works because Hoover builds romance around communication as much as attraction. Songs become emotional evidence, friendships become complicated by desire, and love is tested by whether the characters can act with honesty when honesty costs them something. The series is intimate, messy, and strongly character-driven, with music giving its most painful moments a language of their own.