46 pages • 1-hour read
A modern alternative to SparkNotes and CliffsNotes, SuperSummary offers high-quality Study Guides with detailed chapter summaries and analysis of major themes, characters, and more.
Content Warning: This section of the guide includes discussion of substance use.
Kelley is the series protagonist. He is the patriarch of the Quinn family, managing fraught relationships with his adult children and current and past lovers. Winter Stroll finds him in crisis, reeling from a year of personal betrayal, financial stress, and other uncertainties. His marriage to Mitzi is in jeopardy after her affair, forcing him to confront not only the loss of his wife but also the erosion of the identity he had built around family stability and success. Kelley attempts to maintain the role of steady provider and emotional anchor, but as the novel progresses, his ability to control the multitude of conflicts fails.
Kelley represents Family Resilience in the Face of Crisis. He is a devoted father and grandfather, roles he fulfills by mentoring Jennifer’s children and by his evident pride in Genevieve. When Kevin is in crisis, Kelley offers unjudgmental support. As Kevin reflects, “It’s a good father who will get down on the floor with you in your time of need” (219), a moment that exemplifies Kelley’s willingness to stand by his adult children at their most vulnerable.
Kelley’s physical collapse at the end of the novel is a literal and symbolic breaking point. As the family’s patriarch, he has spent the weekend absorbing others’ pain and holding the household together, often at the expense of his own well-being. When his body finally gives out, it reflects the accumulated toll of grief, guilt, and unresolved conflict, as even the strongest stabilizing force in the family cannot remain untouched by sustained loss and emotional strain.
Mitzi is a round, secondary character and the estranged wife of Kelley. When the novel begins, she is living in Lenox with George, the man who played Santa Claus once a year at the Winter Street Inn. Mitzi and George were having a weekend-long affair every year for 12 years and she left Kelley to be with him. She returns to Nantucket under the pretense of attending Genevieve’s baptism. However, her true motivation is based on the deep unhappiness in her new relationship due to an unresolved longing for Kelley and a desire to confront Bart’s disappearance together rather than in isolation.
Unlike other characters, Mitzi refuses to hide her grief. She drinks openly, cries publicly, and allows her anguish to surface in socially unacceptable ways. Through Mitzi, the novel explores the limits of Seasonal Rituals as Anchors During Instability. Bart’s uncertain fate almost entirely consumes her. As the novel observes, “She is a prisoner as well—to her worry, her fear, her anxiety, and her bad habits” (5). Mitzi ultimately leaves George and returns to Kelley, recognizing that only Kelley can truly understand the depth of her grief. While their relationship remains complicated, their bond explores the ways couples navigate sorrow together, echoing the theme of Family Resilience in the Face of Crisis.
Ava is a round, secondary character. She is the only daughter of Margaret and Kelley Quinn, a young woman trying to hold on to her independence amid the intense dynamics of her family. Ava struggles with her romantic life, and these moments force Ava to confront her true feelings and consider what she really wants. When she decides to kiss her ex-boyfriend Nathaniel despite being in a relationship with Scott, the text illustrates her struggle: “Ava doesn’t like losing her sense of self like this. She doesn’t want to identify herself as Scott’s girlfriend. She wants to think of herself as Ava Quinn” (144). This shows her determination to define herself on her own terms, but she cannot do so in a way that isn’t self-destructive. This shows her emotional immaturity and sets up a growth arc that develops over the course of the series.
Ava’s preoccupation with her romantic struggles keeps her somewhat emotionally distant from the family tensions that unfold over the weekend. It isn’t until Genevieve’s baptism that the importance of her role as godmother becomes clear. The responsibility makes her pause and reflect, not only on the baby’s life but also on her own choices, her relationships, and the kind of person she wants to be moving forward.
Margaret is a round, secondary character and Kelley’s ex-wife. Despite having been divorced from Kelley for decades, she remains the undisputed matriarch of the family. Her presence commands respect and admiration, as she exudes a natural self-confidence and charm. Her unwavering composure and strength make her a stabilizing presence in her family, inspiring those around her with confidence.
In Winter Stroll, Margaret exemplifies the theme of The Search for Stability and Identity. Her professional life, long defined by achievement and ambition, is coming to an end, while her personal life is evolving as her boyfriend, Drake, is seeking to solidify their love through marriage. Margaret defines herself as “unflappable,” yet several moments over the course of the weekend rattle her. This shows that even though others look to her for stability, she still has room to grow and has choices to make about the future.



Unlock analysis of every major character
Get a detailed breakdown of each character’s role, motivations, and development.