The Midnight Train Book Club Questions
10 discussion questions for The Midnight Train by Matt Haig.
October 18, 2026
Spoiler warning: some questions touch on how the book ends. Best read after you've finished it.
Discussion questions
- What were your first impressions of Wilbur and how did they change throughout the book?
- How did the depiction of Venice enhance the romance between Wilbur and Maggie?
- What motivated Wilbur to board the Midnight Train, and do you think his reasons were justified?
- Discuss the impact of Wilbur's decision to relive his honeymoon. What were the consequences for him and Maggie?
- Do you think Maggie would have made the same choices as Wilbur if given the chance to take the Midnight Train? Why or why not?
- The Midnight Train offers the opportunity to re-live moments. Would you take the train if it were possible, and if so, which moment would you choose to revisit?
- How does the structure of the book, moving between past and present, affect your understanding of Wilbur's character?
- What role does regret play in Wilbur's journey, and how does it drive the narrative forward?
- Discuss the ending of the book. Were you satisfied with how Wilbur's story concluded?
- What themes from "The Midnight Train" resonate with your own life experiences?
These questions were drafted with AI help for book clubs using Lapwing.
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