Book ClubsThe Fall Books We Can’t Stop Talking AboutEight new (fictional) novels for long, cozy evenings.
Hannah Cole’s (fictional) family saga is full of secrets, and most of them are hiding in plain sight inside a shoebox of letters. “The Orchard Letters” follows three sisters who come home to a failing apple orchard in western Michigan after their mother’s funeral, only to find decades of correspondence that rewrites everything they thought they knew about their parents. It is a quiet book on the surface and a loud one underneath, which makes it close to perfect for a book club. These questions help your group dig in, argue a little and leave the evening still thinking about June, Ray and the trees.
We have organized this guide the way our own Dog-Eared book club tends to move through a meeting: warm-up questions first, then the characters, then the setting, and finally the ending, which is where the real debate always happens. You don’t need to use every question. Pick the four or five that fit your group and let the conversation wander. Spoilers appear from the second section on, so make sure everyone has finished the last chapter before you start.
Before you meet
A good book club night starts before anyone opens the wine. We suggest sending a short note to your group a few days ahead with two or three questions so people can mark pages while they read. Readers who arrive with sticky notes in hand talk more, and quieter members get time to think about what they want to say.
It also helps to set the scene. Cole’s novel is deeply seasonal, moving from the bare branches of March to the harvest in October, so a simple apple dessert or a pot of cider on the stove goes a long way. One of our readers in Grand Rapids printed copies of a few letters from the book and tucked them under each plate. It took ten minutes and made the whole evening feel like an event.

About the characters
The three Mercer sisters drive the book, and nearly every group we have heard from splits along sister lines. June, the eldest, stayed home and ran the orchard. Clare left for Chicago and a career she rarely talks about. Nell, the youngest, is the one who opens the shoebox. Each of them reads the same letters and comes away with a completely different story about their parents.
Start here: Which sister did you sympathize with most — and did that change? Many readers tell us they began the book on Clare’s side, since she seems the most honest about her anger, and ended it with real tenderness for June. Ask your group what shifted for them and on which page it happened.
- June carries the family’s practical weight. Is her silence a kind of strength or a kind of control?
- Clare says she left “to breathe.” Did the novel convince you that leaving was the right choice?
- Nell is the reader’s stand-in for much of the book. How did seeing the letters through her eyes shape your opinion of the parents?
- Ray, the neighbor who helped run the orchard for thirty years, is never given a chapter of his own. Why do you think Cole kept him at a distance?
- Which minor character would you most like to hear from in a sequel?
The best questions don’t have right answers.
Our books editor
About the letters and the orchard
The letters are the spine of the novel, and Cole gives us only fragments. We never see a full exchange from start to finish, and several key letters are missing or water-stained. That choice is worth talking about. Did the gaps frustrate you, or did they make you a more active reader, filling in the blanks the way the sisters have to?
The orchard itself deserves its own conversation. It is failing when the book opens, with a blight spreading through the oldest rows and a bank loan coming due. By the end, the sisters have made a decision about the land that some readers find hopeful and others find heartbreaking. Ask your group what the orchard represents. Is it the family, the parents’ marriage, the past, or simply a piece of land that everyone has loaded with too much meaning?

A few more questions for this part of the evening:
- Why did June keep the letters, when burning them would have been easier?
- Which letter changed your understanding of the parents the most?
- Cole often describes the trees using the same words she uses for the mother. Did you notice it, and what did it add?
- How does the harvest scene in Chapter 22 mirror the funeral in Chapter 1?
A note on secrets
Almost every character in the book is keeping something back. Some groups like to make a quick list on a whiteboard or a sheet of paper: who knew what, and when. It sounds a little like homework, but it often reveals how carefully Cole built the plot. You may find that the person who seemed to know the least actually knew the most.
About the ending
Here is the question that has started more friendly arguments in our inbox than any other: Was the final letter an apology or an explanation? The mother’s last letter, found tucked inside the family Bible rather than the shoebox, is written to all three daughters. It admits a great deal and asks for very little. Some readers hear deep regret in it. Others hear a woman explaining herself and refusing to apologize for the life she chose.
Encourage everyone to read a short passage from the letter out loud before you discuss it. Tone matters here, and you may be surprised how differently the same lines sound in different voices. Then ask whether the ending felt earned. Did the sisters reach a real understanding, or simply a truce?
Key takeaway: If your group can’t agree on the ending, that is a sign of a good discussion, not a failed one.
Starter questions
If you only have a few minutes, or your group is new and still finding its rhythm, these three questions work for almost any meeting. They are short enough to open with and big enough to carry a whole evening.
- Why did June keep the letters?
- What does the orchard represent?
- Would you have forgiven Ray?
That last question tends to split rooms right down the middle. Ray’s role in the family secret is revealed late, and readers who loved him early in the book often feel betrayed. Others argue that he was the only adult who stayed and did the work. There is no wrong answer, and you may find people changing their minds halfway through the conversation.

Keep the conversation going
When the evening winds down, we like to end with one lighter question: If you could spend a single afternoon in the Mercer orchard, which season would you choose? It sends people home smiling, and it is a gentle reminder that a book about grief can also be a book about beauty.
If your group loved “The Orchard Letters,” look for other family novels told through documents, such as diaries, recipe cards or old photographs. Our book-club calendar lists upcoming author events and monthly picks, and the “what should you read next?” quiz can help a group with mixed tastes find common ground. However you finish the night, we hope you leave with a few new questions of your own. Those are the ones that stay with you longest.
Nell reads 100 books a year and has strong feelings about all of them.
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