Fans pick 100 books like Guesswork

By Martha Cooley,

Here are 100 books that Guesswork fans have personally recommended if you like Guesswork. Shepherd is a community of 12,000+ authors and super readers sharing their favorite books with the world.

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Book cover of Oh William!

Joan D. Heiman Author Of Life with an Impossible Person: A Memoir of Love, Loss, and Transformation

From my list on by women grieving the loss of a quirky partner.

Why am I passionate about this?

My mom handed me one of those little girl diaries with a lock and key when I was in third grade. I wrote my heart into those diaries until I needed more space and shifted to regular-sized notebooks. Writing is my way to know myself and make sense of my life. The journal I kept in the last months of my husband’s life helped me reassemble the trauma-blurred memories of his dying, and then, it supported my emotional rebirth during the year of intense grieving. It is with surprise and delight that I hear from readers who say I articulate their innermost emotions related to love and loss.

Joan's book list on by women grieving the loss of a quirky partner

Joan D. Heiman Why did Joan love this book?

Even though the marriage in Oh William! ends in divorce while my marriage ended (without my consent) in my husband’s untimely death, the book brought me back to the unconventional nature of my marriage. Elizabeth Strout’s uncanny ability to say much in a single sentence had me traveling back in time and heart to the many moments that made our marriage. The tendernesses and fears, the deep trust and insecurities that quietly but forcefully bound us together made up the subtle mysteries of our uncommon relationship. What makes people move apart yet remain forever close, as in Lucy Barton and her ex-husband, William, or what holds two people together when there are many factors that might drive them apart, as in my marriage? These questions made reading this book a thought-provoking and enriching experience.

By Elizabeth Strout,

Why should I read it?

2 authors picked Oh William! as one of their favorite books, and they share why you should read it.

What is this book about?

THE TOP TEN SUNDAY TIMES BESTSELLER

The Pulitzer Prize-winning, Booker-longlisted, bestselling author returns to her beloved heroine Lucy Barton in a luminous novel about love, loss, and the family secrets that can erupt and bewilder us at any point in life

Lucy Barton is a successful writer living in New York, navigating the second half of her life as a recent widow and parent to two adult daughters. A surprise encounter leads her to reconnect with William, her first husband - and longtime, on-again-off-again friend and confidante. Recalling their college years, the birth of their daughters, the painful dissolution of…


Book cover of The Salt Path: A Memoir

Jackie Jarvis Author Of Transform Your Life by Walking: Powerful Messages Walking Camino Pilgrimages

From my list on hiking trails that inspire you to do it yourself.

Why am I passionate about this?

I am a passionate long-distance hiker and regularly enjoy local walks close to where I live in Oxfordshire. Over the years, I have walked many long-distance trails, including Camino Pilgrimages. The books I am sharing are those that have inspired my own walking adventures and self-reflection. I am a big believer in the benefits of walking for mind, body, and spirit, and I personally enjoy those benefits daily. My passion for walking and the depth of thinking it can help you attain has found its way into both my personal and business life. Walking to me is life!

Jackie's book list on hiking trails that inspire you to do it yourself

Jackie Jarvis Why did Jackie love this book?

I loved this book because it is a very engaging true story, one that I have huge admiration for. To literally just walk the South-West Coast Path when you have been made homeless and one partner has been diagnosed with a life-threatening illness. I found their story inspiring. When they walked, they had nothing, but by the time they finished, in many ways, they had everything. 

I was amazed at how brilliantly observant the author was in her descriptions of nature, the scenery, people, and even the weather. This book certainly inspired me to walk sections of the South-West Coast Path, and when I did, I often thought about Raynor and Moth and wondered how they managed it. I loved how their love for each other kept them moving forward together and enabled them to deal with considerable hardship. It’s a great book.  

By Raynor Winn,

Why should I read it?

10 authors picked The Salt Path as one of their favorite books, and they share why you should read it.

What is this book about?

"Polished, poignant... an inspiring story of true love."-Entertainment Weekly

A BEST BOOK OF 2019, NPR's Book Concierge
SHORTLISTED FOR THE COSTA BOOK AWARD
OVER 400,000 COPIES SOLD WORLDWIDE

The true story of a couple who lost everything and embarked on a transformative journey walking the South West Coast Path in England

Just days after Raynor Winn learns that Moth, her husband of thirty-two years, is terminally ill, their house and farm are taken away, along with their livelihood. With nothing left and little time, they make the brave and impulsive decision to walk the 630 miles of the sea-swept South…


Book cover of What Comes Next and How to Like It: A Memoir

Terry A. Repak Author Of Circling Home: What I Learned by Living Elsewhere

From my list on writers struggling to find their place in the world.

Why am I passionate about this?

My memoir, Circling Home: What I Learned by Living Elsewhere, details my own trajectory in trying to find my voice and métier as a writer. I’ve kept a journal since I was a teenager, trained to be a journalist in college, and worked as an investigative reporter on a newspaper column and a news show in my twenties. When my husband and I moved abroad, I got a book contract for my PhD thesis and also published my research in academic journals. I wrote travel articles and profiles of people I met while living in East and West Africa. Working with a writing group of friends, I finished two novels before embarking on my memoir.

Terry's book list on writers struggling to find their place in the world

Terry A. Repak Why did Terry love this book?

Thomas is a writer who got a late start before blazing trails with her memoirs, written in spare and evocative prose.

Stephen King calls her the “Emily Dickinson of memoirists” and noted that “so much of this book’s wisdom is written between the lines and in the white spaces.” She writes about troubled friendships, the gems she finds each day in the mundane, and the unavoidable pains of growing old. Her understated style is searing and inimitable.

This book and her earlier memoir Safekeeping made me hopeful that my writing style can keep improving even in my sixties and beyond.

By Abigail Thomas,

Why should I read it?

2 authors picked What Comes Next and How to Like It as one of their favorite books, and they share why you should read it.

What is this book about?

The New York Times bestseller from the beloved author of A Three Dog Life-an exhilarating, superbly written memoir on friendship, family, creativity, tragedy, and the richness of life: "If you only read one book this year, make it this one" (Ann Patchett).

In her bestselling memoir A Three Dog Life, Abigail Thomas wrote about the devastating loss of her husband. In What Comes Next and How to Like It, "a keenly observed memoir...Thomas writes of the changes aging brings us all and of coping through love: of family, dogs, a well-turned phrase. She is superb company" (People).

Thomas was startled…


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Book cover of Tap Dancing on Everest: A Young Doctor's Unlikely Adventure

Tap Dancing on Everest By Mimi Zieman,

Tap Dancing on Everest, part coming-of-age memoir, part true-survival adventure story, is about a young medical student, the daughter of a Holocaust survivor raised in N.Y.C., who battles self-doubt to serve as the doctor—and only woman—on a remote Everest climb in Tibet.

The team attempts a new route up…

Book cover of Without Reservations: The Travels of an Independent Woman

Joan D. Heiman Author Of Life with an Impossible Person: A Memoir of Love, Loss, and Transformation

From my list on by women grieving the loss of a quirky partner.

Why am I passionate about this?

My mom handed me one of those little girl diaries with a lock and key when I was in third grade. I wrote my heart into those diaries until I needed more space and shifted to regular-sized notebooks. Writing is my way to know myself and make sense of my life. The journal I kept in the last months of my husband’s life helped me reassemble the trauma-blurred memories of his dying, and then, it supported my emotional rebirth during the year of intense grieving. It is with surprise and delight that I hear from readers who say I articulate their innermost emotions related to love and loss.

Joan's book list on by women grieving the loss of a quirky partner

Joan D. Heiman Why did Joan love this book?

Without Reservations gave me hope following the death of my beloved husband of 37 years. Living with his unique and nontraditional worldview, I’d grown into and inhabited a wider, less conventional way of being than my suburban middle-class upbringing had prepared me for. But once he was gone, what and who was I going to be? Steinbach’s travelogue goes to many of the places my husband and I traveled in England and Europe, and that brought reminiscences of great pleasure. But it was her inner journeying in search of her soul that gave me the courage to embark on the inner travels toward self-discovery and the independence I faced in a newly widowed existence.

By Alice Steinbach,

Why should I read it?

1 author picked Without Reservations as one of their favorite books, and they share why you should read it.

What is this book about?

American journalist Alice Steinbach took a year off to live in four cities - Paris, Venice, London and Oxford - when she realized she had entered a new phase of life. Her sons had graduated from college; she had been divorced for a long time; she was a successful journalist. While there was nothing really wrong with her life, she felt restless. Could she live independently of her family, her friends, her career?
Steinbach searches for the answer to this provocative question firstly in Paris, where she finds a soul mate in a Japanese man; in Milan, where she befriends…


Book cover of Cape

Caroline Kusin Pritchard Author Of Where Is Poppy?

From my list on talking about death and loss with your kids.

Why am I passionate about this?

I’m a children’s book author who typically centers humor at the heart of my books but who dipped into heartache to tell this specific story. As a former educator with four kiddos of my own, I’ve been able to witness the myriad ways kids cope with grief, everything from hiding out in blanket forts to holding a backyard funeral service for a beloved pet roly-poly. I hope my book, Where is Poppy? offers kids comfort, peace, and preparation for their own unique journeys with loss. I studied creative writing and political science at Stanford University and hold an MFA in Writing for Children and Young Adults from Vermont College of Fine Arts. 

Caroline's book list on talking about death and loss with your kids

Caroline Kusin Pritchard Why did Caroline love this book?

Oof. This book. It’s an absolute treasure. It’s so rare to find a story told from the perspective of a child navigating the day of a funeral that includes the often angry resistance to all that is happening, as well as the deep redemptive power of memory.

I fall straight into the rich, kid-centered illustrations, in part because of the sparse and exactly right prose that allows the images to speak for themselves. Once I pieced together where the titular cape came from and how the child narrator uses it in the story, it was like the best kind of gut punch. 

By Kevin Johnson, Kitt Thomas (illustrator),

Why should I read it?

1 author picked Cape as one of their favorite books, and they share why you should read it. This book is for kids age 4, 5, 6, and 7.

What is this book about?

When a child loses the person in his life that he loves more than anything, he uses his cape as protection from his grief. On the day of the funeral, he uses it to block out the pictures and stories people share, refusing to acknowledge the memories that keep bubbling up. He won't think about them. He doesn't want to.

He avoids the memories, until he no longer can.

He remembers then. Their laugh, their smile, the moment they gave him the cape. The cape transforms, becoming a source of comfort and strength as the child navigates the sadness and…


Book cover of The Madness of Grief: A Memoir of Love and Loss

James Withey Author Of How to Get to Grips with Grief: 40 Ways to Manage the Unmanageable

From my list on to get to grips with grief.

Why am I passionate about this?

I'm the author of the best-selling books How to Tell Depression to Piss Off: 40 Ways to Get Your Life BackHow to Tell Anxiety to Sod Off: 40 Ways to Get Your Life Back, The Recovery Letters, and What I Do to Get Through. My sixth book will be, How to Smash Stress: 40 Ways to Manage the Unmanageable.

James' book list on to get to grips with grief

James Withey Why did James love this book?

He describes the death of his partner from alcoholism and the events leading up to it in an unflinchingly honest and moving way. It's raw and personal but that's what grief is. It's beautiful and respectful and shows how grief is both a shared experience and so completely individual at the same time. 

By Richard Coles,

Why should I read it?

2 authors picked The Madness of Grief as one of their favorite books, and they share why you should read it.

What is this book about?

THE SUNDAY TIMES BESTSELLER

'Immensely moving and disarmingly witty' Nigella Lawson
'Such a moving, tough, funny, raw, honest read' Matt Haig
'Beautifully written, moving and gut-wrenching, but also at times very funny' Ian Rankin
'Captures brilliantly, beautifully, bravely the comedy as well as the tragedy of bereavement' The Times
'Will strike a chord with anyone who has grieved' Independent

Whether it is pastoral care for the bereaved, discussions about the afterlife, or being called out to perform the last rites, death is part of the Reverend Richard Coles's life and work. But when his partner the Reverend David Coles died,…


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Book cover of Who Is a Worthy Mother?: An Intimate History of Adoption

Who Is a Worthy Mother? By Rebecca Wellington,

I grew up thinking that being adopted didn’t matter. I was wrong. This book is my journey uncovering the significance and true history of adoption practices in America. Now, in the wake of the U.S. Supreme Court’s overturning of Roe v. Wade, the renewed debate over women’s reproductive rights places…

Book cover of Languages of Loss: A psychotherapist's journey through grief

Lizzie Pickering Author Of When Grief Equals Love: Long-term Perspectives on Living with Loss

From my list on grief books to see you through the 3 Ds: death, diagnosis or divorce.

Why am I passionate about this?

I am a speaker, grief investigator, filmmaker, and voracious reader! Since the death of my eldest son, Harry, 23 years ago, I have become passionate about changing the landscape for people who have to face life and work when they are living with grief. Books on grief helped me enormously right from the start with Harry’s diagnosis when I was going through ‘living’ or ‘anticipatory grief’ and even more after Harry’s death. They could be fiction or factual; it didn’t matter. They offered me a translation, a guide for what I was going through, and gave me the courage to go forward as these authors were demonstrating. 

Lizzie's book list on grief books to see you through the 3 Ds: death, diagnosis or divorce

Lizzie Pickering Why did Lizzie love this book?

It is rare to find a book by a therapist that is written so viscerally and openly about their own personal experience. In writing about the sudden and unexpected death of her husband, Bill, Sasha has her professional and personal hat on.

I could almost feel her grief coming in waves through the pages, but rather than that being depressing, the therapist in her writes with wise observations on what is happening, what she is going through, and what helped at any given time; and just as importantly, what didn’t.

I have recommended this book to so many people going through grief and also to those who support them. It is a must-read! 

By Sasha Bates,

Why should I read it?

1 author picked Languages of Loss as one of their favorite books, and they share why you should read it.

What is this book about?

'This is the most startlingly honest book about grief I have ever read. Its immediacy hits you on the first page and takes you on an unforgettable journey. No one has set out so clearly the stages we go through as we try to come to terms with facing the enormity of death.' - Dame Penelope Wilton, DBE

'Sasha writes exquisitely and honestly, the sheer rawness of what she has gone through and is still going through, sitting in balance with the calm and clear-sighted objectivity of the therapist, who is also her.' - Hugh Bonneville

One person, two perspectives…


Book cover of Austen Years: A Memoir in Five Novels

Katharine Smyth Author Of All the Lives We Ever Lived: Seeking Solace in Virginia Woolf

From my list on about books (and the authors who write them).

Why am I passionate about this?

In the wake of her father’s death, Katharine Smyth turned to her favorite novel, Virginia Woolf’s To the Lighthouse, as a way of wrestling with his memory and understanding her own grief. Her book about the experience, All the Lives We Ever Lived: Seeking Solace in Virginia Woolf, was published by Crown in 2019 and named a New York Times Book Review Editors’ Choice. Smyth’s work has appeared in The Atlantic, The Paris Review, Elle, The New York Times, Literary Hub, Poets & Writers, and The Point.

Katharine's book list on about books (and the authors who write them)

Katharine Smyth Why did Katharine love this book?

“About seven years ago,” Rachel Cohen writes at the beginning of Austen Years, “not too long before our daughter was born, and a year before my father died, Jane Austen became my only author.” Weaving together memoir, biography, history, and literary criticism, Cohen draws upon five of Austen’s novels to make sense of her own life and work as she raises young children, moves across the country, and grapples with her father’s death. The result is a brilliant and beautiful reflection upon family and loss, isolation and transcendence, and reading and rereading.

By Rachel Cohen,

Why should I read it?

1 author picked Austen Years as one of their favorite books, and they share why you should read it.

What is this book about?

One of The Globe and Mail's Best Books of 2020

"A thoroughly authentic, smart and consoling account of one writer’s commitment to another." --The New York Times Book Review (editors' choice)

"An absolutely fascinating book: I will never read Austen the same way again." ―Helen Macdonald, author of H is for Hawk

An astonishingly nuanced reading of Jane Austen that yields a rare understanding of how to live

"About seven years ago, not too long before our daughter was born, and a year before my father died, Jane Austen became my only author."

In the turbulent period around the birth…


Book cover of The Tree of Man

Stephen Jarvis Author Of Death and Mr. Pickwick

From my list on turning you into a novelist.

Why am I passionate about this?

Loads of people want to be writers and the dream can come true! It did for me. So, I want to tell people about the books that have helped to turn me into a novelist. Initially, I wrote journalistic pieces about bizarre leisure activities for various British newspapers and magazines: I lay on a bed of nails, walked on red hot coals, met people who collect bricks as a hobby...and even lost my underpants while performing on the flying trapeze! (No kidding!) But my ultimate goal was always to become a novelist. Then, one day, I discovered the subject I just had to turn into a novel. And the result was...Death and Mr. Pickwick

Stephen's book list on turning you into a novelist

Stephen Jarvis Why did Stephen love this book?

This book made me realise that a great novel could be largely plotless. The Tree of Man simply describes the lives of a husband and wife in Australiaa sort of echo of the Garden of Eden set in the Outback. I can’t claim that I remember many details about it nowI read it years and years ago, but I do know that it made me feel that I too could write a plotless book, based on simple, everyday human experiences. 

By Patrick White,

Why should I read it?

1 author picked The Tree of Man as one of their favorite books, and they share why you should read it.

What is this book about?

Stan Parker, with only a horse and a dog for company journeys to a remote patch of land he has inherited in the Australian hills. Once the land is cleared and a rudimentary house built, he brings his wife Amy to the wilderness. Together they face lives of joy and sorrow as they struggle against the environment.


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Book cover of The Pianist's Only Daughter: A Memoir

The Pianist's Only Daughter By Kathryn Betts Adams,

The Pianist's Only Daughter is a frank, humorous, and heartbreaking exploration of aging in an aging expert's own family.

Social worker and gerontologist Kathryn Betts Adams spent decades negotiating evolving family dynamics with her colorful and talented parents: her mother, an English scholar and poet, and her father, a pianist…

Book cover of Cargill Falls

Monica Wood Author Of Any Bitter Thing

From my list on literary reads that contain surprises.

Why am I passionate about this?

As a writer, I want my novels to be deeply humane and beautifully written, with characters who are worth your time and love and worry. And as a reader, I want my plots to keep you up past bedtime. Unsurprisingly, these same qualities show up in novels I remember the longest. In days of yore (the 1980s) the rap on “literary novels” was that they had poetic writing and no plot. I’m glad to say that’s no longer true (if it ever was). Gorgeous writing and riveting plots can and do go together! In that spirit, I hope you’ll love my book selections.

Monica's book list on literary reads that contain surprises

Monica Wood Why did Monica love this book?

Two boys find a gun in the woods. Over the next few hours, which are rendered in a series of unforgettable scenes that travel forward and back in time, the gun will resonate through the lives of the boys, their teachers, their parents, and others.

I could not put it down, and when I finished I began reading it again. The prose is the loveliest you’ll find, and the story takes gentle and surprising turns that will stop your heart and make you feel deeply human. I loved this short, gorgeous novel and learned something about the lives of men. 

By William Lychack,

Why should I read it?

1 author picked Cargill Falls as one of their favorite books, and they share why you should read it.

What is this book about?

There is good reason why William Lychack's writing has been called 'Precise, exhilarating, sometimes wonderfully funny and always beautiful' (Margot Livesey). In prose you can practically feel moving in your hands, Cargill Falls takes you through a series of unforgettable scenes that coalesce into an extended meditation on the meanings we give or fail to give certain moments in our lives. The story begins when an adult William Lychack, hearing of the suicide of a childhood friend, sets out to make peace with a single, long-departed winter's day when the two boys find a gun in the woods. Taking place…


Book cover of Oh William!
Book cover of The Salt Path: A Memoir
Book cover of What Comes Next and How to Like It: A Memoir

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