100 books like Rules of the Road

By Joan Bauer,

Here are 100 books that Rules of the Road fans have personally recommended if you like Rules of the Road. 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 Anywhere But Here

Deborah K. Shepherd Author Of So Happy Together

From my list on road trips with women in the driver’s seat.

Why am I passionate about this?

In the ‘60s, everyone was reading—or claiming to have read—Jack Kerouac’s On the Road. I faked reading it, to appear cool. The idea of a road trip, though—characters running away, running toward, or often both—and the self-discovery that ensues—was so intriguing, I made it the heart of the novel I first drafted decades ago. I wrote about a middle-aged woman who flees her life to find a lost love and her lost youth, then put the manuscript away. For 30 years. When I retired from my social work career, I pulled it from the closet, revised it, and became an author at 74. 

Deborah's book list on road trips with women in the driver’s seat

Deborah K. Shepherd Why did Deborah love this book?

When this astonishing debut novel about a complicated mother-daughter relationship came out, I wondered if the author had met my mother. Because Adele August believes there’s nothing for her in her small Wisconsin town, she sets off for Los Angeles with her twelve-year-old daughter and a dream—Ann will be a child star; Adele will make a wealthy marriage; they’ll live the lives they were meant to. Simpson’s writing is gorgeous: “My mother and I should have both been girls who stayed out on the porch a little longer than the rest… who strained to hear the long-distance trucks on the highway... girls who looked at the sky and wanted to go away… but who finally sighed, and calling the dog with a mixture of reluctance and relief, shut the door and went home.” Reality can’t live up to Adele’s delusions; mother-child roles are often reversed; but love underlies this tangled…

By Mona Simpson,

Why should I read it?

2 authors picked Anywhere But Here as one of their favorite books, and they share why you should read it.

What is this book about?

A national bestseller—adapted into a movie starring Natalie Portman and Susan Sarandon—Anywhere But Here is the heart-rending tale of a mother and daughter. A moving, often comic portrait of wise child Ann August and her mother, Adele, a larger-than-life American dreamer, the novel follows the two women as they travel through the landscape of their often conflicting ambitions. A brilliant exploration of the perennial urge to keep moving, even at the risk of profound disorientation, Anywhere But Here is a story about the things we do for love, and a powerful study of familial bonds.


Book cover of The Pull of the Moon

Stephanie Kepke Author Of Feel No Evil

From my list on flawed, yet sympathetic characters.

Why am I passionate about this?

In second grade my teacher told me I should be a writer—I haven’t wavered in my path since. I was a voracious reader as a child and regularly snatched books off my mom’s night table. My love for flawed characters grew with each book I devoured. I felt a connection with these characters, which fueled my dream to become a writer. When I was twenty-one years old and studying writing, I wrote in my journal, “I want to write books that make people cry.” I love to explore the gray areas in life, and I’m honored that readers have told me my books do make them cry (and laugh). 

Stephanie's book list on flawed, yet sympathetic characters

Stephanie Kepke Why did Stephanie love this book?

I love this book because I love imperfect, flawed heroines…and as a fifty-something woman, Nan spoke to me.

How many times do we think of running away—even if just for a bit—but responsibilities and maybe even fear keep us from acting? Not Nan—she takes off, simply leaving an abrupt note for her husband, Martin (which takes place before the book opens). The narrative alternates between letters to Martin and journal entries (Nan spills her thoughts into a turquoise leather tooled journal with a black string fastener and a silver button—I love that detail).

The lyrical descriptions of each place Nan visits are so vivid I felt like I was riding shotgun. And I loved taking that journey with Nan and living in her head, because honestly…being in her head felt a lot like being in my own head, flaws and all. 

By Elizabeth Berg,

Why should I read it?

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

What is this book about?

“This is not a novel about a woman leaving home but rather about a human being finding her way back.”—Chicago Tribune

In the middle of her life, Nan decides to leave her husband at home and begin an impromptu trek across the country, carrying with her a turquoise leather journal she intends to fill. The Pull of the Moon is a novel about a woman coming to terms with issues of importance to all women. In her journal, Nan addresses the thorniness—and the allure—of marriage, the sweet ties to children, and the gifts and lessons that come from random encounters…


Book cover of Boop and Eve's Road Trip

Deborah K. Shepherd Author Of So Happy Together

From my list on road trips with women in the driver’s seat.

Why am I passionate about this?

In the ‘60s, everyone was reading—or claiming to have read—Jack Kerouac’s On the Road. I faked reading it, to appear cool. The idea of a road trip, though—characters running away, running toward, or often both—and the self-discovery that ensues—was so intriguing, I made it the heart of the novel I first drafted decades ago. I wrote about a middle-aged woman who flees her life to find a lost love and her lost youth, then put the manuscript away. For 30 years. When I retired from my social work career, I pulled it from the closet, revised it, and became an author at 74. 

Deborah's book list on road trips with women in the driver’s seat

Deborah K. Shepherd Why did Deborah love this book?

The author had me at the first line: “Boop loved her daughter to the moon and back, but Justine had a way of sucking the joy out of a room faster than a vampire bat.” This road trip story about three generations of women (Boop, her daughter, Justine—who’s not in the car, but her presence isand Justine’s daughter, Eve) set against a background of family secrets, has a decidedly Southern tone. One imagines a narrator relating the story from a rocker on the front porch, a glass of sweet tea in her hand. Although there are lighthearted moments, this is a serious story, about familial expectations, mental illness, family secrets, estrangement, and three women trying to find their way back to themselves and to each other. Travelling with this unforgettable grandmother/granddaughter duo is a gift. 

By Mary Helen Sheriff,

Why should I read it?

1 author picked Boop and Eve's Road Trip as one of their favorite books, and they share why you should read it.

What is this book about?

Eve Prince is done-with college, with her mom, with guys, and with her dream of fashion design. But when her best friend goes MIA, Eve must gather together the broken threads of her life in order to search for her.

When Eve's grandmother, Boop, a retiree dripping with Southern charm, finds out about the trip, she-desperate to see her sister, and also hoping to alleviate Eve's growing depression-hijacks her granddaughter's road trip. Boop knows from experience that healing Eve will require more than flirting lessons and a Garlic Festival makeover. Nevertheless, Boop is frustrated when her feeble efforts yield the…


Book cover of The Bean Trees

Deborah K. Shepherd Author Of So Happy Together

From my list on road trips with women in the driver’s seat.

Why am I passionate about this?

In the ‘60s, everyone was reading—or claiming to have read—Jack Kerouac’s On the Road. I faked reading it, to appear cool. The idea of a road trip, though—characters running away, running toward, or often both—and the self-discovery that ensues—was so intriguing, I made it the heart of the novel I first drafted decades ago. I wrote about a middle-aged woman who flees her life to find a lost love and her lost youth, then put the manuscript away. For 30 years. When I retired from my social work career, I pulled it from the closet, revised it, and became an author at 74. 

Deborah's book list on road trips with women in the driver’s seat

Deborah K. Shepherd Why did Deborah love this book?

Whenever I re-read this book, I’m gob-smacked that it’s a debut novel. Taylor Greer just wants to avoid the fate of her peers—unwanted pregnancies and dead-end lives in the small Kentucky town where she was born—when she points her Volkswagen Bug due West in search of something different. She has no idea how different her life will become when she stops at a gas station in Oklahoma and a stranger puts a small child in the passenger seat of her car. The story of how Taylor and the child become a family with the help of some unlikely friends, is one that’s stayed with me from first read. Kingsolver’s writing is quietly and deeply dazzling and paints a stunning picture of what it means to find sanctuary, family, and home in a way you never imagined. 

By Barbara Kingsolver,

Why should I read it?

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

What is this book about?

The Bean Trees is bestselling author Barbara Kingsolver's first novel, now widely regarded as a modern classic. It is the charming, engrossing tale of rural Kentucky native Taylor Greer, who only wants to get away from her roots and avoid getting pregnant. She succeeds, but inherits a 3-year-old native-American little girl named Turtle along the way, and together, from Oklahoma to Tucson, Arizona, half-Cherokee Taylor and her charge search for a new life in the West.

Written with humour and pathos, this highly praised novel focuses on love and friendship, abandonment and belonging as Taylor, out of money and seemingly…


Book cover of The Remember Balloons

Debra Daugherty Author Of The Memory Jar

From my list on helping children understand memory loss.

Why am I passionate about this?

Children’s stories about memory loss, Alzheimer’s, and dementia resonate with me because I know firsthand how difficult it is to care for someone with this disease. My Aunt Luella had Alzheimer’s, and I cared for her in my home. When my aunt no longer remembered me, my heart ached. I felt hopeless, afraid. I can only imagine how difficult it is for a child to watch as a beloved grandparent forgets them. I found these five books to be helpful and inspiring. They offer hope. They embrace the love that still exists.

Debra's book list on helping children understand memory loss

Debra Daugherty Why did Debra love this book?

When I read The Remember Balloons, I thought about my aunt Luella and cried. Like the grandpa in the story, her memories had left her.

The illustrator portrayed memories as different colored balloons, each containing a special moment. Grandpa and the child’s parents had lots of balloons, but as time went by, Grandpa’s balloons floated away. Grandpa even lost the balloon of a memory he and the child shared, the time they fished off the dock.

When Grandpa no longer remembered him, the child’s balloons increased. He now held all Grandpa’s memories. He would tell Grandpa his stories. This book explains memory loss to a child in a way they can understand. The imagery with the balloons spark interest and the story is simple, sweet, and honest.

By Jessie Oliveros, Dana Wulfekotte (illustrator),

Why should I read it?

1 author picked The Remember Balloons as one of their favorite books, and they share why you should read it. This book is for kids age 5, 6, 7, and 8.

What is this book about?

A 2019 Schneider Family Award Honor Book!

What's Happening to Grandpa meets Up in this tender, sensitive picture book that gently explains the memory loss associated with aging and diseases such as Alzheimer's.

James's Grandpa has the best balloons because he has the best memories. He has balloons showing Dad when he was young and Grandma when they were married. Grandpa has balloons about camping and Aunt Nelle's poor cow. Grandpa also has a silver balloon filled with the memory of a fishing trip he and James took together.

But when Grandpa's balloons begin to float away, James is heartbroken.…


Book cover of Should We Stay or Should We Go

Jason Karlawish Author Of The Problem of Alzheimer's: How Science, Culture, and Politics Turned a Rare Disease Into a Crisis and What We Can Do about It

From my list on making sense of Alzheimer’s disease and dementia.

Why am I passionate about this?

I’m a physician and a writer. Together, they create a matrix of practice, research, and writing. I care for patients at the Penn Memory Center and am a professor at the University of Pennsylvania, where I teach and study topics at the intersections of bioethics, aging, and the neurosciences. I wrote The Problem of Alzheimer’s: How Science, Culture, and Politics Turned a Rare Disease into a Crisis and What We Can Do About It and the novel Open Wound: The Tragic Obsession of Dr. William Beaumont and essays for The New York Times, The Washington Post, Forbes, The Hill, STAT, and The Philadelphia Inquirer. I raise whippets, and I’m a passionate reader of the physician and poet John Keats. 

Jason's book list on making sense of Alzheimer’s disease and dementia

Jason Karlawish Why did Jason love this book?

Novelist and journalist Lionel Shriver’s novel is the story of Kay and Cyril, a comfortably settled, middle-aged, middle-class British couple who make plans for their future. The experiences of a decade of caring for Kay’s father with dementia were so unsettling and disturbing that the couple agree to end their lives at 80. They carry on with their lives convinced that 80 is enough. Or maybe not. Or perhaps it depends. This book is required reading for all those planners, those self-controllers, who seize the future and bind their families with the tight contractual grip of a well-composed, gravely worded “dementia advance directive,” such as “In the event I cannot recognize family, I ask that I be euthanized” or “Should I reach a stage when I am unable to feed myself, I ask that all feeding cease.” 

By Lionel Shriver,

Why should I read it?

1 author picked Should We Stay or Should We Go as one of their favorite books, and they share why you should read it.

What is this book about?

When her father dies, Kay Wilkinson can’t cry. Over ten years, Alzheimer’s had steadily eroded this erudite man into a paranoid lunatic. Surely one’s own father passing should never come as such a relief.

Both medical professionals, Kay and her husband Cyril have seen too many elderly patients in similar states of decay. Although healthy and vital in their early fifties, the couple fears what may lie ahead. Determined to die with dignity, Cyril makes a modest proposal. To spare themselves and their loved ones such a humiliating and protracted decline, they should agree to commit suicide together once they’ve…


Book cover of The Last Days of Ptolemy Grey

Deborah Fletcher Mello Author Of Playing with Danger

From my list on the dark and stormy side of the human spirit.

Why am I passionate about this?

I am an award-winning, national best-selling author who loves reading as much as I love writing. Combine that with a good, smooth bourbon and it’s a win-win. Like my literary journey, my love for bourbon has been filled with surprises and challenges. Romance writing found me. I didn’t go looking for it. The journey introduced me to great writers and amazing stories and taught me to write better. Distilleries could extol the health benefits of bourbon, but I discovered it can be subtle, soul-searing, and pairs beautifully with a good meal and an even better book. Like my writing, bourbon leaves you feeling like you’ve had a great meal and threw in dessert!

Deborah's book list on the dark and stormy side of the human spirit

Deborah Fletcher Mello Why did Deborah love this book?

I love Walter Moseley and have read everything he’s written.

I discovered his books when former President Bill Clinton mentioned him during a State of the Union address and curiosity took me down to my local library to see what all the fuss was about. It was love at first line with his book Devil in a Red Dress.

Those that followed were equally impressive but there was something about The Last Days of Ptolemy Grey that took the storytelling to a whole other level. Part drama, part science fiction, it was a mesmerizing tale and again, showed the importance of storytelling that pulls a reader in and refuses to let them go.

I’d recommend this book if you’re looking for great writing, an air of mystery, and dynamic drama. It has that and so much more!

By Walter Mosley,

Why should I read it?

1 author picked The Last Days of Ptolemy Grey as one of their favorite books, and they share why you should read it.

What is this book about?

Soon to be an Apple Plus series starring Samuel L. Jackson, a masterful, moving novel about age, memory, and family from one of the true literary icons of our time.

Marooned in an apartment that overflows with mementos from the past, 91-year-old Ptolemy Grey is all but forgotten by his family and the world. But when an unexpected opportunity arrives, everything changes for Ptolemy in ways as shocking and unanticipated as they are poignant and profound.


Book cover of Old Pearl

Curtis Manley Author Of The Rescuer of Tiny Creatures

From my list on empathy for the world’s creatures.

Why am I passionate about this?

I’ve always been interested in the natural world. I grew up seeing the birds, raccoons, and deer that lived in the woods near my home in Western Pennsylvania. But over the years I began watching smaller things more carefully: tiny creatures with many legs—or no legs at all! I learned that even though earthworms are blind they can sense light. I realized that among “identical” ants, some behaved differently. I found out that if I was gentle, honeybees didn’t mind being petted. Even if we think they’re icky, we owe these tiny creatures our understanding and compassion.

Curtis' book list on empathy for the world’s creatures

Curtis Manley Why did Curtis love this book?

Perhaps the soft spot I have for this book is because it’s another story about rescuing a wild animal and giving it a further chance.

Every day at the park, Theo makes sure the slow bird with the raggedy wing gets some of the birdseed he throws to the younger, quicker birds. But when a dog runs at the birds, Theo learns that old Pearl, as he names her, can’t fly. He saves Pearl and brings her home, and he and his grandma take care of the bird. Theo’s heartfelt concern allows Pearl to live the rest of her life out of danger, and she and Theo become close companions. But with animal friends, there will come a time to have to say goodbye...

By Wendy Wahman,

Why should I read it?

2 authors picked Old Pearl 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?

A young boy deals with the sadness of losing a pet in this gentle, sweet ode to how nothing can take away what lives in our heart.

Theo loves feeding the birds. All the birds. But he tries his hardest to aim his seeds to the old bird with the raggedy wing—Pearl.

Soon, they are sharing apples and peanut butter, enjoying a good breeze, and sitting heartbeat to heartbeat.

But sometimes friends have to say goodbye…


Book cover of Breaking the Age Code: How Your Beliefs About Aging Determine How Long and Well You Live

Star Bradbury Author Of Successfully Navigating Your Parents' Senior Years: Critical Information to Maximize Their Independence and Make Sure They Get the Care They Need

From my list on helping you or your loved ones age successfully.

Why am I passionate about this?

I have worked in senior living for over 25 years. I was the administrative director of both an assisted living facility as well as a memory care facility and then I worked for over 18 years in one of the top national Life Care Communities in the country. During this time, I helped thousands of families navigate the complex and confusing world of senior living. I wrote my book to help families make educated and informed decisions and know what they could do before a crisis! It is not if your parents will need help, it is when! I am passionate about passing on the knowledge of my years in this field. 

Star's book list on helping you or your loved ones age successfully

Star Bradbury Why did Star love this book?

Many of the health problems formerly considered to be entirely due to the aging process such as memory loss, hearing decline, and even cardiovascular events are instead influenced by the negative age beliefs that dominate the United States.

In Japan, where age is celebrated and revered, the data is totally different. This book is a fascinating look at how our own personal beliefs about aging affect how we age. It is well worth reading and challenging yourself about your own aging concepts!

By Becca Levy,

Why should I read it?

2 authors picked Breaking the Age Code as one of their favorite books, and they share why you should read it.

What is this book about?

Yale professor and leading expert on the psychology of successful aging, Dr. Becca Levy, draws on her ground-breaking research to show how age beliefs can be improved so they benefit all aspects of the aging process, including the way genes operate and the extension of life expectancy by 7.5 years.

The often-surprising results of Levy’s science offer stunning revelations about the mind-body connection. She demonstrates that many health problems formerly considered to be entirely due to the aging process, such as memory loss, hearing decline, and cardiovascular events, are instead influenced by the negative age beliefs that dominate in the…


Book cover of Old Friends

Robyn McGrath Author Of There's Always Room for One More

From my list on helping children connect with their grandparents.

Why am I passionate about this?

As a writer and child therapist, I believe in the importance of connecting with our families. Sometimes that means making sacrifices for our loved ones who need our support. When my parents moved to be near our family, we learned how to adapt to their changing needs. Like the books I choose, sometimes a grandparent moves in with you, sometimes you navigate them being grumpy, or other times you just listen to their wishes. But mostly, it’s just being there in the moment with a grandparent that opens our eyes, and heart, to something larger than ourselves.

Robyn's book list on helping children connect with their grandparents

Robyn McGrath Why did Robyn love this book?

Old Friends is a delightful book about finding friendship in unexpected places.

Marjorie, is true to herself and longs for a friend to share in her interests, just like with her Granny. Marjorie soon decides the Senior Friend’s Group might be the perfect place to find a friend for herself.

This book is sweet, humorous, and the illustrations are full of charm, inspiring young children to connect across generations.  

By Margaret Aitken, Lenny Wen (illustrator),

Why should I read it?

1 author picked Old Friends 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?

Marjorie wants a friend who loves the same things she does: baking shows, knitting, and gardening. Someone like Granny. So with a sprinkle of flour in her hair and a spritz of lavender perfume, Marjorie goes undercover to the local Senior Citizens Group. It all goes well until the cha-cha-cha starts and her cardigan camouflage goes sideways. By being true to herself, Marjorie learns that friends can be of any age if you look in the right places.


Book cover of Anywhere But Here
Book cover of The Pull of the Moon
Book cover of Boop and Eve's Road Trip

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