The best Beat Generation books

On the Road is the mother of all 20th-century American road trips. It’s a mad rush West, an impetuous quest for life and friendship, as experienced by the protagonist, Sal Paradise. This is Kerouac’s episodic account of his own restless relationships among transients who question, postpone, reject, or can’t afford the post-World War II American dream of house, spouse, car, career, and kids. What I love about this iconic American road story is Kerouac’s authenticity, his thirst for life, his human fallibility, his truth. 

Although not a book about travel I feel this book fits the list, as it is essentially an extended love letter to both Jack Kerouac and Neil Cassady, who at certain stages in her life, were the lovers of the author. What this book also describes is how people who decide to stay at home, while their lovers and friends embark on endless road trips, survive the ordinary hardships of day-to-day living. The book is incredibly insightful and sheds new light on the lives of the aforementioned famous Beat Generation authors. It also warns that the perils of living in the moment, fast time, no responsibilities, does not always lead to a long and happy life. As I discovered during my own extensive travels, if you stay on the road too long, you might not be able to find your way home.

This book is sort of an alternate take of On the Road. Cody Pomeroy here is Dean Moriarty, this book is his legend, and instead of unravelling it all in a chronological spiel it's the koans and page-long dreams of remembrance, some of the richest extended prose he ever made.

The writing is true to the soul and heart of the continent and it captures the electric twentieth century.

He wanted to roll up all his books together, standardize the names, and call it The Duluoz Legend. When I read him now I think of all those words as a part of it. There are so many pieces and places to dive into, but if you're ready for the deep stuff then get digging into this golden loam and be glad.

This is a novel published by Ken Kesey in 1964. Not only is it one of the best books to understand personality, but it is one of the best novels ever. It tells the story of an American family whose patriarch, Henry Stamper, is a classic narcissist. Stamper could be described as a confident, callous, Controlling Wanderer. He is an independent logger and owns his home and business on a river on the central coast of Oregon. He defies the small town, his neighbors, and the national union. His behavior ultimately leads to much pain and suffering. However, Henry has a good time.

The writing is poetic and insightful. All the characters' personalities are well fleshed out. It is the story of America coming of age in the '50s and '60s. Today, sixty years later, America's culture is changing; but personalities remain as they've always been. Personality is the bedrock… show more.

A Buddhist activist and Pulitzer Prize-winning beat generation poet, Snyder celebrates “wildness” as a moral principle. It gives value to the living world and invites us to the wild places within, the inner wilderness that carries us beyond the comforting assurances of the mind. He cautions against looking for metaphorical and spiritual meanings “beyond and through” the natural world. This risks our not “seeing what is before our very eyes: plain thusness” … which in itself is more than enough to astound!

One of the first places I heard about Buddhism was through Allen Ginsberg, Jack Kerouac, and Gary Snyder. The joy of reading Kerouac has worn off a bit, but Snyder and Ginsberg have become lifetime companions and real sources of inspiration for me, not least in their engagement with Buddhism. This collection of poems, essays, letters, and other writings brings them together with a much wider range of writers – Diane di Prima and Philip Whalen, Anne Waldman and Kenneth Rexroth, William Burroughs and Lawrence Ferlinghetti – showing how the best minds of two generations heard, felt and responded to Buddhism in their many different ways. It’s a real treasure-house of words.

While Jack Kerouac can arguably be synonymous with the Beat generation, the poems in this collection reveal a lesser-known and seldom seen but poignant side of Kerouac’s legacy. He distills his surroundings into short vignettes, reminiscent of the Beat style and motif, but incorporates a significant amount of nature imagery. They’re beautiful glimpses of the world through the eyes of one of America’s most influential authors.

“The little flowers grew everywhere around the rocks, and no one had asked them to grow, or me to grow.” The joy in Kerouac is stumbling along with his absent-minded musings and finding the stretches of poetry that really speak to you. Dharma Bums is spiritual and inward-focused, but the characters spend time in nature, trying to figure out their place in it. It’s the kind of companion that you want to have with you on a canoe trip or sharing space with you on a hammock on a warm fall day.