100 Books Like New York Diaries

I am definitely recommending some very big books here! 

This one is easily recognizable because of the size of its spine, but it’s also incredibly interesting – an economic, social, and political history of New York City from its founding to consolidation, I think the best thing about this book is all the subjects it covers which I knew nothing about. 

New York City during the American Revolution comes to mind. So does the early history of New York’s apartment buildings. There’s a reason this book won a Pulitzer Prize. 

I like the sequel too (called Greater Gotham, only by Wallace), but prefer this book, I think, because I know the post-1898 history better while much of this book was novel to me.

Joseph Mitchell was the city reporter for the New Yorker for about half a century. This is a collection of his magazine stories. Many of them involve the old Fulton Fish Market, but he also wrote about weird things like dime museums, gypsies, and stag banquets. 

To me, every story in this collection is like a time capsule. This is the book that made me want to write about New York City because it suggests there is a history on every block there worth recording. If you don’t like a chapter or two, then skip to the next one, but I’ll vouch for 80% of this book being the best non-fiction writing that I have ever read (and I practically read for a living).

I’ve lived in New York City all of my life. I sang doo-wop in Washington Square Park in Greenwich Village when I was a teenager, and then folk rock with my group, The New Outlook.

If ever there was a time-travel ticket to a past and a place that I knew so well I could still see the sun glinting through the tree leaves, hear the din of the eateries as I walked by, and, most important, still hear the music by people vastly more famous than me, music that actually defied any given time or place, it would be David Browne's book, Talkin' Greenwich Village.  

Joe Keenan’s madcap farces made me want to write my own. They’re the kind of books that make you laugh so hard you just have to read lines from it to the person sitting next to you (preferably someone you know because strangers on mass transit don’t appreciate that kind of thing). As zany as they are, his novels are rooted in the real, doing-whatever-you-can-to-make-it lives of theater people. So they’re not as far-fetched as you might think. Life in New York City really can be that wildly glamorous. And hilarious.

This is a novel about Italian immigrants struggling to survive in New York City’s Little Italy during the early years of the twentieth century amid the growth of the Black Hand, the precursor to the American mafia. The book is unique in that most of the characters are the author’s actual ancestors and people with whom they had come into contact during that era. Similarly, the grisly central events described in the story all occurred.

It is beautifully written and filled with fascinating historical details. The characters and the descriptions of places and events come alive on the page. Fabiano includes an extensive Glossary of Italian Terms used in the book, as well as a multi-generational family tree. Elizabeth Street makes for very good reading!

Growing up in New York City, I’ll never forget my first experience, at around the age of seven, with people literally living underground. Our subway stalled in a tunnel in front of an abandoned station. The lights went off in the car and the platform outside was cast in an eerie orange glow by a single bulb.

Suddenly, a figure emerged from the shadows, charged my subway car, and started banging wildly and laughing maniacally, just on the other side of the glass to me. This continued for what felt like a million years before the train came back to life, and we moved on.

Decades later, I discovered this book about a parallel city below mine where people like that man live an alternative existence in miles and miles of dark warrens underground. I’m obsessed with it.

This is post-modern crime fiction thematically linked and all with increasingly unreliable characters—because they’re each going insane.

In City of Glass private investigator, Daniel Quinn, goes mad sinking deeper into an investigation about identity. Who is telling his story and can they be relied on? Is it any of these characters who appear: ‘the author,’ ‘Paul Auster the writer,’ ‘Paul Auster the detective’?  Whoosh.

I love this stuff but understand it’s an acquired taste!

I love the way Bushra Rehman writes about immigrant New York in the 80s – in vignettes that thread together to convey a sense of time, place, and geography.

All her characters are portrayed sensitively and complexly: from the main protagonist Razia coming into her queerness, to Pakistani aunties with their own histories and trauma, to friends who grow further apart.

I love how much this story is about women as the cornerstones of community. 

Tough Jews is a short history of Jewish-American gangsters and their Italian colleagues with whom they made common cause. It is here for the first time that we understand why Arnold Rothstein was the most important gangster in America.  Having introduced "organized" into organized crime, he promised underworld figures the help of the famous attorney William Fallon if they landed in trouble and agreed to look after their families if they got sent up the Hudson (to Sing Sing). I am struck by the fact that Cohen makes his history personal, by means of his own contacts with the people who know the inside story of how the Jewish gangsters thrived—or didn't. He sits down with them; he eats with them; and he gets them to remember how it once was in the days of Dutch Schultz, Legs Diamond, and Arnold Rothstein.

I’ve read this book more than any book I’ve ever read. It’s what inspired me to not just want to be a writer but a sportswriter.

Telander does what all writers aspire to do: Turn a slice-of-life story—in this case, a group of Black kids from Brooklyn who love playground basketball—into a bigger lesson about human connection. He uses curiosity, an eye for details, and a sense of humor to make every character feel fully realized.