Skip to primary navigation Skip to content Skip to footer
Back to Blog

Top Ten Fun & Interesting NYC Facts

a person with long hair and a sunset in the city

New York City is a place brimming with surprises. From quirky historical tidbits to little-known cultural trivia, the city offers endless fascinating stories. Whether you’re a seasoned New Yorker or a first-time visitor, these fun and interesting facts about NYC will surely pique your curiosity. And guess what? Many of these facts can be experienced firsthand on our delicious and informative tours!

1. The Whispering Bench

an empty park bench next to a brick wall

By: Gothamist

Central Park, the green heart of Manhattan, hides a fun secret: the Whispering Bench at Shakespeare Garden. Sit at one end, and whisper; your friend at the other end will hear you perfectly thanks to the bench’s curved design. This romantic spot is perfect for sharing secrets and sweet nothings.

1a. Discover the Magic of the Whispering Gallery at Grand Central!

a group of people standing in front of a building

Located in front of the Oyster Bar & Restaurant, the Whispering Gallery at Grand Central Terminal is a must-see. Built in 1913, Grand Central is the world’s largest train station and a famous movie landmark. The gallery’s mystifying acoustic trick lets two people stand at opposite arches and hear each other’s whispers from across the 2,000 sqft chamber. It’s a truly unique experience you won’t want to miss!

2. From Infamous to Delicious

graffiti on a wall above a store
Hell’s Kitchen, once known for its rough-and-tumble reputation, has transformed into a dessert lover’s paradise. This neighborhood is famous for its eclectic mix of sweet spots that will satisfy any sugar craving. Fun fact: Hell’s Kitchen got its name from a notorious 19th-century gang, but today, it’s a heavenly spot for dessert enthusiasts! On our Hell’s Kitchen Dessert Tour, you can indulge in treats like gourmet doughnuts, artisanal chocolates, and decadent cupcakes.

3. The Naked Cowboy’s Stage

Naked Cowboy is walking down the street

                                                                                                                                                                               by: Vice

Times Square is famous for its bright lights and bustling energy, but it’s also home to the quirky Naked Cowboy. This street performer, clad in just a cowboy hat, boots, and briefs, has been entertaining crowds for over 20 years. Did you know that Times Square was originally called Longacre Square before The New York Times moved there in 1904?

Meet the Naked Cowboy, Times Square’s most iconic street performer! Born Robert Burck, this guitar-strumming sensation has been serenading NYC crowds since 1998. Dressed only in cowboy boots, a hat, and strategically placed briefs, his journey began as a simple dream to make a name for himself in the entertainment capital of the world. What started as a quirky act has evolved into a beloved symbol of New York’s eclectic spirit. With his infectious energy and fearless charisma, the Naked Cowboy has not only entertained millions but also become a pop culture legend, proving that in the city that never sleeps, anything is possible!

4. The Flatiron Building’s Windy Secrets

Flatiron Building Under Construction and Today
The Flatiron Building, one of NYC’s most recognizable skyscrapers, has a quirky history. Its unique triangular shape created wind currents that often lifted ladies’ skirts, much to the delight of onlookers in the early 1900s. Did you know the Flatiron Building’s distinctive design inspired the name “Flatiron District”? Our Flatiron Food, History & Architecture Tour takes you through this iconic district, combining delicious food stops with fascinating stories. 

The Flatiron Building, one of NYC’s most distinctive landmarks, is more than just an architectural marvel. Completed in 1902, its unique triangular shape caused unpredictable wind gusts at its pointed corner on 23rd Street. This led to a curious phenomenon: men would gather to catch glimpses of women’s skirts being blown up by the wind, prompting police to shoo them away with the phrase “23 skidoo!” This quirky bit of history not only gave rise to a popular slang term but also adds a playful twist to the tale of this iconic building, capturing the whimsical spirit of early 20th-century New York.

5. Hipster Capital of the World

a group of people walking down a street next to a bicycle

                                                                                                                                    by: The New York Times

Williamsburg in Brooklyn is a hipster haven known for its artsy vibe and incredible food scene. Once an industrial area, it’s now packed with trendy cafes, vintage shops, and vibrant street art. Fun fact: Williamsburg was once known as “The Cradle of Industrialization” but has since reinvented itself as a hub for creativity and culture. You can explore more about this artsy hub on our Williamsburg Brooklyn Food Tour, you’ll sample everything from artisanal cheese to gourmet chocolate.

6. Grand Central’s Hidden Tennis Court

a person on a court with a racket

                                                                                                                                                           by: 6sqft

Grand Central Terminal is not just a transportation hub; it’s also home to a hidden tennis court! The Vanderbilt Tennis Club, located on the top floor, offers a unique place to play a match in the heart of the city. Fun fact: Grand Central’s celestial ceiling was accidentally painted backwards, and the error was never corrected!

7. A Parade of Elephants

a group of people crossing a street in front of an elephant

                                                                                                                                                                   by: CBS News

The Brooklyn Bridge, completed in 1883, is an architectural marvel. To prove its safety, P.T. Barnum led 21 elephants across it in 1884. Imagine the sight! Did you know that the bridge’s construction was overseen by a woman, Emily Roebling, after her husband, the chief engineer, fell ill? You can walk across this historic bridge and enjoy stunning views of the city on our DUMBO, Brooklyn Heights, & Brooklyn Bridge Tour.

8. Home of the Oreo

a large building with a clock on a bridge
Chelsea Market, now a bustling food and shopping destination, was once the factory where Nabisco invented the Oreo cookie. On our Chelsea Market Food and History Tour, you’ll dive into the market’s rich history and savor its diverse culinary offerings. Fun fact: Over 450 billion Oreo cookies have been sold since they were first created right here in NYC!

9. A City Underneath the City

a subway train
New York’s subway system is one of the oldest and largest in the world, with 472 stations. It might surprise you to learn that the first subway line opened in 1904, and it was an immediate hit. Today, the subway is an essential part of New York life, transporting millions of people every day. Fun fact: The New York City Subway almost never closes; the trains run 24 hours a day, 7 days a week, all year.

10. Unearthed History: The Hidden Cold War Bomb Shelter Beneath the Brooklyn Bridge! 🏙️🚀

Brooklyn Bridge Closeup

Imagine stumbling upon a secret time capsule from the Cold War era right under one of NYC’s most iconic landmarks! That’s exactly what happened in 2006 when city workers were conducting a routine inspection under the Brooklyn Bridge. Hidden away for decades, they discovered a fully stocked bomb shelter, complete with provisions like crackers, water drums, and medical supplies – all labeled “For Use Only After Enemy Attack.”

This clandestine cache was a chilling reminder of the nuclear tensions of the 1950s and ’60s, when fears of an atomic strike loomed large. The shelter, tucked away in an arched structure beneath the bridge, had been forgotten for years, quietly holding its secrets until its unexpected rediscovery. This thrilling find offers a fascinating peek into NYC’s Cold War history, right under the feet of millions of daily commuters. Next time you cross the Brooklyn Bridge, remember – there’s more to its story than meets the eye! 🌉✨


New York City is full of surprises waiting to be discovered. Whether you’re indulging in delicious desserts in Hell’s Kitchen, exploring the rich history of the Flatiron District, or walking across the majestic Brooklyn Bridge, there’s always something new to learn and experience. Join us on one of our “Like A Local Tours” to dive deeper into these fascinating stories and see NYC through the eyes of a local. Let’s explore, discover, and make memories in the city that never sleeps!

For more details on our tours and to book your next adventure, visit our website at Like A Local Tours. See you in the Big Apple!