20 Photos of Old New York City (1890-1960)

New York City, with its towering skyline and vibrant streets, has always been a symbol of progress and transformation. From 1890 to 1960, the city underwent remarkable changes that would shape its future. Through a series of classic photographs, we’re transported to a time when horse-drawn carriages mingled with early automobiles and neighborhoods buzzed with the energy of a rapidly growing metropolis.

These images offer a rare glimpse into the heart of Old New York, capturing the essence of its people. From the construction of the iconic skyscrapers to the lively streets filled with immigrants and visionaries, each photo reflects a moment in time that helped forge the city’s unique identity. Here are 20 vintage photos of New York City from 1890 to 1960.

1. New York City, 1890.

A bustling street market scene from the early 1900s shows a diverse crowd of people shopping and socializing. Horse-drawn carts, market stalls, and multi-story buildings line the street, capturing the vibrant atmosphere of the time. Part of a collection of old photos of New York City.
u/gliggett/via reddit

This is Mulberry Street, AKA New York’s Little Italy.

2. Broadway, 1900.

A bustling early 20th-century city street scene with crowds of people in period attire. Horse-drawn carts and vintage signs line the street, with tall buildings and a prominent columned structure in the background.
u/mrflow/via reddit

Still just as crowded, but there are way fewer cars driving around.

3. New York Subway, 1910.

Vintage image of people sitting inside an early 20th-century subway car. Women and men wear formal clothing and hats. The carriage is decorated with ads and a conductor stands in the aisle. The atmosphere appears calm and composed.
u/worldhub995/via reddit

It’s surprising that there were as many ads back then as there are now.

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4. Crossing the street in 1960.

A stylish woman in a fitted dress and hat walks arm-in-arm with a man in a suit and hat on a city street. Vintage cars and a truck are in the background, suggesting a mid-20th century urban setting.
via reddit

If it weren’t for their style, this would look a lot like New York today.

5. A look inside a cafe in 1939.

A woman in a white dress sings on stage at a smoky, crowded nightclub. People sit at tables with drinks, watching her perform. The audience is a mix of men and women, all focused on the performance in the dimly lit room.
u/pharoahsbarber1313/via reddit

I’m so happy they don’t let people smoke inside anymore.

6. Hot dog stand in Little Italy, New York, 1960.

A man in a white chef's outfit stands outside a small food stand decorated with colorful pennants. The stand has Pepsi signage and is set on a street. Two other people are seated inside. Buildings and traffic are visible in the background.
u/realhiphopfiles/via reddit

This is a semi-permanent hot dog stand.

7. A rainy time square in 1943.

A vintage streetscape on a rainy day shows people walking under umbrellas. Brightly lit billboards and signs advertise various products. Classic cars drive through the wet streets, reflecting the colorful lights on the puddled ground.
u/colorizedhollywood/via reddit

Walking around New York with an open sky would be incredible.

8. Immigrant family at Ellis Island, looking at the New York skyline.

A black and white photo shows a family of five, including children, standing by the waterfront with luggage, gazing across the water at the distant New York City skyline. The scene suggests an arrival or departure in the early 20th century.
u/eaglemaxie/via reddit

This photo was taken in 1925, and it’s incredible to see people’s first impression of New York.

9. A photographer taking a picture of New York streets.

A person crouches on the edge of a tall building overlooking a bustling cityscape below, with historical architecture, including a clock tower and large crowds on the streets. The scene appears to be in black and white.
u/majoodeh/via reddit

This man is willing to do anything for the perfect shot.

10. The streets of New York, 1908.

A historic black-and-white photo of a city street lined with ornate buildings from the early 20th century. Horse-drawn carriages and early automobiles travel on the road, while pedestrians in period attire walk on the sidewalk.
via reddit

Look at all those parking spaces. New York today could never.

11. Times Square lit up at night, 1921.

A vintage nighttime scene of Times Square, New York City. Bright neon signs and billboards illuminate the streets, advertising products like Ever-Ready razors and Macy's. Tram tracks and a few cars are visible, with a person crossing the street.
u/ordinarybrilliant717/via reddit

You could probably still see the stars back then; now, the light pollution is overbearing.

12. Skateboarding in the ’60s.

Black and white photo of four people skateboarding down a city street lined with vintage cars. The leader leans forward, and the others follow in casual attire. Urban buildings and a truck are visible. The scene captures a sense of adventure and freedom.
via reddit

Riding those tiny skateboards must take some serious skill.

13. Wise guys at a restaurant, 1960s.

A group of six men in suits are sitting around a dining table engaged in conversation. The table is set with dishes, glasses, and wine bottles. The setting appears formal, possibly at a banquet or dinner event.
u/remarkable_put_7952/via reddit

If I was taking the photo and someone gave me that look, I’d get to the door fast.

14. A daredevil balancing 20 stories high, 1920.

A man in a suit and tie balances on two chairs and a table atop a rooftop, his legs extended in the air. The background shows a hazy skyline with various buildings. The situation appears precarious and daring.
u/elite_lucifer/via reddit

I love how people wore suits no matter what the occasion was.

15. This seems like a good place to hang out.

A man in a uniform is hanging from a steel beam high above a busy city street. The photo is in black and white, and the background shows buildings with advertisements and a street filled with cars and pedestrians.
u/tesla_beats_edison/via reddit

It takes some serious upper body strength to get back up.

16. The Lower East Side looked post-apocalyptic.

Two people walk past an old, graffiti-covered building with boarded windows and crumbling brickwork. One holds a plastic bag, and the other gestures with an arm. The atmosphere is gritty and urban.
u/bogeyj/via reddit

Hey, at least it looks affordable.

17. A technician doing telephone switch maintenance in New York, 1938.

A man in a vest and tie is sitting on a ladder, working on a large, intricate wall of vintage electronic equipment with numerous wires and components in a room with metallic hardware.
u/concernedearthling/via reddit

And what do you know, he’s in a three-piece suit. Does anyone today have the patience to do this?

18. A weekend in New York, 1950.

A couple in vintage clothing stands at the edge of a grassy area, overlooking the water. The New York City skyline, featuring mid-20th century skyscrapers, including the Chrysler Building, is visible in the background. Two empty chairs are nearby.
u/baronvonbroccoli/via reddit

It’s pretty incredible how fast the New York skyline was built.

19. A rainy day in New York, 1943.

A black and white photo of a rainy urban street scene in the 1940s. A woman with an umbrella walks on a wet sidewalk, while cars, buses, and people move around. Billboard signs and storefronts are visible in the background.
u/thekingofkolo/via reddit

Times square looked cooler in the 1940s.

20. Ottoman wrestlers visiting New York for a wrestling competition.

Two men in early 20th-century attire stand side by side. The man on the left wears a fur-lined coat and patterned headwear, while the man on the right wears a double-breasted coat, fez, and holds a cane. A third person is partially visible.
u/lowrenzofreshkobar/via reddit

Have you ever seen a more menacing duo?