17 Vintage Photos of Times Square

Times Square has long since been a symbol of the purely chaotic side of New York City. This collection of vintage photos aims to provide you a vivid glimpse into what kinds of sights you could expect to see in Times Square if you were out walking around there in the sixties and seventies.

1. People are always hustling in Times Square

A busy 1950s city street scene with vintage cars, buses, and pedestrians. Large billboards and signs advertise various products, including televisions and tobacco. The scene conveys a bustling urban atmosphere with classic mid-century style.
anonymous

Look at all those sleek fits.

2. This is such a vibe

A person with hair curlers walks on a busy city street, surrounded by tall buildings and large billboards. They wear large hoop earrings and a jacket. The scene captures the bustling urban atmosphere.
turkeysando

No kidding though.

3. Now that’s a Mets fan

A black-and-white photo of a street scene featuring a person dressed in a clown costume walking among a crowd. The clown wears a baseball uniform with "Mets" on the front, surrounded by people in 1960s-style clothing and buildings with neon signs.
deleted

Mets fans are in a league of their own.

4. The coffeeshops in the sixties and seventies in Times Square just hit different

Two men sit at a diner counter, viewed through a window. One wears glasses and a hat, holding a newspaper. The other has a moustache and leans forward. Menu signs are visible on the wall behind them.
clubhouserule11

Coffee was certainly cheaper back then too.

5. Posted up

Two people are leaning against a post on a city street. One wears a patterned shirt and smokes, while the other sports a hat, shorts, tall socks, and sneakers. A bus and a theater marquee are visible in the background. The photo is in black and white.
anonymous

A moment of pause in the ever busy Times Square.

6. That looks like a heavy load to haul around

A bustling city street scene with pedestrians, including a man in a red striped shirt pushing a cart full of bagged items. Smoke rises from nearby, and large store signs are visible in the background. The atmosphere is lively and busy.
anonymousdelete

You can feel the determination coming off of him too.

7. People are always on the go in Times Square

Traffic scene on a busy city street with yellow taxis and cars in the foreground. Tall buildings line both sides of the street, and a bright sky is visible. Billboards and street signs are also present.
timessquarebusytimes

So many places to be all the time, and Times Square was tough to drive through.

8. Always love a proper aerial shot of Times Square

A bird's-eye view of a busy city intersection with tall buildings on both sides. The road splits into two, converging towards the center. Billboards and traffic fill the scene, capturing a vibrant urban atmosphere.
areialtimessquaremoment

The aerial shots give you a deeper sense of the sheer size of Times Square.

9. Jane Fonda and her dad out exploring Times Square in the sixties

A woman and a man stand outside, smiling and looking in the same direction. They both wear coats. Behind them are movie theater marquees displaying "On The Beach." The setting appears to be a city street.
deleted

Just a couple of Hollywood icons.

10. Honestly, the pricing is worth drooling over

A man stands behind a restaurant counter, partially obscured by stacks of egg cartons. Various menu signs with prices hang on the wall above him. The kitchen has a vintage style with visible plates and cooking equipment.
eggspastrameez

This guy cooks.

11. So many lights erupt from Times Square

A bustling city street at night, illuminated by vibrant neon signs and billboards. Crowds walk along the sidewalks under signs advertising pasta, cameras, and movies. The scene feels lively and energetic, capturing an urban nightlife atmosphere.
lifeinlifetiems

You’re going to be hard-pressed to enjoy a starry night from out in Times Square.

12. Oh these ladies have the city figured out

A group of elderly women walks across a street in a busy urban area. They are wearing coats and carrying bags. The background shows buildings, people, and a parked car. The image is in black and white.
deelted

Seriously, giving off such power.

13. Looks like it was an especially tough day to brave the weather

A snowy urban street scene with pedestrians crossing. Yellow taxis and cars are on the road. Buildings display colorful advertisements, including Burger King and other businesses. People are dressed in winter clothing.
anoymousmoments

Nothing worse than having to abandon your car during a snowstorm in New York City.

14. You can almost just hear the noise of Times Square

A bustling 1940s city street scene with people in coats and hats. A large billboard for Camel cigarettes features a man exhaling smoke. Surrounding buildings have various advertisements and signs, including for a hotel and clothing stores.
timesofoldentimes

Yeah, and especially all the honking, sirens, and sidewalk banter.

15. Bill Murray loves to hang with the people

A man with a cigarette and a jacket lifts his shirt to reveal a face drawn on his stomach. Two women wearing coats and holding books stand nearby, one smiling while looking on in a casual indoor setting with menu signs in the background.
deleted

Bill looks like he’s having a day of it.

16. It seems like New York City has always been getting rocked by snowstorms

A person walks through a snow-covered Times Square in New York City. The streets are lined with large, vintage-style advertisements and buildings, including the Astor Theatre. Snow heavily blankets the ground and cars. The scene feels historic and urban.
anonymous

Yeah, that’s going to be a cold walk around town.

17. These fits are simply iconic

Two people walk in a city intersection, both wearing stylish red suits and sunglasses. One carries a red bag. Buildings and a painted mural are in the background. They exude a confident, fashionable vibe from the 1970s.
deelted

Yeah, they nailed it.

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