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30 Vintage Photos From The Late 1920s

History Nostalgia Vintage Photos May 27, 2025

Last Updated on May 27, 2025 by Matt Staff

Take a step back into the dazzling twilight that made up the infamous Roaring Twenties. This was a time when jazz ran rampant through speakeasies, and skyscrapers seemed newly able to rise even higher against skylines. These 30 photos will serve as a vivid time capsule to that era that has long since passed us by.

1. A striking mugshot back in the late 1920s

Black-and-white mugshot photo showing a young man with short hair in a vest and collared shirt, pictured from the side and front, wearing an identification number "14312" on his chest.
safenot9588

2. Someone’s grandmother looking like a stunner back in 1928

A black-and-white portrait of a woman with wavy hair, resting her chin on her hand. She wears a dark top, a necklace, earrings, and a ring, and gazes thoughtfully at the camera.
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3. The elegance on the streets of New York City in 1928

A stylish couple from the early 20th century walks arm in arm down a busy city street. The woman wears a cloche hat and knee-length coat, while the man sports a top hat, long coat, cane, and bow tie. Pedestrians fill the background.
jocke75

4. Now that’s a magical smile

A smiling baby in a light outfit sits on a tricycle outdoors, holding the handlebars. The background features a wire fence and large building structures. The photo is in black and white.
anonymous

5. A literal family candy truck

A sepia photo of a man, woman, and three young children standing in front of a vintage delivery truck labeled "Gist & Womack Co." The family poses outdoors, dressed in 1920s-era clothing.
anonymous

6. Air travel in 1928

Black and white photo of passengers sitting in wicker seats inside a vintage airplane cabin, facing forward. Some people wear hats, and personal items are stored above them.
cinnamondish

7. 5 generations of a family in Yorkshire

A black-and-white photo of three women, one man, and a baby. An elderly woman is seated, holding the baby, while two women and a man stand behind them in front of a brick wall and a window with patterned curtains.
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8. Looks to be a foggy morning out by the bridge

People stand on a pebbled riverbank feeding swans, with London’s Tower Bridge visible in the foggy background across the Thames.
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9. A bricklayer back in 1928

A man wearing a flat cap and vest carries a heavy load of bricks on his shoulders, balancing them on a wooden support. His expression is serious, and he stands against a dark background.
anonymous

10. Woman walking a goose down a street in New York City

A woman in a patterned dress and hat walks a goose on a leash down a city sidewalk, while vintage cars and a man in the background suggest the scene is from an earlier era.
anonymous

11. A couple at Coney Island

A couple stands arm in arm on a dock, facing away from the camera and looking at a large clock tower by the water. The woman holds a fishing rod and both are dressed in vintage 1920s-style clothing.
anonymous

12. 1928, Claude Rigsby, owner of Rigsby Station, Waynesville, Missouri

A vintage photo of a small gas station with old fuel pumps, Coca-Cola signs, and a man in uniform standing in front. The gas price is 15 cents. The station has a porch with benches and various advertisements.
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13. Outside the Metropolitan Church in DC, 1928

A smiling man and woman in 1930s-era clothing stand beside a vintage car on a city street, with a brick building and bare trees in the background.

14. A shot from a honeymoon in 1928

A man in a suit and bow tie stands next to a woman in a dark 1920s-style dress. They look at each other and smile, posing outside in front of a porch with a potted plant on the railing.
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15. 1928, a children’s wagon pulled by a goat

Black-and-white photo of two smiling young children sitting in a small cart pulled by a goat. The cart has a sign reading "Gastonia ~1928~" and is in front of a wooden railing.
jaglkn

16. 1928, The Red Deer Amazon women’s hockey team

A vintage black-and-white photo of a women's hockey team in matching sweaters with a coach in a suit. The players hold hockey sticks and pose in two rows, smiling at the camera.
hooverpaul

17. A country club beauty contest in 1928

Four women in vintage swimsuits stand in a row outdoors, posing for a crowd of onlookers dressed in early 20th-century clothing and hats at what appears to be a public event or competition.
flamingoevery5528

18. A prohibition bust in Glendale, CA, 1928

Two men in suits and hats pose with a large stack of rectangular metal containers in front of bars, possibly in a police station or evidence room. One man is standing, and the other is crouching.
axlcobainvedder

19. 9 Mile Road, Ferndale, Michigan, 1928

Black and white photo of a 1920s or 1930s city street with vintage cars parked in front of shops, including F.W. Woolworth Co. 5 and 10 Cent Store, a Kroger grocery, and other storefronts.
gloomicorn

20. A lady enjoys her meal on the Berlin Zeppelin, 1928

A woman in 1920s attire sits at a dining table set with dishes and tea inside an airship, with a view of a city’s buildings and streets visible through the window behind her.
nickelplatedemperor

21. Hanging up some stockings for Santa Claus in Ohio, 1928

Two young children in a cozy living room; one boy stands by a fireplace decorated with stockings, while a baby sits on a blanket on the floor, both near a crackling fire. The room is warmly decorated for the holidays.
anonymous

22. Someone’s great grandad way back in the day posing with a new car in 1928

A young boy wearing a dress shirt, tie, and slacks stands smiling in front of a vintage car. The black-and-white photo appears old, with trees and a house blurred in the background.
mjlnw23

23. The fish market at Mulberry and Bayards streets

Three men in aprons stand in front of a market stall with baskets of produce, smiling and holding fish. The scene appears historic, with faded black-and-white tones and an old storefront in the background.
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24. Café du Dome, Paris, 1928

Black and white photo of a busy outdoor Parisian café with people in 1920s attire. Men in suits and hats, women in cloche hats, sit at small tables with drinks, talking and reading newspapers. Café signs are visible in the background.
hooveraul

25. A little girl named Berta sits with some toys

A young child sits at a table with a checkered tablecloth, surrounded by toys and a potted plant, outdoors with leafy plants in the background. The child gazes at the camera with a slight smile.
catinmyshoe

26. East 4th and Euclid Avenue

Black-and-white photo of a busy city street in the 1920s or 1930s with vintage cars, a streetcar, buses, and people walking on wet pavement near shops and tall buildings.
myipodstillworks

27. Students at the Milwaukee School of Engineering, 1928

A group of young men and one woman in early 20th-century attire stand in front of a building with a large window displaying the words “SCHOOL OF ENGINEERING” (with a space in "ENGINEERING").
anonymous

28. Mobile library at the Rockville Fair, Maryland, 1928

Two women stand by a book-filled truck with a sign reading “County Library—We Want One” at a fairgrounds, with vintage cars, chairs, and trees in the background, promoting the need for a local library.
5frogmargin

29. A children’s fashion contest in Harlem, 1928

A group of young Black girls in dresses and bows pose on a city sidewalk in front of storefronts, including signs for real estate and employment agencies. Two adults stand behind them. The photo appears to be from the early 20th century.
cryptographerkey21

30. A family outside of a roadside cantina in Mexico, 1928

A rustic wooden cabin with a log and stone roof sits in a rural landscape. Several people, including children and a dog, are gathered outside. Pines and rolling hills are visible in the background under a clear sky.
catinmyshoe

Explore more vintage content:

Jump back a few years with our gallery of 25 Vintage Photos from the Late 1890s to watch the party get started. Then see the mood change overnight in 20 Colorized Photos from the Great Depression.

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