Three vintage cars with people sitting on or near them are parked in front of an old stone ruin surrounded by trees. The image appears to be from the early 20th century.
Anonymous1891

The 1920s were a period marked as the golden age for the automobile. It was a distinct time in history when cars changed from luxury novelties into essential parts of everyday life. From sleek touring cars to boxy sedans, these automobiles quickly became unrivaled symbols of freedom, innovation, and status. This collection of 18 vintage photos can capture the personal vehicles that defined the roaring twenties, and also the proud drivers behind the wheel.

1. Now that’s in impressive 1920s race car you’ve got there, my good sir

A vintage black-and-white photo of a man wearing goggles and a cap, sitting in an old, open-wheel race car numbered 05. Several early automobiles are parked in the background near a fence.
vonkemper/via reddit.com

2. Always going to have love for the three-wheeled motorcar

Three women wearing traditional Japanese kimonos sit on a vintage, open three-wheeled vehicle. The driver in front holds a horn, and the two passengers sit behind her. The background is an outdoor park or garden setting.
eaglemaxie/via reddit.com

3. Showing off the new car to the relatives

Five people stand in front of an old wooden house and a vintage car. The group is dressed in coats and hats, and the setting appears to be early 20th century. The mood is formal and the photo is black and white.
mks113/via reddit.com

4. Someone’s great grandmother striking a pose with the family car in the 1920s

A woman in a coat and dress smiles while sitting on the running board of a vintage car, with mountains and a telephone pole in the background. The photo is in black and white.
famhistoryenthusiast/via reddit.com

5. An unidentified young woman posing on a car in the 1920s

A young woman in a light dress sits on the bumper of an old-fashioned car parked on a driveway, with early 20th-century houses and trees in the background. The photo is black and white.
susoutthemoon/via reddit.com

6. Great Uncle Charles posing with his cars in the ruins of Panama, circa 1920

Three vintage cars with their roofs down are parked in front of an old, partially ruined stone tower. Four people in light clothing and hats are sitting or leaning on the cars. Trees and more ruins are visible in the background.
deleted/via reddit.com

7. Someone’s great grandfather with his first car in 1926

A man in a suit drives an early 20th-century, three-wheeled vintage car on a dirt road. The car has spoked wheels, round headlights, and a license plate reading "HD-2001.
deleted/via reddit.com

8. Five gents making sure to get that tire changed

Five men in early 1900s attire work together to change a tire on a vintage car, with one holding the spare tire and others assisting, surrounded by trees and grassy terrain.
anonymous9193/via reddit.com

9. Someone’s great grandpa hanging out in the 1920s with another dude trying to catch a ride

A man sits in a vintage car, smiling and reaching toward a donkey standing next to the vehicle. The car displays the number plate "A-1386" and a sign reading "Veteran Car Run 62.
deleted9818/via reddit.com

10. Man stands next to his car in the 1920s

A young man wearing a hat and casual clothes leans against a vintage car parked in front of a white building with two windows.
anonymous182/via reddit.com

11. Hanging out by the car with that 1920s style

A vintage black-and-white photo shows a woman sitting on the hood of an old car labeled "RICE-STIX St. Louis," with a man standing in front. They are outdoors in a grassy, rural area with trees in the background.
deleted181/via reddit.com

12. Rumor has it that this was the supposed first car in the village, circa 1920s

Five adults pose beside a vintage car; four are standing or crouching by the door while one sits inside. Bare trees and hills are visible in the background, suggesting it is autumn or winter. The photo is in black and white.
steve076/via reddit.com

13. Love the old-fashioned touring car, circa 1920s

Two women in 1920s swimsuits stand on the front bumper of a vintage car in an open landscape, one shielding her eyes as she looks into the distance, the other holding her arm for balance.
michaelconfoy/via reddit.com

14. Someone’s great grandpa in the 1920s

A man in light-colored pants and shirt stands beside a vintage convertible car, smiling at the camera. The scene is outdoors, with houses, trees, and bushes visible in the background. The photo is sepia-toned.
deleted19819/via reddit.com

15. A 1920s Rolls-Royce Phantom 1

A man in a suit stands beside a vintage luxury car, while a uniformed chauffeur sits behind the wheel. The classic car features large, spoked wheels and a long hood, with a beach or seaside area in the background.
dhorlin/via reddit.com

16. Racing around in the car in the 1920s

Two people ride in an early open-frame car, kicking up dirt as they speed along a road. The driver wears a suit and bow tie, while the passenger wears a blouse. Trees and a blurred person appear in the background.
deleted/via reddit.com

17. The Citroen automobile designed by Sonia Delaunay

Two women in 1920s attire pose with a vintage car covered in a checkered pattern; one woman is seated in the driver’s seat while the other stands beside the car in front of a modernist building.
tadgrollman/via reddit.com

18. The 1920s race car drivers meant serious business indeed

A vintage race car, number 52, with two passengers, lifts its right-side wheels off the ground while taking a sharp corner on a tree-lined road during a daytime race, as spectators watch from the roadside.
deleted181/via reddit.com

Explore more vintage content:

The 1920s marked the dawn of personal car ownership, and these vintage photos capture the pride, style, and innovation of that era. From the earliest coupes to family roadsters, these vehicles paved the way for the modern automotive world. If you enjoyed this glimpse into automotive history, be sure to check out our collection of 15 Vintage Motorcycles From the Early 1950s, or explore 20 of the Coolest Cars From the 1990s.

Meet the Writer

Matt has spent over the last 8 years as both a writer and editor, working in Seattle and Brooklyn, where he is now based. He loves escaping the tirelessly fast pace of the “Mad Apple” that is NYC by taking walks and runs through parks where he’s able to catch up on the latest tea about society from the city’s ever chatty, always hungry, occasionally maniacal, pigeons. They always have a lot to say. When he’s not taking his urban nature strolls, or dutifully combing the deepest rabbit holes of the internet to find the content that’s worth sinking your mind’s teeth into, he’s likely holed up at a dark-lit dive bar with a new book and/or some friends, or just as easily he could be on the hunt for the next addition to his steadily growing plant family.

These days Matt’s caught up in trying to provide folks as many vivid glimpses into the days long since passed as he can, through fun and engaging collections of hand-picked vintage photos.