Think you know your cars? If so, join us on a quick trip back to the 1950s to check out some of the coolest classic cars of that time. Each car will have a subtle clue and a snapshot. Test your car knowledge and do you best to identify the names before the grand reveal at the end. Do you have what it takes to name them all?

The Modern Marvel

1955 Chevy Bel Air
Image Credit: WikiCommons.

In 1955, a remarkable vehicle emerged, boasting a two-speed electric windshield wiper, an optional V-shaped chrome grille, and a new wraparound windshield. Weighing approximately 3,150 lbs, this car introduced an all-new design that set the stage for the brand’s future direction. It was celebrated for being faster, sleeker, and more modern compared to its predecessors. If you guessed the 1955 Chevy Bel Air, you’re absolutely right!

The Portholed Master

1952 Buick Roadmaster
Image Credit: WikiCommons.

A distinct feature of this 1952 classic was its portholes near the front fenders, making it instantly recognizable. Under the guidance of chief designer Ned Nickles, it introduced stylish fins and boasted 170 horsepower. This model was a turning point, and its presence on the road was unmistakable. Have you figured it out? It’s the 1952 Buick Roadmaster!

The Decade’s Storm

1957 Ford Thunderbird
Image Credit: WikiCommons.

Priced at about $200 more than its contemporaries, this 1957 gem was a market sensation. It could move from 0 to 60 mph in just under 11 seconds, thanks to its 312 cubic inch Y-block V-type engine with 250 horsepower. Weighing around 3,850 lbs and featuring a 12-gallon gas tank, it was a symbol of luxury and performance, costing over $4,000 at its initial release. Any guesses? It’s the 1957 Ford Thunderbird!

The Wooden Wonder

1951 Ford Woody Wagon
Image Credit: WikiCommons.

In 1951, a unique wagon broke the mold by using individual planking rather than traditional solid pieces for its construction. Setting an all-time high in woody production records, it was one of the most expensive models in its line. This year also marked the last time real wood was used for the bodies of both Ford and Mercury models. A true classic in every sense, this vehicle is none other than the 1951 Ford Woody Wagon.

The Speedster of the Silver Screen

1955 Porsche 550 Spyder
Image Credit: WikiCommons.

Made iconic overnight by James Dean and driven by Elvis Presley, this 1955 racing marvel showcased a flat-four-cylinder engine that was able to reach up to 100 mph. Weighing just 1,350 lbs and offering 24 horsepower per 1,000 lbs, it was developed initially for racing and later appeared in “Rebel Without a Cause.” This lightweight and speedy car is the iconic 1955 Porsche 550 Spyder.

The Working Class Hero

1953 Ford F-100
Image Credit: WikiCommons.

In 1953, a truck was introduced to celebrate Ford’s 50th Anniversary. It was designed specifically for the working class. It boasted a 239 cubic-inch V-8 engine with 130 horsepower and 214 foot-pounds of torque. Notably, its horn button featured a special gold rim with the inscription “50th Anniversary 1903-1953.” This dependable vehicle is the 1953 Ford F-100.

The Tail-Fin

1959 Cadillac Coupe de Ville
Image Credit: WikiCommons.

Originally named the Series 62 when it first appeared in 1949, the 1959 version of this car is often hailed as one of the most beautiful ever made. Weighing just over 5,000 lbs, it was famous for its popular ‘tail fins.’ This vehicle was even driven by Michael Jackson! Have you guessed it? It’s the 1959 Cadillac Coupe de Ville.

The Trailblazing Truck

1954 Dodge Power Wagon
Image Credit: WikiCommons.

Known as Dodge’s most iconic contribution to the world of trucks, the 1952 model was a force to be reckoned with. Initially unveiled as a military truck in 1946, it was later reintroduced to civilians. With features like a bedside formed by an efficient stamping process and curved stake pockets, its most iconic feature was the Willock chassis swivel, ideal for navigating challenging terrain. Only 100 models between 1952 and 1958 included this feature. This rugged and reliable vehicle is the 1952 Dodge Power Wagon.

The Anniversary Classic

1953 Buick Skylark
Image Credit: WikiCommons.

Celebrating Buick’s 50th Anniversary in 1953, this car was a testament to luxury and design. With up to 180 horsepower, it could reach speeds of about 90 mph and weighed around 4,400 lbs. Its sharp angles and wraparound windshields were a sight to behold, making it a standout in Buick’s lineup. This car’s elegance and power make it none other than the 1953 Buick Skylark.

The Race Track Champion

1958 Ferrari 250 Testa Rossa
Image Credit: WikiCommons.

One of Ferrari’s most successful race cars, the 1958 model was a sight to behold with its unorthodox body by Scaglietti & C. Designed for both Scuderia Ferrari and private entrants, it featured a 3.5-liter 12-cylinder engine producing an outstanding 300hp. This car’s legacy on the track is undeniable, and it remains a symbol of Ferrari’s racing prowess. Can you guess it? It’s the 1958 Ferrari 250 Testa Rossa.

The Warship on Wheels

1956 Chevrolet Corvette
Image Credit: WikiCommons.

Introduced in 1956, this car featured a 265-cubic-inch V8 engine. It showed off 225 horsepower and up to 270 lbs. of torque. Named after a warship, it weighed about 2,980 lbs and could reach speeds of up to 104 mph. Its combination of power and sleek design made it a favorite among car enthusiasts. This classic American sports car is the 1956 Chevrolet Corvette.

The NASCAR Star

1953 Hudson Hornet
Image Credit: WikiCommons.

Dominating the NASCAR stock car racing scene in the early ’50s, this 1953 model was known for its lower center of gravity. With 27,000 units sold in 1953, it featured a 5-liter, naturally aspirated petrol engine. On top of that, it also had a three-speed manual transmission. Its performance and design made it a favorite among racing enthusiasts. If you guessed the 1953 Hudson Hornet, you’re right on track!

The British Racing Legend

Aston Martin DB2
Image Credit: WikiCommons.

This car, first released between 1950 and 1953, was the first successful model under David Brown’s ownership. Known as the best British sports car available in 1950, some of the first units were prepared for the racetrack. With 100 cars ordered during its launch, it featured a Lagonda 2.6 liter engine and stressed aluminum bodywork. A true classic in British automotive history, this car is the Aston Martin DB2.

The Postwar Pickup Pioneer

1950 Chevrolet 3100
Image Credit: WikiCommons.

Part of General Motors’ historic line of Advance Design light trucks, this 1950 model was a game-changer. With more than 227,000 half-ton pickups produced during its year, it boasted Chevy’s OHV straight-six and a 216.5 cubic-inch 12-volt engine. Known for its 92 horsepower, better charging system, and easier start in colder weather, this vehicle represented a newly contemporary postwar look for the manufacturer. The classic in question? The1950 Chevrolet 3100.

The Luxury Trailblazer

1957 Cadillac Eldorado
Image Credit: WikiCommons.

Redesigned in 1957 by Ed Glowacke, this car featured gorgeous tail fins, a unique grille, and a top-notch engine. As one of the first production cars to roll out of the factory with 300 hp, only 400 were built, making it a rare, hand-built, limited edition car. Its opulence and performance made it a sought-after luxury vehicle. Any guesses? It’s the 1957 Cadillac Eldorado.

The Quintessential Classic

1955 Rolls-Royce Silver Cloud
Image Credit: WikiCommons.

In 1955, the automotive world witnessed the introduction of a car that would become the most successful classic in Rolls-Royce history. Capable of achieving speeds of over 100 mph, it was designed by John P. Blatchley and became popular among celebrities. With 178 hp and a choice between a 4.9-liter straight-six and a 6.2-liter V8, this car combined elegance with performance. Can you guess it? It’s the 1955 Rolls-Royce Silver Cloud.

The Handcrafted Rarity

1956 Lincoln Continental
Image Credit: WikiCommons.

This 1956 luxury car was a symbol of exclusivity, with only three thousand units built. Featuring options like air conditioning and a good stereo system, each car was handcrafted. The 6.0-liter V8 engine boasted nearly 300 hp, making it the most expensive American car at the time. Its combination of luxury and performance made it a coveted item among car enthusiasts. The car in question is the 1956 Lincoln Continental.

The Italian Sports Car Gem

1952 Siata 208S
Image Credit: WikiCommons.

A coveted Italian sports car, the Siata 208S, often wrapped in striking Spider coachwork by Vignale, became a sensation. With a small 2-liter V8 engine derived from Fiat, only 33 of these versions were built, most featuring handcrafted bodies by Motto or Bertone. Representing Società Italiana Auto Trasformazioni Accessori (SIATA), this car was a masterpiece of Italian design and engineering. Have you guessed it? It’s the 1952 Siata 208S.

The High-End Convertible Classic

1953 Packard Caribbean
Image Credit: WikiCommons.

In 1953, a high-end convertible was introduced as a limited-production model designed to compete with Cadillac’s Eldorado. With a distinctive design featuring a “continental” spare tire on the back, it was powered by Packard’s 327 cubic inch straight-eight engine. Complete with chrome wire wheels and leather upholstery, this car was a symbol of luxury and style. Any guesses? It’s the 1953 Packard Caribbean.

The Compact Cruiser

1953 Willys Aero Lark
Image Credit: WikiCommons.

In 1953, Willys ventured into the passenger car market with a model designed to be both compact and efficient. Known as one of the more economical options in its line, it featured a “Hurricane” F-head four-cylinder engine, though a six-cylinder was also available. Its modern unibody construction and aerodynamic design made it a practical and stylish choice for consumers. The car in question? The 1953 Willys Aero Lark.

The Jet

1953 Fiat 8V Supersonic
Image Credit: WikiCommons.

With a design heavily influenced by the jet age, this 1953 car featured sweeping lines and a front end reminiscent of jet aircraft. The body was crafted by Carrozzeria Ghia, and only a handful were ever produced. Known as the “Otto Vu” in Italian, it was equipped with an unusual V8 engine for Fiat and is exceedingly rare today. Can you guess it? It’s the 1953 Fiat 8V Supersonic.

The Sliding-Door Pioneer

1954 Kaiser Darrin
Image Credit: WikiCommons.

Best known for its unique pocket-style sliding doors, which slid forward into the front fender, this 1954 car was one of the first American cars to challenge European sports car dominance. The brainchild of designer Howard “Dutch” Darrin, it was powered by a 90hp Willys F-head six-cylinder engine. Production was limited and short-lived, with only 435 ever produced. The vehicle in question is the 1954 Kaiser Darrin.

The French Goddess

1955 Citroën DS
Image Credit: WikiCommons.

First revealed at the Paris Motor Show in 1955, this car stood out with its innovative hydropneumatic self-leveling suspension system, providing an unparalleled smooth ride. It featured power steering, a semi-automatic transmission, and disc brakes. Its name, a play on the French word “déesse” (goddess), hinted at its revolutionary design and technology. More of a niche product in the U.S., this car is the 1955 Citroën DS.

The Transatlantic Collaboration

1955 Dual-Ghia Convertible
Image Credit: Mo Satarzadeh/RM Sotheby’s.

A product of a unique collaboration between Detroit-based Dual Motors and Italian coachbuilder Ghia, this 1955 convertible was a true gem. Built on a Dodge chassis and powered by a Dodge V8, its body was hand-formed in Italy by Ghia before being shipped back to the U.S. for final assembly. Notable owners included Frank Sinatra and Ronald Reagan. With only about 117 ever produced, this car is the 1955 Dual-Ghia Convertible.

The Stylish Studebaker

1955 Studebaker President
Image Credit: WikiCommons.

Featuring sleek lines, chrome detailing, and a panoramic windshield, this 1955 model was a testament to design and performance. Flaunting a powerful V8 and a distinctive “Loewy Coupe” design, it was Studebaker’s top-tier offering. Its elegant and modern appearance made it a favorite among car enthusiasts and collectors alike. The car in question? The 1955 Studebaker President.

Author: Abbie Clark

Title: Author and Editor

Expertise: Automotive, Parenting, Home and Garden, Budgeting

Abbie Clark is a writer, blog, and founder of Hey She Thrives and The Bearded Bunch.

From clever car cleaning tricks to the freshest car features and reviews, Abbie loves sharing her knowledge on everything automotive. Outside of her time writing for her websites, you’ll find her fishing with her husband, playing cars with her toddler, or baking up something sweet.

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