These are the 7 best-looking pickups, according to you

We asked readers to sound off on the Hagerty Forums last week and tell us what pickup is the best looking. From the over 100 answers and comments, we distilled this list of the seven best looking classic pickups.

1953–56 Ford F-100

1953 Ford F-100
1953 Ford F-100 Mecum

A fresh redesign for 1953, the F-100 has style in spades. Interestingly, the only V-8 option was the time-tested 239 cubic-inch flathead, but in 1954 the Y-block replaced the aging design and gave the roomier pickup another dose of modern features. Hagerty experts are watching the market and feel these F100s have nowhere to go but up, although many believe they never went down and have been appreciating for quite some time. It’s easy to see why just by looking at them.

1947–54 Chevrolet  

1948 Chevrolet Series 3100
1948 Chevrolet Series 3100 Mecum

Following the “Art-Deco” generation of 194146, the “Advance Design” generation of 194754 found Chevrolet equipping the new pickups with many of the features previously reserved for cars. Extra-thick dash and floor mats helped keep road noise down in the cabin, which boasted additional leg and head room for the three-person bench seat. Air conditioning, tilt steering column, and AM/FM radio were all available on this generation of stylish and modern pickup.

1937 Ford

1937 Ford Model 73 1/2 Ton Pickup
1937 Ford Model 73 1/2 Ton Pickup Mecum

Diverging from the passenger car styling they had cribbed in the past, ’37 Ford pickups adopted a rounded grille with horizontal slats and placed it between two stand-off headlamps mounted to the curvaceous front fenders. A step-side bed leaves room for side mount spare tires just behind the cab, something that would fade in popularity in the coming years.

1957 Chevrolet Cameo

1957 Chevrolet Cameo
1957 Chevrolet Series 3100 Cameo RM Sotheby's

When it comes to Chevrolet, it’s hard to talk about iconic models without mentioning 1957. The Cameo featured two powertrain options—the near-bulletproof 235 inline-six and the hardworking 283 V-8. Either engine option could be backed by an automatic or manual transmission, thus closing the gap between cars and trucks just a bit more with the convenience of the automatic. Cameo production in 1957 was less than 3000 units, making these gorgeous and rare pickups a pricey option.

1937–39 Studebaker Coupe Express

1937 Studebaker J5 Coupe Express
1937 Studebaker J5 Coupe Express RM Sotheby's

The Coupe Express utilized the chassis of the Studebaker Dictator, including the running gear and front sheet metal. The rounded cab was heavily influenced by Studebaker’s cars as well. Powered by a flathead inline-six that sent power to the rear axle through a three-speed manual, don’t expect any speed records from a stock Coupe Express, even if it does have express in its name.

1973–87 Chevrolet C10

1974 Chevrolet C10
1974 Chevrolet C10 Mecum

In an interesting twist, the “square body” Chevrolets of 197387 received more nominations than the wildly more popular 196772 variants. Maybe because this generation is still a bit off the collector radar and therefore attainable for hot rodder and restoration folk alike. Parts support is big, and the availability is also huge. Finding a solid example can be tough though, as many have been used up or are starting to show their years.

1963–71 Jeep Gladiator

1963 Jeep Gladiator
1963 Jeep Gladiator FCA

The new Jeep pickup has a lot to live up to since it shares the Gladiator name with some of the most wicked-looking pickups in Jeep’s history. This nine-year run of Gladiators preceded the change to the J-series nomenclature, which also found the styling scaled back a bit. The flat front end is hardly aerodynamic, but with a center chrome grill it is easily recognizable. Available in two- and four-wheel-drive—and even a dual-rear-wheel option for those who planned to do some heavy duty work with the almost two-ton payload capacity available—this truck back up its muscular looks.

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