A true post-war American icon, the 1949 Jeepster was Willys-Overland’s bold attempt to bridge the gap between utilitarian military vehicles and stylish civilian transportation. Designed by famed industrial designer Brooks Stevens, the Jeepster combined the rugged spirit of the Jeep with refined road-going comfort. With its distinctive chrome grille, wide whitewall tires, and a convertible soft top, the Jeepster brought open-air freedom to a country eager to enjoy the road again.

Under the hood lies the reliable 2.2L “Go-Devil” inline-4 engine mated to a 3-speed manual transmission with overdrive. Despite its vintage, this example drives surprisingly well—tight steering, smooth shifts, and a charming, confident road presence make it a joy to cruise whether through town or down a scenic country road. It’s mechanically sound and easy to drive, offering a nostalgic yet accessible vintage motoring experience.

From Sunday drives to local shows, this Jeepster delivers all the character and Americana charm you could hope for—while still starting right up and getting you where you want to go.