Jeep Grand Cherokee was one of the forerunners to the current SUV craze, and it's been around long enough that you might think of it as old news. Nothing could be farther from the truth. It got a complete redesign in 1999 that brought a roomier, more comfortable cabin and smoother engines, which helped it win a host of industry accolades. Decent around-town comfort combined with dirt-track-worthy underpinnings have helped it maintain its place in the hearts of loyal customers.