2014 Jeep Cherokee 2.4L

Inasmuch as the 2014 Jeep Cherokee is all-new, you’d be excused if you didn’t quite know how to pack for your first road trip in one. Tip: You might want to sneak something along the lines of a pair of Salvatore Ferragamo slip-on driving shoes into your travel bag alongside the trusty old Danner Crater Rim GTX hiking boots. Sure, being a Jeep, you can expect 4WD versions to perambulate bad roads and worse weather in stride, and should you purposely exit the pavement (particularly in the lifted and off-road-tech-gifted Trailhawk—see our first drive) to tackle steep ascents, descents, and seriously scary two-tracks without reaching for the winch and tow straps, you’ll still be in business.