2001 Jeep Cherokee Sport 4WD 4dr SUV (4.0L 6cyl 5M)
Owned a 97 VW Jetta before this that was fun to drive. This Jeep is fun, but in a different way. For a vehicle with 15 in rims it goes over just about anything, is tough as nails, and I know that I can count on it to get me practically anywhere. It's not the most comfortable thing in the world, but that's just part of Jeep's purpose. My Cherokee actually has more horizontal room than a Liberty, and is definitely built more solid. Gas mileage is horrible (my vw got 26, this gets around 18), but it's well worth it for the experience of driving a legendary SUV.
Fun to drive, goes anywhere I need it to, and has plenty of power to get on the interstate/power through snow banks.
The only way I could improve this vehicle is to add a manual transmission. But that's more a matter of personal taste than anything else.