My father had a 1996 Grand Cherokee and I can affirm it's a piece of junk.
He's a farmer, so some light off-road all the time: doesn't excel, but not as bad usually said (we look for the easiest pass, not as off-roaders), but totally agree with Tony (not the car for this). But the POINT: it is totally UNRELIABLE, especially the ELECTRICS. CRAP. Looks nice and it's comfortable (not the back seats, too short), but that's it. I could list problems, but it'd be too long. And spares are very expensive! Avoid it at any cost!
He had the 4 cyl. 2.5TD engine and it was soooo bad. It overheats, everyone around had the headgasket gone or the engine seized up in hot summer days (I refer to Andalusia, Spain, so very hot). If I recall it was an Italian engine. I assume yours is probably 6 cyl. 4.0L or v8 5.2L or even 5.9L. Have you checked the consumption? I knew other people who had it and they were desperate.
Get anything made in Japan instead of the Grand Cherokee. Furthermore, I'd rather go in a bubble car than in a GC.
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