I have an 02 Jeep Grand Cherokee. It cost about 10k CDN. Do not buy one.
My old (04) Buick was terrific. I drove it from 04 to 2011 and I only got rid of it because somebody totaled it while I was parked. I got off work, went to my car and saw it was totally smashed up. Luckily they left a note. Actually, they left a number of their grandfather. We phoned him up, explained what had happened and he said, "Tell me, was it a beater car?". It was worth substantially more than the 2.6k I got in the settlement, but in perfect shape, it would have been 6k.
2000 was another good year. Unfortunately, until I got my 02 Jeep, I had never had a used car, so I can't really comment, except saying that Buicks ride well. My cousin has an older one and he drags it through all sorts of stuff.