I bought an extended warranty on my Chrysler Town & Country and have both regretted it and thanked it.
The regret stems from the fact that it was a dealer extended warranty, not a factory one which meant that I had to deal with the dealership I bought it from instead of one more convenient. Yes, I bought a car from a dealership that was more than an hour away instead of one from a more local dealership (<$). Along with this warranty I got a free rental but I had to go to them in order to get it instead of someone more local to me.
The positive side was that because I extended from the traditional 3 Year/36 K mile warranty to a 5 year/75K I was able to get my transmission covered when it went at 72K. That was worth the extra $500.
Lessoned learned is if you do get the extended warranty, make sure that it is a manufacturer warranty and that you can go to any dealership to have it honored. Read the fine print.
ALD