Beginning Astronomy?

AnalogBoy asks: "I figure, with the diverse backgrounds offered here on Slashdot, at least 1(,000) of you would have an astronomy background, in some way, shape, or form. I've always had a passing interest in all things space, in particular, i've always been captivated by whats 'out there'. I was wondering if any of youse guys had suggestions on books, programs (Windows or Unix), and especially GOOD telescopes (Sub-$500-range). I've looked through Google, etc - but I want a community opinion! "