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Reading between the lines I think a Celestron Advanced VX might be the best compromise between hassle free/grab & go/beginner imaging.
The AVX is solid but portable and has an all star polar alignment (ASPA) routine that makes polar alignment easy, all done with the hand control. With your short focal length scope you can put a dslr on the focuser and take 30 sec exposures - no guiding, no laptop. Then you can step up to using a laptop and guiding later on, later on progress to a better mount, better camera, etc.
The HEQ5 is a good choice too but I don't think it has the polar alignment feature in the hand control.
The heavy weight of the EQ6 may be a deterrent to setting up which is the last thing you want. Keeping set up as convenient as possible gets me out observing, rather than sitting in front of the TV thinking about all the gear I have to set up.
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