it all depends on how much you want to or can afford to spend,if you are on a budget i would go for the Guan Sheng GS-680 8" from Andrews for $500 including postage,from my experience brands dont matter i would be more interested in the accessories that come with the scope.
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Secondly I would like to start doing some basic astrophotography (planets, obvious features ie bright clusters etc) using a web cam. Should I be considering GO TO? I think I will eventually upgrade to a 'real' GO TO scope for deep sky imaging down the track so don't want to spend the money on a GO TO DOB unless it is a very important issue.
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Far Planetary imaging you dont need a goto scope but if you want to take long exsposure shots it is a must you can pick up a 8'' goto for around $1000 if you have the cash to get one. It all depends if you want to get right in to imaging if so the best way to go it a reflector on a Eq mount with a motor drive but for planetary imaging a dob with a webcam would be ok to start off with.
Hope this helps.