Roy,
What type of food do you like?Are you more interested in trendy bars or the more traditional type restaurant (what about good hearty austrian food - lots of meat), and what type of shopping? High street or really expensive? And day trips, wouldn't bother with bratislava to be honest... Salzburg is only three hours on the train, but again it depends what you're into. Salzburg is very touristy with all the Mozart stuff, but it has lots of history and is very idyllic, people usually love it. Also how long are you planning on staying and do you have to go in October? Vienna is at its best either in summer or in winter, inbetween is still ok but you'd miss out on a lot of the good stuff (like outdoor opera cinema, or x-mas markets etc...). Also you don't sound like you're really into the nightlife, but if you are let me know and I can recommend some places. And hotels, I'm not the expert, obviously never had to stay in one, but give me an idea of your price-range and I can check out a few and give you an idea where they are and if they're handy for sightseeing/shopping, etc. Are you going with a mate or a partner? Honestly there is so much to do, if you give me a better idea I can probably advise you better....