I'm not sure I understand all of your questions.

1. No, it's not possible to use tiddlyweb and tiddlyspot on the same "side". It would be possible, though, with a fair amount of tiddlywiki plugin work to make it so content in one tiddlywiki was saved to both a tiddlyweb server and tiddlyspot.
   
2. Are you saying that ccTiddly installation is difficult or that TiddlyWeb installation is difficult? At the moment TiddlyWeb installation is likely more difficult for people who either do not have Python experience or are using shared web hosting services.
   
   

If you have some specific questions, try posting on the mailing list.