i tunes .. the best way to proceed ?

Hello,

looking for some guidance please,

At the present moment I have itunes loaded on my laptop. With tunes stored in the standard format roughly 4000 songs

My queston,

I would like to move this forward.
This is what I would like to achieve I just don't know how to get there

Music thought main sysyems as my profile
and the oppertunity to use my itouch ? as a means in the bedroom

I was looking at the i mini / Beresford ?
Active speakers in the bedroom Audioengine ?

How and do i need to start a new itunes library in a better format ie lossless

Any help pointing me in the right direction would be appreciated

Kevin