Here is a link to their app' database page: http://appdb.winehq.org/
& this link goes into great detail on how-to:
http://frankscorner.org/
They should give you an idea of what will run, at what level & how to make it happen.
The only way you will really find out if Linux suits you & yours is to give it a try. Dual boot means that you have not lost anything whilst you learn from the experience.
If you are a bit geeky you will most likely love it, though the initial learning curve loops the loop. After a month you will be getting pretty used to the Linux differences, after 2 months you may very well be addicted!
Or not, horses for courses... It's nice to have so many choices in operating systems, & all the *nix's are getting so much better so much faster, it is a really wonderful time in their development right now.
