From time to time I play older games on my notebook. I download them from Good Old Games and play on Linux as most of them works and it is easy to check which one are supported using WineHQ website. Recently I installed PlayOnLinux and I like it because it allows to keep and manage all Windows applications in one place.
PlayOnLinux supports wide range of applications using automated installation (and of course manual installation mode for all other applications). As you can see on screen shots below it is a quite nice front-end for Wine with all needed options and easy to use application manager.